Annapolis Spring Sailboat Show

April 25-27, 2025

City Dock, Annapolis, MD

The Annapolis Spring Sailboat Show returns to the historic seaport town of Annapolis every April to showcase new and brokerage boats including catamarans, monohulls, family cruisers, daysailers, and inflatables. 

While climbing aboard the great line-up of sailboats is the major draw, there is so much more to see. Guests are invited to meet with boating clubs and charter companies , shop gear and equipment, and ring in the new season with fellow sailors and marine professionals. With live entertainment, seminars, and a festive tasting tent, the fun lasts all day. As the show winds down, guests may visit the wide variety of restaurants, shops and bars just a few steps from the show gates.

April 25-27, 2025 City Dock, Annapolis, MD

Friday, April 25 10:00am – 6:00pm

Saturday, April 26 10:00am – 6:00pm

Sunday, April 27 10:00am – 5:00pm

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The Annapolis Spring Sailboat Show is the fall sailboat show’s little sister. With both new and used boats, seminars, Cruisers University, live music and visits with YouTube stars, it’s the perfect place to kick off the sailing season.

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17 Sailboat Types Explained: How To Recognize Them

Ever wondered what type of sailboat you're looking at? Identifying sailboats isn't hard, you just have to know what to look for. In this article, I'll help you.

Every time I'm around a large number of sailboats, I look around in awe (especially with the bigger ones). I recognize some, but with most of them, I'll have to ask the owner. When they answer, I try to hide my ignorance. The words don't make any sense!

So here's a complete list with pictures of the most common sailboat types today. For each of them, I'll explain exactly where the name comes from, and how you can recognize it easily.

Gaff rigged white schooner

So here's my list of popular sailboat types, explained:

Bermuda sloop, sailing hydrofoil, dutch barge, chinese junk, square-rigged tall ship, in conclusion, how to recognize any sailboat.

Before we get started, I wanted to quickly explain what you should look for when you try to identify a sailboat.

The type of sailboat is always determined by one of these four things:

  • The type of hull
  • The type of keel
  • The number of masts
  • And the type of sails and rig

The hull is the boat's body. There are basically three hull types: monohull, catamaran, and trimaran. Simply said: do I see one hull, two hulls (catamaran) or three hulls (trimaran)? Most sailboats are monohulls.

Next, there is the keel type. The keel is the underwater part of the hull. Mostly, you won't be able to see that, because it's underwater. So we'll leave that for now.

The sail plan

The last factor is the number of masts and the sail plan. The sail plan, simply put, is the number of sails, the type of sails, and how the sails are mounted to the masts (also called rigging ).

Sailboat are mostly named after the sail plan, but occasionally, a sail type is thrown in there as well.

So now we know what to pay attention to, let's go and check out some sailboats!

Row of sailing dinghies in golden hour at the dock

Dinghies are the smallest and most simple sailboats around.

They are your typical training sailboats. Small boats with an open hull, with just one mast and one sail. Perfect for learning the ways of the wind.

On average, they are between 6 and 20 ft long. Mostly sailed single-handed (solo). There's no special rigging, just the mainsail. The mainsail is commonly a Bermuda (triangular) mainsail. Dinghies have a simple rudder stick and no special equipment or rigging.

Dinghies are great for learning how to sail. The smaller the boat, the better you feel the impact of your trim and actions.

How to recognize a sailing dinghy:

  • short (8ft)
  • one Bermuda sail
  • open hull design
  • rudder stick

Common places to spot them: lakes, near docks

Three Bermuda Sloops in bright blue water

If you'd ask a kid to draw a sailboat, she'll most probably draw this one. The Bermuda Sloop is the most popular and most common sailboat type today. You'll definitely recognize this one.

How to recognize a Bermuda Sloop:

  • triangular mainsail (called a Bermuda sail)
  • a foresail (also called the jib)
  • fore-and-aft rigged
  • medium-sized (12 - 50 ft)

Fore-and-aft rigged just means "from front to back". This type of rigging helps to sail upwind.

Any sailboat with one mast and two sails could still be a sloop. Even if the sails are another shape or rigged in another way. For example, here's a gaff-rigged sloop (more on the gaff rig later):

Gaff Rigged Sloop in white in front of coastline with flat

If you want to learn all about sail rigs, check out my full Guide to Understanding Sail Rig Types here. It has good infographics and explains it in more detail

The Bermuda sloop has a lot of advantages over other sailboat types (which is why it's so popular):

  • the Bermuda rig is very maneuverable and pretty fast in almost all conditions
  • it's really versatile
  • you can sail it by yourself without any problems
  • it's a simple setup

Common places to spot a sloop: everywhere. Smaller sloops are more common for inland waters, rivers, and lakes. Medium-sized and large sloops are very popular cruising boats.

Cutter motorsailor against sun in black and white

Cutters have one mast but three or more sails. Most cutters are Bermuda rigged, which means they look a lot like sloops.

How to recognize a cutter:

  • looks like a sloop
  • two or more headsails instead of one
  • commonly one mast
  • sometimes an extra mast with mainsail

Cutters have more sail area, which makes them faster, but also harder to sail single-handed. There's also more strain on the mast and rigging.

Common places to spot a cutter: everywhere. Cutters are very popular for cruising.

They mostly have a Bermuda rig, which means triangular sails. But there are also gaff cutters and naval cutters, and some have two masts.

Here's an example of a two-masted naval cutter with an extra gaff mainsail and top gaff:

Dutch naval cutter with top gaff sail

The Hydrofoil is a pretty new sailboat design. It's a racing sailboat with thin wing foils under the hull. These lift up the hull, out of the water, reducing the displacement to nearly zero. The foils create downforce and keep it from lifting off entirely.

This makes the hydrofoil extremely fast and also impressive.

The hydrofoil refers to the keel type. There are both monohull and multihull hydrofoils.

How to recognize a hydrofoil:

  • it flies above the waterline and has small fins

Common places to spot a hydrofoil: at racing events

Cruising catamaran at dock in blue waters

Famous catamaran: La Vagabonde from Sailing La Vagabonde

A catamaran is a type of cruising and racing multihull sailboat with two hulls. The hulls are always the same size.

Most catamarans have a standard Bermuda rig. The catamaran refers to the hull, so it can have any number of masts, sails, sail types and rig type.

How to recognize a catamaran:

  • any boat with two hulls is called a catamaran

Common places to spot catamarans: coastal waters, The Caribbean, shallow reefs

The advantages of a catamaran: Catamarans heel less than monohulls and are more buoyant. Because of the double hull, they don't need as deep a keel to be stable. They have a smaller displacement, making them faster. They also have a very shallow draft. That's why catamarans are so popular in the Caribbean, where there's lots of shallow water.

Catamarans are nearly impossible to capsize:

"Compared with a monohull, a cruising catamaran sailboat has a high initial resistance to heeling and capsize—a fifty-footer requires four times the force to initiate a capsize than an equivalent monohull." Source: Wikipedia

Trimaran in green-blue waves

How to recognize a trimaran:

  • any boat with three hulls is called a trimaran

Trimarans have three hulls, so it's a multi-hull design. It's mostly a regular monohull with two smaller hulls or floaters on the sides. Some trimarans can be trailered by winching in the auxiliary hulls, like this:

Extended trimaran hull

This makes them very suitable for long-term cruising, but also for regular docking. This is great for crowded areas and small berths, like in the Mediterranean. It sure is more cost-effective than the catamaran (but you also don't have the extra storage and living space!).

Common places to spot Trimarans: mostly popular for long-term cruising, you'll find the trimaran in coastal areas.

Gaff rigged white schooner

Gaffer refers to gaff-rigged, which is the way the sails are rigged. A gaff rig is a rectangular sail with a top pole, or 'spar', which attaches it to the mast. This pole is called the 'gaff'. To hoist the mainsail, you hoist this top spar with a separate halyard. Most gaffers carry additional gaff topsails as well.

Gaff rigs are a bit less versatile than sloops. Because of the gaff, they can have a larger sail area. So they will perform better with downwind points of sail. Upwind, however, they handle less well.

How to recognize a gaffer:

  • sail is rectangular
  • mainsail has a top pole (or spar)

Since a gaffer refers to the rig type, and not the mast configuration or keel type, all sailboats with this kind of rigging can be called 'gaffers'.

Common places to spot a gaffer: Gaffers are popular inland sailboats. It's a more traditional rig, being used recreationally.

White schooner with two headsails

Schooners used to be extremely popular before sloops took over. Schooners are easy to sail but slower than sloops. They handle better than sloops in all comfortable (cruising) points of sail, except for upwind.

How to recognize a schooner:

  • mostly two masts
  • smaller mast in front
  • taller mast in the back
  • fore-and-aft rigged sails
  • gaff-rigged mainsails (spar on top of the sail)

Common places to spot a schooner: coastal marinas, bays

Ketch with maroon sails

How to recognize a ketch:

  • medium-sized (30 ft and up)
  • smaller mast in back
  • taller mast in front
  • both masts have a mainsail

The ketch refers to the sail plan (mast configuration and type of rig). Ketches actually handle really well. The back mast (mizzenmast) powers the hull, giving the skipper more control. Because of the extra mainsail, the ketch has shorter masts. This means less stress on masts and rigging, and less heel.

Common places to spot a ketch: larger marinas, coastal regions

White yawl with two masts and blue spinnaker

How to recognize a yawl:

  • main mast in front
  • much smaller mast in the back
  • back mast doesn't carry a mainsail

The aft mast is called a mizzenmast. Most ketches are gaff-rigged, so they have a spar at the top of the sail. They sometimes carry gaff topsails. They are harder to sail than sloops.

The yawl refers to the sail plan (mast configuration and type of rig).

Common places to spot a yawl: they are not as popular as sloops, and most yawls are vintage sailboat models. You'll find most being used as daysailers on lakes and in bays.

Clipper with leeboards

Dutch Barges are very traditional cargo ships for inland waters. My hometown is literally littered with a very well-known type of barge, the Skutsje. This is a Frisian design with leeboards.

Skutsjes don't have a keel but use leeboards for stability instead, which are the 'swords' or boards on the side of the hull.

How to recognize a Dutch Barge:

  • most barges have one or two masts
  • large, wooden masts
  • leeboards (wooden wings on the side of the hull)
  • mostly gaff-rigged sails (pole on top of the sail, attached to mast)
  • a ducktail transom

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The clipper is one of the latest sailboat designs before steam-powered vessels took over. The cutter has a large cargo area for transporting cargo. But they also needed to be fast to compete with steam vessels. It's a large, yet surprisingly fast sailboat model, and is known for its good handling.

This made them good for trade, especially transporting valuable goods like tea or spices.

How to recognize a Clipper:

  • mostly three masts
  • square-rigged sails
  • narrow but long, steel hull

Common places to spot a clipper: inland waters, used as houseboats, but coastal waters as well. There are a lot of clippers on the Frisian Lakes and Waddenzee in The Netherlands (where I live).

Chinese Junk sailboat with red sails

This particular junk is Satu, from the Chesapeake Bay Area.

The Chinese Junk is an ancient type of sailboat. Junks were used to sail to Indonesia and India from the start of the Middle Ages onward (500 AD). The word junk supposedly comes from the Chinese word 'jung', meaning 'floating house'.

How to recognize a Chinese junk:

  • medium-sized (30 - 50 ft)
  • large, flat sails with full-length battens
  • stern (back of the hull) opens up in a high deck
  • mostly two masts (sometimes one)
  • with two mainsails, sails are traditionally maroon
  • lug-rigged sails

The junk has a large sail area. The full-length battens make sure the sails stay flat. It's one of the flattest sails around, which makes it good for downwind courses. This also comes at a cost: the junk doesn't sail as well upwind.

White cat boat with single gaff-rigged sail

The cat rig is a sail plan with most commonly just one mast and one sail, the mainsail.

Most sailing dinghies are cats, but there are also larger boats with this type of sail plan. The picture above is a great example.

How to recognize a cat rig:

  • smaller boats
  • mostly one mast
  • one sail per mast
  • no standing rigging

Cat-rigged refers to the rigging, not the mast configuration or sail type. So you can have cats with a Bermuda sail (called a Bermuda Cat) or gaff-rigged sail (called a Gaff Cat), and so on. There are also Cat Ketches and Cat Schooners, for example. These have two masts.

The important thing to know is: cats have one sail per mast and no standing rigging .

Most typical place to spot Cats: lakes and inland waters

Brig under sail with woodlands

Famous brig: HMS Beagle (Charles Darwin's ship)

A brig was a very popular type of small warship of the U.S. navy during the 19th century. They were used in the American Revolution and other wars with the United Kingdom. They carry 10-18 guns and are relatively fast and maneuverable. They required less crew than a square-rigged ship.

How to recognize a brig:

  • square-rigged foremast
  • mainmast square-rigged or square-rigged and gaff-rigged

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How to recognize a tall ship:

  • three or four masts
  • square sails with a pole across the top
  • multiple square sails on each mast
  • a lot of lines and rigging

Square-rigged ships, or tall ships, are what we think of when we think of pirate ships. Now, most pirate ships weren't actually tall ships, but they come from around the same period. They used to be built from wood, but more modern tall ships are nearly always steel.

Tall ships have three or four masts and square sails which are square-rigged. That means they are attached to the masts with yards.

We have the tall ship races every four years, where dozens of tall ships meet and race just offshore.

Most common place to spot Tall Ships: Museums, special events, open ocean

Trabaccolo with large yellow sails

This is a bonus type since it is not very common anymore. As far as I know, there's only one left.

The Trabaccolo is a small cargo ship used in the Adriatic Sea. It has lug sails. A lug rig is a rectangular sail, but on a long pole or yard that runs fore-and-aft. It was a popular Venetian sailboat used for trade.

The name comes from the Italian word trabacca , which means tent, referring to the sails.

How to recognize a Trabaccolo:

  • wide and short hull
  • sails look like a tent

Most common place to spot Trabaccolo's: the Marine Museum of Cesenatico has a fully restored Trabaccolo.

So, there you have it. Now you know what to look for, and how to recognize the most common sailboat types easily. Next time you encounter a magnificent sailboat, you'll know what it's called - or where to find out quickly.

Pinterest image for 17 Sailboat Types Explained: How To Recognize Them

I loved this article. I had no idea there were so many kinds of sailboats.

i have a large sailing boat about 28ft. that im having a difficult time identifying. it was my fathers & unfortunately hes passed away now. any helpful information would be appreciated.

Jorge Eusali Castro Archbold

I find a saleboat boat but i can find the módem…os registré out off bru’x, and the saleboat name is TADCOZ, can you tell me who to go about this matter in getting info.thank con voz your time…

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You may also like, guide to understanding sail rig types (with pictures).

There are a lot of different sail rig types and it can be difficult to remember what's what. So I've come up with a system. Let me explain it in this article.

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How Much Sailboats Cost On Average (380+ Prices Compared)

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Featured Sailboat:

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The 5 Best Sailboats For Beginners

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Last Updated by

Daniel Wade

December 27, 2023

Sailing is a fun activity for people of all experience levels. In fact, learning to sail a basic boat is relatively easy—in the right environment, you can start cruising with minimal experience.

However, the idea of a beginner commanding a 55-foot ketch in the middle of the Atlantic Ocean is a bit ridiculous. Even though virtually everyone can sail, beginners should learn the basics in a controlled environment—and on the correct boat.

Boat size doesn’t necessarily affect its beginner-friendliness, because sailors need to take into account factors such as rig simplicity and handling characteristics. 

Many beginners make the mistake of picking the wrong boat to begin with, which can lead to frustration and turn them off of sailing forever.

To mitigate these issues, this article will cover the best sailboats for beginners —so you can get on the water and start sailing safely and comfortably.

Table of contents

‍ Best Rigs for Beginners 

There are many types of sailboat rigging , and some are more beginner-friendly than others. Unfortunately, some of the most aesthetically pleasing rigs are also the most complicated. 

Eventually, sailors can acquire enough skill to master complex rigs, but it’s best to start simple. 

Arguably, one of the simplest sailing rigs is the Lateen Rig. This rig consists of a mast, boom, and spar, along with a single halyard and mainsheet. With only two ropes in its simplest configuration, the Lateen Rig makes an excellent starter sailboat, and it will be featured on this list. 

For larger boats, the Bermuda Sloop rig is an excellent choice. This rig is quite common and includes a jib for a larger sail plan.

For those who desire a slightly more robust (but single sail) layout, the gaff-rigged catboat is also an excellent choice. This versatile craft (and rig) has a large and relatively simple single sail, which is easier to handle than multiple sails.

Top Five Sailboats for Beginners 

Now, we’ll go over the top five sailboats for beginners . These boats will descend in order from smallest to largest, but not by the level of experience needed.  

Remember, just because you’re new to sailing doesn’t mean you have to settle for a boat that’s too small. Beginners can handle larger boats with some training, and some are easier to handle than their smaller counterparts.  ‍

The following boats were chosen because of their handling characteristics, low cost-of-ownership, and simplicity, as all of these factors are important for choosing the best beginner sailboat.

5) Sailing Dinghy

The sailing dinghy is the quintessential starter sailboat. These tiny, lightweight, popular, and highly affordable little craft is easy to operate and relatively difficult to capsize. The popular Optimist Sailing Dinghy, while designed for children up to the age of about 15, can be used (sometimes hilariously) by adults as well. An Optimist-style dingy is a great option for beginners over the age of 15, as boats of this style can be found in a variety of sizes. The sailing dinghy is a very popular youth racing sailboat, especially in the United States and the United Kingdom. While it’s not particularly fast, this little boat has wonderful handling characteristics and is relatively difficult to capsize. This open-cockpit boat uses a centerboard and detachable tiller and can be beached or carried atop a car without much hassle. The mast is removable, and all parts are easily stowed. Overall, the Optimist and its copycats are a remarkable little craft, equally useful as a tender for a larger boat or a standalone beginner sailboat.

Dinghy rigs vary between builders, but many use the simple Spirit Rig. The rig consists of a single sail and mainsheet, along with one mast, boom, and spar. The leech is stiffened by battens, and ties along the luff secure it all to the mast. Hoisting and securing the rig is easy, and lines are secured to the boat by a cleat. This simple rig has plenty of sail area for most places, and sailors can secure the mainsheet to a block or simply hold it in their hands.

The price of sailing dinghies can vary widely depending on multiple factors. Professionally-made sailing dinghies start around $3,500 new, and plywood kits are available for around $1,000 to $2,000. Used dinghies (including Optimist sailing dinghies) can be found on Craigslist for as low as a few hundred dollars. 

{{boat-info="/boats/vanguard-sunfish"}}

The Sunfish is a brilliant little sailboat, and a very fast boat indeed. This little racing dinghy, while only 13 feet in length, can be an enormous amount of fun for beginners and experienced sailors alike. The best way to describe the handling of a Sunfish is, ‘tender,’ though it’s not difficult to master this little boat. For its size, the Sunfish has a relatively large sail area and a very shallow draft. This boat has a small cockpit and can be controlled easily by a single person. The large sail plan of the Lateen-Rigged Sunfish makes for excellent performance in light winds and amazing speed on windy days. The Sunfish is a lightweight fiberglass boat with a simple rig and is a great step-up from a sailing dinghy. It’s possible to learn how to sail on this boat, but every sailor who’s spent time on a Sunfish will probably recommend bringing a towel. The boat is relatively easy to capsize for beginners and it heels aggressively, but these characteristics can teach sailors some important lessons. The heeling characteristics of the Sunfish can help beginners get accustomed to the feeling and help them understand the limits of a sailboat and how to avoid capsizing.

The Sunfish features a Lateen Rig, which has some shared characteristics with the simple Spirit Rig. The Lateen Rig has a single spar, mast, and boom, and is easy to set up and dismantle. The mast is removable as well, making stowing and transportation relatively easy. The large sail plan of the Sunfish makes it ideal for lakes and other areas where the wind is sporadic or very low, and the boat can be safely handled in many conditions. The boat is great for racing and learning and is also available in a Bermuda rig. The Sunfish is recognizable by the distinctive fish logo in the top corner of the sail, and the classic rainbow sails striping.

The Sunfish is still commercially manufactured. You can purchase one new from the factory for around $5,000 today, and options are available to make the boat your own. While the boat is designed to be sailed by a single person, two adults can purchase this boat and use it together comfortably. Used Sunfish prices vary, but a fully-outfitted boat in good condition can cost upwards of $1,000. They hold their value well, and they’re a great choice for beginners. 

{{boat-info="/boats/vanguard-laser"}}

The Laser is considered by many to be the Sunfish’s main competitor. The two boats are the same length (13 feet 9 inches) and share many of the same handling characteristics. However, the boats do have some notable differences. Many people consider the Laser to be a step-up from the Sunfish in difficulty, as the boat handles much more like a racer. The Laser has been used in the Olympics for racing. The laser is small and simple enough for beginners but requires skill to operate. Beginners can learn a lot from sailing a Laser and have an enormous amount of fun in the process. This fast little boat is simple and easy to set up but handles like a racecar.  If you’re a beginner on a laser, you’ll probably capsize at some point—which isn’t always a problem if you’re in a controlled environment, as the boat can be righted easily.

The laser is a Cat Rigged boat. This means it has only one mainsail and no headsails. The simple rig has a mast and a boom and is very easy to set up. The sail area of the laser is relatively large and designed for speed in high winds. The rig combined with the overall design of the sailboat makes it handle tenderly, which may be off-putting to some beginners. Regardless, it’s still a blast to sail for beginners with some experience.

New Laser sailboats start around $6,000 which is slightly more than the Sunfish. This simple centerboard cruiser is constructed as a race boat, which can explain some of the price increase. Used Laser sailboats are available on the market, though usually not as common as the Sunfish. Used Laser prices vary widely.

2) Gaff-Rigged Catboat

The gaff-rigged catboat isn’t a brand of boat—it’s a style of a sailboat that was once a popular workboat on the New England coast. This boat, which has only one mainsail and no headsails, is available in a wide range of designs. Catboats are famous for their handling and power and make a great sailboat for beginners. These vessels are available with centerboards, keels, cabins, and in open designs. Most catboats range from 15 to 19-feet long and can be built from wood or fiberglass. Catboats are easy to handle, and one who learns on a small catboat can easily transition to a larger one. Besides being one of the most easily recognizable sailboats, catboats are also some of the most versatile. A catboat can be just as suitable for lake cruising as it is for coastal waters.

The most common type of catboat rig is the Gaff Rig. This classic and robust rig is more complex than the simple Spirit and Lateen rig, but it’s more suitable for a ‘proper ship.’ The Gaff Rig can provide similar power as an equivalent Bermuda Rig, with much more elegance and a shorter mast. Many sailors prefer the classic Gaff Rig for its handling characteristics and durability.

It’s impossible to specify the price of catboats because they vary so much in design and size. New catboats (between 15 and 25-feet) can be purchased for less than $20,000, and used boats are numerous and varied. Cabin catboats tend to cost more, especially new—some run for more than $50,000 with a high level of amenities, including a head and galley. Numerous catboat plans are available online, and sailors report constructing them (usually of plywood) for just a few thousand dollars.

1) West Wight Potter 19

{{boat-info="/boats/west-wight-potter-19"}}

The West Wight Potter 19 is a fiberglass sailboat designed for safety, easy handling, and beginner-friendliness. This 19-foot trailer-sailor features a cabin with a vee-berth, a simple rig, and a retractable keel. The West Wight Potter 19 could potentially be the best cabin sailboat for beginners, and certainly one of the safest—the West Wight Potter 19, according to the manufacturer, is quite literally unsinkable. The hull is filled with buoyant materials, allowing the boat to be flooded and remain afloat. However, unsinkability isn’t the only characteristic of this boat that makes it ideal for beginners. The rig is simple and easy to set up, and the handling characteristics are excellent. The boat is not prone to aggressive heeling and handles confidently in a variety of conditions. While one generally wouldn’t consider it to be a blue-water cruiser, it’s still extremely capable—one sailor even sailed this vessel from California to Hawaii , which is over 2,000 nautical miles. The theoretical hull speed of this boat is around 5.4 knots, but it actually has a tendency to plane and achieve higher speeds. It’s a flat-bottomed cruiser, making it easy to beach and transport with its retractable keel and removable rudder. The West Wight Potter 19 is a great introduction to large sailboats and carries amenities normally reserved for boats at least 1/3 larger.

The West Wight Potter 19 is a Bermuda-Rigged sloop. The sail plan is sufficiently large to propel the boat in a variety of conditions, but not so large that it overpowers the boat. Sailors can single-hand the boat with ease, and set up and takedown are easy and require no special tools. The boat handles well in a variety of conditions and is well-known for its superior stability. The rig comes apart easily and can be stowed and trailered by one person.

The West Wight Potter 19 has been produced and sold commercially since the 1970s, and the used market has plenty of boats available, generally starting around $5,000. New West Wight Potter 19 sailboats are remarkably affordable compared to other boats with comparable characteristics. The West Wight Potter 19 is manufactured by International Marine in California. New sailboats start at just shy of $25,000. Owners can add an enormous range of extra features to their boats, including a hull-strengthening ‘blue water’ package, a stove, a head, electrical power, spare parts, and much more. The boats are highly customizable and can be outfitted for weekender sailing or long-term liveaboard cruising.

How to Pick a Sailboat

Picking a sailboat for beginners doesn’t have to be difficult.  Before deciding on a boat, consider your experience level and location.

If you only have access to rough ocean, it may not be the best idea to get an open dinghy.

If you live near a lake, a Sunfish could be a great way to start.

Also, consider your budget. If you’re looking for a $50 sailboat, you can probably find one, but it won’t be ideal.

If you have just a few thousand dollars to spend, you can set yourself up nicely with a little research .

Also, consider what you want to do with the sailboat. Recreation, fishing , cruising , and exploration are options, and require different kinds of boats.

Whichever you end up choosing, make sure you try it out and can sail it comfortably.

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I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience sailing, and the community, I share the answers that work and make sense to me, here on Life of Sailing.

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20 Best Small Sailboats for the Weekender

  • By Mark Pillsbury
  • Updated: May 24, 2024

In order to go cruising, most of us require a sailboat with a head, a galley, and bunks. The boat, likely a 30-footer and more often a 40-footer, will have electronics for navigation and entertainment, refrigeration if the trip is longer than a coastal hop, an engine for light wind, and, depending on our appetites for food and fun, perhaps a genset to power our toys and appliances.

To go sailing , however, all we really need is a hull, mast, rudder, and sail. To experience the pure joy of sheeting in and scooting off across a lake, bay, or even the open ocean, there’s nothing better than a small sailboat – we’re talking sailboats under 25 feet. You can literally reach out and touch the water as it flows past. You instantly feel every puff of breeze and sense every change in trim.

Some of the boats in this list are new designs, others are time-tested models from small sailboat manufacturers, but every one is easy to rig, simple to sail, and looks like a whole lot of fun either for a solo outing on a breezy afternoon or to keep family and friends entertained throughout your entire sailing season. This list is made up of all types of sailboats , and if you’re looking for a list of some of the best small sailboats for beginners, you’ll find exactly that here.

Any one of these popular boats could be labeled as a trailerable sailboat, daysailer, or even a weekender sailboat. And while most would be labeled as a one or two person sailboat, some could comfortably fit three or even four people.

– CHECK THE WEATHER – The weather changes all the time. Always check the forecast and prepare for the worst case. Safety Tip Provided by the U.S. Coast Guard

Marblehead 22 Daysailer

Marblehead 22 Daysailer

If you have an eye for elegant lines and your heart goes pitter-patter over just the right amount of overhang beneath a counter transom, the Marblehead 22 daysailer, designed by Doug Zurn and built by Samoset Boatworks in Boothbay, Maine, will definitely raise your pulse. Traditional-looking above the waterline and modern beneath, the cold-molded hull sports a deep bulb keel and a Hall Spars carbon-fiber mast with a wishbone rig and square-top main. The 11-foot-9-inch cockpit can seat a crowd, and a small cuddy forward will let you stow your friends’ gear for the day. samosetboatworks.com

Catalina 22 Sport

Catalina 22 Sport

Many a harbor plays host to an active fleet of Catalina 22s, one of the most popular small sailboats over the years, given its basic amenities and retractable keel, which allows it to be easily trailered. Recently, the company introduced the Catalina 22 Sport, an updated design that can compete with the older 22s. The boat features a retractable lead keel; a cabin that can sleep four, with a forward hatch for ventilation; and a fractional rig with a mainsail and a roller-furling jib. Lifelines, a swim ladder, and an engine are options, as are cloth cushions; vinyl cushions are standard. The large cockpit will seat a crowd or let a mom-and-pop crew stretch out and enjoy their sail. It’s clear why the Catalina 22 is one of the best sailboats under 25 feet. catalinayachts.com

Hunter 22

With its large, open-transom cockpit and sloop rig, the Hunter 22 makes a comfortable daysailer for family and friends. But with its cuddy cabin, twin bunks, optional electrical system, opening screened ports, and portable toilet, a parent and child or a couple could comfortably slip away for an overnight or weekend. Add in the optional performance package, which includes an asymmetric spinnaker, a pole, and a mainsheet traveler, and you could be off to the races. The boat features a laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Mount a small outboard on the stern bracket, and you’re set to go. marlow-hunter.com

the Daysailer

Not sure whether you want to race, cruise or just go out for an afternoon sail? Since 1958, sailors have been having a ball aboard the Uffa Fox/George O’Day-designed Daysailer. Fox, who in the 1950s was on the cutting edge of planning-dinghy design, collaborated with Fall River, Massachusetts boatbuilder O’Day Corp. to build the 16-foot Daysailer, a boat that features a slippery hull and a small cuddy cabin that covers the boat roughly from the mast forward. Thousands of Daysailers were built by various builders, and they can be found used for quite affordable prices. There are active racing fleets around the US, and new Daysailers are still in production today, built by Cape Cod Ship Building. capecodshipbuilding.com

BayRaider from Swallow Boats

BayRaider from Swallow Boats

Easy to rig and trailer, the BayRaider from England’s Swallow Yachts is a relative newcomer to the small-boat market in the United States. Nearly all of its 19 feet 9 inches is open cockpit, though a spray hood can be added to keep the forward sections dry. The BayRaider is ketch-rigged with a gunter-style mainmast. The topmast and mizzen are both carbon-fiber, which is an option for the mainmast as well. The BayRaider can be sailed with a dry hull in lighter conditions or with 300 pounds of water ballast to increase its stability. With the centerboard and hinged rudder raised, the boat can maneuver in even the thinnest water.

$28,900, (904) 234-8779, swallowyachts.com

12 1/2 foot Beetle Cat

Big fun can come in small packages, especially if your vessel of choice happens to be the 12 ½-foot Beetle Cat. Designed by John Beetle and first built in 1921, the wooden shallow draft sailboat is still in production today in Wareham, Massachusetts at the Beetle Boat Shop. With a draft of just 2 feet, the boat is well-suited for shallow bays, but equally at home in open coastal waters. The single gaff-rigged sail provides plenty of power in light air and can be quickly reefed down to handle a blow. In a word, sailing a Beetle Cat is fun. beetlecat.com

– LEARN THE NAVIGATION RULES – Know the “Rules of the Road” that govern all boat traffic. Be courteous and never assume other boaters can see you. Safety Tip Provided by the U.S. Coast Guard

West Wight Potter P 19

West Wight Potter P 19

With berths for four and a workable galley featuring a cooler, a sink, and a stove, West Wight Potter has packed a lot into its 19-foot-long P 19. First launched in 1971, this is a line of boats that’s attracted a true following among trailer-sailors. The P 19′s fully retractable keel means that you can pull up just about anywhere and go exploring. Closed-cell foam fore and aft makes the boat unsinkable, and thanks to its hard chine, the boat is reportedly quite stable under way. westwightpotter.com

NorseBoat 17.5

NorseBoat 17.5

Designed for rowing and sailing (a motor mount is optional), the Canadian-built NorseBoat 17.5—one of which was spotted by a CW editor making its way through the Northwest Passage with a two-man crew—features an open cockpit, a carbon-fiber mast, and a curved-gaff rig, with an optional furling headsail set on a sprit. The lapstrake hull is fiberglass; the interior is ply and epoxy. The boat comes standard with two rowing stations and one set of 9-foot oars. The boat is designed with positive flotation and offers good load-carrying capacity, which you could put to use if you added the available canvas work and camping tent. NorseBoats offers a smaller sibling, the 12.5, as well; both are available in kit form.

$19,000, (902) 659-2790, norseboat.com

Montgomery 17

Montgomery 17

Billed as a trailerable pocket cruiser, the Montgomery 17 is a stout-looking sloop designed by Lyle Hess and built out of fiberglass in Ontario, California, by Montgomery Boats. With a keel and centerboard, the boat draws just under 2 feet with the board up and can be easily beached when you’re gunkholing. In the cuddy cabin you’ll find sitting headroom, a pair of bunks, a portable toilet, optional shore and DC power, and an impressive amount of storage space. The deck-stepped mast can be easily raised using a four-part tackle. The builder reports taking his own boat on trips across the Golfo de California and on visits to California’s coastal islands. Montgomery makes 15-foot and 23-foot models, as well. If you’re in search of a small sailboat with a cabin, the Montgomery 17 has to be on your wish list.

CW Hood 32 Daysailer small sailboat

With long overhangs and shiny brightwork, the CW Hood 32 is on the larger end of the daysailer spectrum. Designers Chris Hood and Ben Stoddard made a conscious decision to forego a cabin and head in favor of an open cockpit big enough to bring 4 or 5 friends or family out for an afternoon on the water. The CW Hood 32 is sleek and graceful through the water and quick enough to do some racing, but keeps things simple with a self-tacking jib and controls that can be lead back to a single-handed skipper. A top-furling asymmetrical, electric sail drive and Torqeedo outboard are all optional. The CW Hood 32 makes for a great small family sailboat.  cwhoodyachts.com

Sun Cat from Com-Pac

Sun Cat from Com-Pac

Shallow U.S. East Coast bays and rock-strewn coasts have long been graced by cat boats, whose large, gaff-rigged mainsails proved simple and powerful both on the wind and, better yet, when reaching and running. The 17-foot-4-inch Sun Cat, built by Com-Pac Yachts, updates the classic wooden cat with its fiberglass hull and deck and the easy-to-step Mastender Rigging System, which incorporates a hinged tabernacle to make stepping the mast a one-person job. If you want a personal sailboat ideal for solo sailing, the Sun Can is a great choice. Belowdecks, the twin 6-foot-5-inch berths and many other features and amenities make this cat a willing weekender.

$19,800, (727) 443-4408, com-pacyachts.com

Catalina 16.5

Catalina 16.5

The Catalina 16.5 sits right in the middle of Catalina Yachts’ line of small sailboats, which range from the 12.5 to the 22 Capri and Sport, and it comes in both an easy-to-trailer centerboard model and a shoal-draft fixed-keel configuration. With the fiberglass board up, the 17-foot-2-inch boat draws just 5 inches of water; with the board down, the 4-foot-5-inch draft suggests good windward performance. Hull and deck are hand-laminated fiberglass. The roomy cockpit is self-bailing, and the bow harbors a good-sized storage area with a waterproof hatch. catalinayachts.com

Hobie 16

No roundup of best small sailboats (trailerable and fun too) would be complete without a mention of the venerable Hobie 16, which made its debut in Southern California way back in 1969. The company has introduced many other multihulls since, but more than 100,000 of the 16s have been launched, a remarkable figure. The Hobie’s asymmetric fiberglass-and-foam hulls eliminate the need for daggerboards, and with its kick-up rudders, the 16 can be sailed right up to the beach. Its large trampoline offers lots of space to move about or a good place to plant one’s feet when hanging off the double trapezes with a hull flying. The boat comes with a main and a jib; a spinnaker, douse kit, trailer, and beach dolly are optional features. hobiecat.com

Hunter 15

Novice sailors or old salts looking for simplicity could both enjoy sailing the Hunter 15. With a fiberglass hull and deck and foam flotation, the boat is sturdily built. The ample freeboard and wide beam provide stability under way, and the heavy-duty rubrail and kick-up rudder mean that you won’t have to worry when the dock looms or the going grows shallow. Both the 15 and its slightly larger 18-foot sibling come standard with roller-furling jibs.

$6,900/$9,500 (boat-show prices for the 15 and 18 includes trailers), (386) 462-3077, marlow-hunter.com

– CHECK THE FIT – Follow these guidelines to make sure your life jacket looks good, stays comfortable and works when you need it. Safety Tip Provided by the U.S. Coast Guard

Super Snark

Super Snark

Under various owners, the Snark brand of sailboats, now built by Meyers Boat Co., has been around since the early 1970s. The Super Snark, at 11 feet, is a simple, easily car-topped daysailer that’s fit out with a lateen rig and sail. Billed as unsinkable, the five boats in the company’s line are built with E.P.S. foam, with the external hull and deck vacuum-formed to the core using an A.B.S. polymer. The Super Snark weighs in at 50 pounds, and with a payload capacity of 310 pounds, the boat can carry two.

$970, (800) 247-6275, meyersboat.com

Norseboat 21.5

Norseboat 21.5

Built in Canada, the NorseBoat 21.5 is a rugged looking craft that comes in a couple of configurations: one with an open cockpit and small doghouse, and another with a smaller cockpit and cabin that houses a double berth for two adults and optional quarter berths for the kids. Both carry NorseBoat’s distinctive looking carbon fiber gaff-rigged mast with main and jib (a sprit-set drifter is optional), and come with a ballasted stub keel and centerboard. Because of its lightweight design, the boat can be rowed and is easily trailered.

$36,000 (starting), 902-659-2790, norseboat.com

Flying Scot

Flying Scot

Talk about time-tested, the 19-foot Flying Scot has been in production since 1957 and remains a popular design today. Sloop rigged, with a conventional spinnaker for downwind work, the boat is an easily sailed family boat as well as a competitive racer, with over 130 racing fleets across the U.S. Its roomy cockpit can seat six to eight, though the boat is often sailed by a pair or solo. Hull and deck are a fiberglass and balsa core sandwich. With the centerboard up, the boat draws only eight inches. Though intended to be a daysailer, owners have rigged boom tents and berths for overnight trips, and one adventurous Scot sailor cruised his along inland waterways from Philadelphia to New Orleans.

RS Venture

Known primarily for its line of racing dinghys, RS Sailing also builds the 16-foot, 4-inch Venture, which it describes as a cruising and training dinghy. The Venture features a large, self-draining cockpit that will accommodate a family or pack of kids. A furling jib and mainsail with slab reefing come standard with the boat; a gennaker and trapeze kit are options, as is an outboard motor mount and transom swim ladder. The deck and hull are laid up in a fiberglass and Coremat sandwich. The Venture’s designed to be both a good performer under sail, but also stable, making it a good boat for those learning the sport.

$14,900, 203-259-7808, rssailing.com

Topaz Taz

Topper makes a range of mono- and multihull rotomolded boats, but the model that caught one editor’s eye at Strictly Sail Chicago was the Topaz Taz. At 9 feet, 8 inches LOA and weighing in at 88 pounds, the Taz is not going to take the whole crowd out for the day. But, with the optional mainsail and jib package (main alone is for a single child), the Taz can carry two or three kids or an adult and one child, and would make a fun escape pod when tied behind the big boat and towed to some scenic harbor. The hull features Topper’s Trilam construction, a plastic and foam sandwich that creates a boat that’s stiff, light, and durable, and shouldn’t mind being dragged up on the beach when it’s time for a break.

$2,900 (includes main and jib), 410-286-1960, topazsailboats.com

WindRider WRTango

WindRider WRTango

WRTango, a fast, sturdy, 10-foot trimaran that’s easy to sail, is the newest portable craft from WindRider International. It joins a line that includes the WR16 and WR17 trimarans. The Tango features forward-facing seating, foot-pedal steering, and a low center of gravity that mimics the sensation of sitting in a kayak. It weighs 125 pounds (including the outriggers and carbon-fiber mast), is extremely stable, and has single-sheet sail control. The six-inch draft and kick-up rudder make it great for beaching, while the hull and outriggers are made of rotomolded polyethylene, so it can withstand running into docks and being dragged over rocks.

$3,000, 612-338-2170, windrider.com

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Find out more about what to expect when attending a boat show, and explore our insider tips that guide you through your first show.

Boat Show Shopping Tips

If this is your year to buy a new boat, attending a boat show can be an efficient way to shop and a great way to make a good deal.

Latest Wave of Boating News & Resources

Inspirational stories, how-to articles, and expert tips for new & experienced boaters

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Washington Boating Guide: 5 Best Boating Destinations in Washington

Explore why Washington State is a top destination for boaters with our comprehensive guide, highlighting the state's stunning natural beauty and over 7,000 lakes, ponds, and reservoirs perfect for recreational boating

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The 11 Best Beaches for Boating

Many of us first fell in love with the water at the beach or while growing up near a lake or river. So, it's no surprise that, as adults, there's nothing like hitting the open water in our own boats. And that's what we're discussing today! Keep reading as we take a deep dive into our favorite beaches for boating – and what makes them unique.

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5 Tips for Boating with Cats

If you’re interested in boating with cats, there are a few precautions to keep in mind. Keep reading to learn whether you should boat with your cat and get some helpful tips.

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Gig Harbor Boat Works logo showing a stylized classic rowboat

  • 12′ Scamp

  “I have to say it’s the biggest little boat I’ve ever sailed.”                        

– 48 north magazine.

Scamp really scoots!

The Scamp is a seaworthy 12′ sailboat that can handle a good dose of adventure.

Just under 12 feet in length, Scamp boasts an unusual combination of features that give her the unique ability to explore waters too shallow for a larger boat, while retaining most of the bigger boat’s comforts and capabilities. An offset centerboard opens up the cockpit and an 8′ 3″ sleeping area, and 172 pounds of water ballast provide exceptional stability. The cockpit is self-bailing, and a pair of grounding skegs on her flat bottom keep Scamp perfectly upright when landing on a beach or when the tide goes out.

Originally designed as a wood boat by John Welsford, Gig Harbor Boat Works worked closely with the designer and staff from Small Craft Advisor to create a fiberglass version. Scamp #1 hit the water for its first sea trial in July of 2013!

As a specialized boat, the Scamp has some different options than the rest of our boats. We have had quite a few questions about Scamp’s option list so I thought it best to go into more detail below about the various choices. Be sure to check out the “Scamp Options” tab below for photos and descriptions of all the available options.

I’d like to emphasize the fact that we build and sell all of our boats complete, ready to sail. Our “basic’” Scamp is sail ready with exactly the same top quality parts and materials as a “fancy” Scamp — you don’t have to add anything to go for a satisfactory sail. Our ‘Base’ boat’s level of completion is the same as specified in the Scamp plans or kit for DIY home builders. Options are exactly that… individual choices made by the owner to suit their cosmetic desires and refine performance.

Fiberglass SCAMP Overhead View

Shown with optional floor storage hatch and optional wood trim. Motor not included.

Scamp Overhead View

12' Scamp Full Specifications

LOA: 11’11”
BEAM: 64″
DISPLACEMENT: 420 lbs
Model-Specific Options:

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SCAMP Photo Gallery (click to enlarge):

More about the scamp:.

  • 48 North Review
  • SCAMP Options (as of Jan 2016)
  Gig Harbor Boat Works, known for their strong, esthetically pleasing rowing boats, has already shipped a number of the new SCAMPS all over the country and overseas. “The kit boat has a lot of intricate details that the home builder may not have the talent or tools to build,” says Dave Robertson, owner of GHB. “With the fiberglass version, they can enjoy using the boat right away.” The GHB boat is truly sail-away complete; from oars to sails.
There are many innovations designed into the SCAMP that make it truly a big little boat. One thing that usually takes up a lot of cockpit room of most small boats is the centerboard. The SCAMP’s centerboard, very heavy but swings up easily for trailer or grounding, is offset to starboard so that it doesn’t intrude into the cockpit. I’ll let you call Dave to explain the physics of the offset. Suffice it to say that we didn’t notice a difference on either tack. The result is it opens up the cockpit which feels more like that of a of a San Juan 24.
The boat was surprisingly quick and very stable. “This boat can’t be just 12’long,” I thought. I stood up and rocked it side to side with minimal affect. It felt like 20-footer.   Sailing the SCAMP made me a believer that it actually would be a safe and enjoyable way to explore the San Juans, as well as just knocking around the bay for a fun day of sailing. The SCAMP had lots of surprises, all good.   I have to say it’s the biggest little boat I’ve ever sailed.

See the price list for current pricing of Scamp options

Cosmetic options

Hull color change ( white hull exterior is standard).

This option allows you to customize the hull exterior to the color of your choice.  For the best balance of pizzazz and reasonable maintenance, we recommend that color only be added to the top strake and the balance of the hull be left white. Why? A white underbody doesn’t show scratches like a dark color, it is easy to repair, and Scamp has high freeboard so a darker sheer strake lowers the apparent freeboard. If you add color to the top strake, we will extend the color across the top of the bow and leave the stern all white for best visual balance.

Deck and interior color change (Bisque Tan deck and interior are standard)

The Bisque color is neutral so goes with any accent color – it also doesn’t show scratches and is easy on the eyes. However, we can make the topsides any color you want; for more than a basic color change the price varies with color and pattern.

Bronze Deadlights (white nylon deadlights standard)

Mahogany gunwale trim (standard gunwale trim is tan vinyl).

This wood trim option also includes mahogany ‘eyebrows’ on the cabin sides. Other wood trim such as coaming or seat top overlay is available on a custom basis.

Custom Sail Color (standard is ‘Egyptian cotton)

Any color available, price varies with color and pattern.

Hull options

Stainless steel keel guards.

Over 90% of the boats we build are specified with stainless steel keel protection. Fiberglass is a wonderful boatbuilding material; easy to conform to compound shapes, hard smooth finish, eminently repairable; but it is NOT abrasion resistant. Pulling a boat onto a beach is asking for grief, especially if parts of the boat have a sharp edges forming high pressure areas…. like the keelsons on Scamp. Protecting the keelsons is a lot cheaper than fiberglass repair.

Floor storage hatch

There is a lot of usable, easily accessible space under the cockpit floor. This optional storage is a sealed chamber approximately 18″ wide x 30″ long with depth varying from about 8″ at the forward end to 4″ aft. The hatch accessing the storage is a rectangular Armstrong style with 14″ x 21″ opening. If you plan to add electric propulsion or accessories this is an ideal location for batteries!

Bilge pump, handheld manual style

Rain and spray is contained in the cockpit sump at the transom. This can be scooped or sponged out easily. However, if you somehow get water inside the seats or underfloor that is a relatively inaccessible area. Although chances of getting much water in this area are slim, it helps to have a portable handheld pump handy.

Outboard motor bracket

Removable outboard motor bracket

Bolts to outside of transom. Owners have noted that a permanent motor mount on Scamp is, well, ugly. So we researched a removable mount that has only a flat plate permanently bolted to the transom. The actual motor carrier clips onto the plate with a simple quick pin, no tools required to install or remove the bracket.

Bronze 5″ cleats

Bronze cleat

Bronze cleat

Stainless steel pop–up cleats

Pop-up cleat

Performance / operational options

Trailer, galvanized, custom designed for scamp.

Scamp is very difficult to fit correctly on a trailer; the twin keelsons, wide chines and flat bow just don’t work with any standard trailer. We designed a custom trailer specifically for this hull. It is 100% galvanized and has three aft rollers to accommodate self centering on the keelsons. Scamp has a tendency to skate sideways when loading, so we install carpeted side guides and a central crossmember roller to make loading simple. Forward is a carpeted transverse bunk to support the fairbody, and finally a special twin chock winch pedestal. Oh yeah, bearing buddies are standard too.

Swiveling mainsheet cleat with removable base

The mainsheet cleat is fastened to a transverse board between the seat tops. You can adjust the position of the board and cleat fore or aft the length of the cockpit or remove it entirely by pulling two stainless steel fastpins.

Jiffy reefing

Three Reef points in the sail are standard, but there are no reefing lines or cleats. If you want jiffy reefing we”ll set up two complete ready to use reefs.

Compass, bulkhead mounted Richie #RITV57.2

Oars, 9’4″ 2-piece fiberglass shaft with bronze oarlocks.

Scamp’s high freeboard and wide beam requires 9’+ oars which are impossible to stow in Scamps’ cockpit. We have engineered high quality, strong 2 piece 9’4″ spoon blade oars that disassemble and store concealed inside the cockpit coamings. Another practical storage area is on the vertical seat sides, clipped into modified fishing rod holders.

Cover for trailering/storage

Top Notch fabric, custom sewn for Scamp.  Protects deck and cockpit during trailering and storage.

Bimini/Camping style cockpit cover

Scamp Bimini

Fully enclosed bimini cockpit enclosure with zippered windows and side curtains. Sides zip off individually for fully-customized protection from the weather.

Scamp spar and sail bag

We are always looking for ways to simplify sailing, and one of the most vexing chores is the assembling the rig. Wouldn’t it be nice to be able to pull the completely assembled, ready to hoist sail and spars out of a bag? This special bag is 12′ long and has two long pockets; the lower pocket is for the two-section mast. The upper pocket has a full length zipper so you can store the sail lashed to the yard and boom with even the jiffy reefing in place. Just pull the mast with halyard attached from the bag and plop into the cabin-top ‘Scamp Ramp.’  Then fasten your halyard to the Yard and hoist the whole rigged sail out of the bag. All you have left to do is run the halyard and downhaul to their respective cleats, clip the mainsheet and lazy jacks to the boom and away you go. 10 minutes, done.

Stirrup reboarding system

Transom boarding ladder ….. still under development, scamp rigging tutorial.

If you’re not familiar with balanced-lug rigging, here’s a great tutorial showing how to set up this simple and intuitive rig.

Imagining your ideal boat?

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Cobblestone streets in Annapolis at night

How to Make the Most of This Year’s Annapolis Sailboat Show

By: Zeke Quezada, ASA American Sailing , Boat Shows

A shiny new sailboat will make your heart race, your palms sweat, and trigger the butterflies in your stomach. Stand on the boat of your dreams, and you’ll feel a powerful and intense feeling of affection, attraction, and emotional connection.  Amid the lively Annapolis Sailboat Show, I absorb the inspiration and ponder my own sailing journey. Around, dreams blossom—a vibrant tapestry of aspirations. Witnessing the joy of a boat purchase nearby, I sense the essence of possibility. Dreams meet reality on the dock in Annapolis as old goals are achieved, and new goals are set.

Up and down the rows of the show, you see bright flags and shiny vessels capturing your every glance. At last count, over 400 vendors attend the boat show, exposing you to the newest and coolest objects of desire. How great would it be to outfit your boat with all-new electronics? Imagine new sails to replace those tired but storied rags on your sloop. Can you ever have enough jackets or gloves or winch handles?

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The Annapolis Sailboat Show is a spectacle for sailors and lovers of all things sailing. Everywhere you turn, conversations fill the air about vacations in the Med or anchors that can hold fast in all conditions or the dream to sail the world. 

The Annapolis Sailboat Show allows us to dream while seeking inspiration and motivation and engaging in some infatuation.

Why Should You Go to the Annapolis Sailboat Show?

show me a sailboat

Heading to Annapolis for this popular event is a sailor’s hall pass to enter a world of maritime innovation and inspiration. Nestled amongst a vibrant gathering of industry experts and enthusiasts, expose yourself to the unveiling of the latest vessels, cutting-edge technologies, and nautical gear. From connecting with like-minded individuals to exploring diverse sailing options, the sailboat show offers a firsthand experience of sailing’s finest offerings. Engaging seminars, networking opportunities, and a palpable atmosphere of a sailor’s passion further enrich the experience. Whether seeking a new vessel or simply immersing oneself in the sailing lifestyle, a boat show equips sailors with insights, knowledge, and connections that amplify their sailing journey.

10 Reasons to Attend the Annapolis Sailboat Show

  • Dare to Dream about a New Boat: The show features a diverse and wide selection of sailboats, from small day-sailers to luxurious yachts. Whether you’re a novice sailor or an experienced boater, you’ll have the opportunity to explore and compare different types of sailboats, from various manufacturers and in different sizes.
  • Hands-On Experience: Unlike traditional boat shows, the Annapolis Sailboat Show often allows attendees to step aboard many of the boats on display. This provides you with a chance to get a real feel for the boats, check out their features and layouts, and even discuss their design and performance with knowledgeable exhibitors.
  • Educational seminars to open up your horizons: The Annapolis Sailboat Show typically hosts a series of seminars, workshops, and demonstrations on a wide range of topics related to sailing, boating safety, navigation, maintenance, and more. These educational opportunities can enhance your understanding of sailing and help you develop your skills. Maybe you will find that sailing destination you never knew was possible actually is well within your ability!
  • Meet the rockstars and influencers of the sailing world: The show brings together boat manufacturers, dealers, and industry experts. This is a great opportunity to engage in conversations with professionals who can provide insights into the latest trends, technologies, and innovations in the sailing world.
  • Networking with other sailors: If you’re passionate about sailing, this event provides an excellent platform to connect with fellow sailing enthusiasts. You can share experiences, exchange tips, and potentially make new friends who share your interest in boating.
  • Exclusive deals that turn dreams into reality: Boat shows often offer special pricing, discounts, and promotions that may not be available at other times of the year. If you’re in the market for a sailboat or sailing-related equipment, the show could be an opportunity to find some great deals.
  • Discover the latest tech and products: In addition to sailboats, the show usually features various exhibitors showcasing the latest sailing gear, equipment, accessories, and technologies. You can discover new products that could enhance your sailing experience.
  • Scenic Location: Annapolis, known as the “Sailing Capital of the United States,” provides a picturesque backdrop for the event. The historic maritime town offers a charming atmosphere with waterfront views, local restaurants, and cultural attractions.
  • Fun and Entertainment: Beyond the boats and equipment, the Annapolis Sailboat Show often includes entertainment, live music, and social events that make the experience enjoyable for attendees of all ages. Find a karaoke bar and sing with sailors until the early morning hours!
  • Inspiration: Even if you’re not in the market to buy a boat, attending the show can be a source of inspiration for future sailing adventures. It’s a chance to immerse yourself in the sailing world and dream about future voyages.

show me a sailboat

In summary, the Annapolis Sailboat Show offers a unique opportunity to immerse yourself in the world of sailing, explore a wide range of sailboats, learn from experts, and connect with fellow sailing enthusiasts. Whether you’re a seasoned sailor or just curious about the boating lifestyle, the show can provide a memorable and enriching experience.

Learn from Experts in These LIVE American Sailing Seminars 

American Sailing is hosting a series of live seminars during the Annapolis Sailboat Show that are sure to help you achieve your sailing goals.

SECRETS OF SUCCESSFUL CRUISING

HOSTED BY GIO & JULIE CAPPELLI

Pelagic Blue Cruising Services, Owners

✓ Expert Sailors and Instructors

✓ Diverse Expertise

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ANNAPOLIS, MD

FRI, OCT 11, 2024

For cruisers and aspiring cruisers intrigued by the secrets to setting sail with confidence and joy, this live seminar will address and navigate the challenges at sea, covering coastal and offshore passages, self-sufficiency in boat maintenance, and relationship dynamics with your crewmate(s).

HOW TO SAIL AROUND THE WORLD

HOSTED BY JAMIE & BEHAN GIFFORD

Sailing Totem

✓ Seasoned Circumnavigators

✓ Cruising Experts and Authors

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Join experienced circumnavigators and cruising coaches Jamie and Behan Gifford for a comprehensive, information-packed session on How To Sail Around The World. During this live seminar, Jamie and Behan will be sharing tips, tricks, and shortcuts for launching a safe and successful circumnavigation.

CRUISE WITH CONFIDENCE

HOSTED BY LISA & ANDY BATCHELOR

Kinetic Sailing, Owners Sail Solomons ASA School, Founders

✓ Award-Winning Sailing Instructors and Authors

✓ Distinguished Cruising and Passagemaking Background

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SAT, OCT 12, 2024

Discover the key to successful extended cruising. Whether you’re just dreaming of setting sail or already living the liveaboard life, Lisa and Andy Batchelor, ASA Master Instructors, will offer invaluable insights and practical advice during this live seminar. From boat equipage to sail trim and docking, learn how to prepare yourself to cruise with confidence and clarity.

GUIDE TO BOAT BUYING

HOSTED BY JOHN NEAL

Log Of The Mahina, Author

✓ Expert Sailing Trainer and Author

✓ Extensive Offshore Experience

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During this live seminar, learn what the current state of the boat market is, how to navigate the purchase process, and the experience needed to gain insurance in the ever-changing times. Hear inside tips from industry experts on how to find the right boat for you as they walk us through the procedures of selecting a sailing yacht that is ideal for cruising while analyzing current market examples of prices and trends.

HOW TO TROUBLESHOOT & FIX COMMON DIESEL ENGINE PROBLEMS

HOSTED BY NIGEL CALDER

Marine Diesel Engines, Author

✓ Innovative Marine Engineer

✓ Prolific Author and ABYC Veteran

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SUN, OCT 13, 2024

Unlock the secrets of diesel engine troubleshooting in this live seminar with Nigel Calder, author of best-selling book Marine Diesel Engines. Gain practical insights into diagnosing and fixing common issues like overheating, power loss, and more. Perfect for current or future boat owners seeking to enhance their understanding of diesel engines and resolve problems efficiently.

PRACTICAL ELECTRICAL SYSTEMS TROUBLESHOOTING FOR BOATERS

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Dive into common boat electrical system issues with Nigel Calder as he outlines simple step-by-step troubleshooting techniques that can be safely conducted by any boat owner, including using a multimeter. Live seminar attendees will learn how to head off common battery and systems failures and rapidly identify the majority of electrical problems seen on boats. The goal of this seminar is to raise your confidence levels of boat owners, given today’s increasingly electrically-loaded and complicated boats.

Make Plans To Attend The Annapolis Sailboat Show

You might find yourself admiring the couple embarking on their journey with a new Beneteau, sensing the allure of their adventure. And you’ll share a knowing smile with the young enthusiast donning a fresh Helly Hansen jacket, recognizing the spirit of exploration and discovery they embrace. You will leave the boat show with a newfound motivation to escape into the fantasy of sailing. Spend enough time with fellow sailors, and their energy is intoxicating.

If you ever needed the gentle nudge to do more with your love for sailing and the sailing lifestyle, you can bet that a couple of days in Annapolis will push you in the right direction. 

Thomas Lighthouse in Chesapeake Bay near Annapolis

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BREAKING: Former Nevada politician is convicted of murder in stabbing death of investigative journalist

Video shows moments before superyacht went down in storm off Sicily

Newly released video captures a luxury superyacht being battered by a violent storm before it suddenly sank off Sicily with 22 people aboard Monday.

The grainy images obtained by NBC News and other outlets were recorded on closed-circuit television not far from where the Bayesian was anchored, about a half-mile from the port of Porticello, on Sicily’s northern coast .

The yacht's 250-foot mast, illuminated with lights and lashed by the storm, appears to bend to one side before it finally disappears and is replaced by darkness.

The speed with which a yacht built to handle the roughest seas capsized stunned maritime experts.  

“I can’t remember the last time I read about a vessel going down quickly like that, you know, completely capsizing and going down that quickly, a vessel of that nature, a yacht of that size,” said Stephen Richter of SAR Marine Consulting.

British tech tycoon Mike Lynch and five of the 22 other people who were aboard the 184-foot vessel remain unaccounted for and are believed to be trapped in the Bayesian’s hull, nearly 170 feet underwater.

Officials confirmed Monday that at least one person, the ship’s cook, had died.  

UK's vessel Bayesian

Superyachts like the Bayesian, which had been available for charters at a rate of $215,000 a week, are designed to stay afloat even as they are taking on water to give the people aboard a chance to escape, Richter said. 

“Boats of this size, they’re taking passengers on an excursion or a holiday,” Richter said. “They are not going to put them in situations where it may be dangerous or it may be uncomfortable, so this storm that popped up was obviously an anomaly. These vessels that carry passengers, they’re typically very well-maintained, very well-appointed.”

Built by Italian shipbuilder Perini Navi in 2008, the U.K.-registered Bayesian could carry 12 guests and a crew of up to 10, according to online specialist yacht sites. Its nearly 250-foot mast is the tallest aluminum sailing mast in the world, according to CharterWorld Luxury Yacht Charters. 

On Tuesday, Italian rescue workers resumed the search for Lynch and the five other passengers still missing: Lynch’s 18-year-old daughter, Hannah; Morgan Stanley International Chairman Jonathan Bloomer and his wife; and Clifford Chance lawyer Chris Morvillo and his wife.

“The fear is that the bodies got trapped inside the vessel,” Salvatore Cocina, the head of civil protection in Sicily, told Reuters .

The Bayesian is owned by a firm linked to Lynch’s wife, Angela Bacares, who was one of the 15 people rescued Monday after it capsized.

Divers of the Vigili del Fuoco, the Italian Corps. of Firefighters, near Palermo

“It’s extremely rare for a boat of this size to sink,” Richter said.

What’s not rare is the kind of storm that sank it , said Simon Boxall, senior lecturer in oceanography at Britain’s University of Southampton.

“People assume the Mediterranean is this rather calm and passive place that never gets storms and always blue skies,” Boxall said. “In fact, you get some quite horrendous storms that are not uncommon at this time of year.”

The president of Italy’s meteorological society has said Monday’s violent storm may have involved a waterspout, essentially a tornado over water, or a downburst, which occurs more frequently but doesn’t involve the rotation of the air.

Luca Mercalli, president of the Italian Meteorology Society, also said recent temperatures may have been a factor. 

“The sea surface temperature around Sicily was around 30 degrees Celsius [86 Fahrenheit], which is almost 3 degrees more than normal,” Mercalli told Reuters. “This creates an enormous source of energy that contributes to these storms.”

The Mediterranean sailing vacation was designed to be a celebration for Lynch, who two months ago was acquitted by a San Francisco jury of fraud charges stemming from the 2011 sale of his software company Autonomy to Hewlett-Packard for $11 billion.

Prosecutors alleged that Lynch, dubbed “Britain’s Bill Gates,” and Autonomy’s vice president for finance, Stephen Chamberlain, had padded the firm’s finances ahead of the sale. Lynch’s lawyers argued that HP was so eager to acquire Autonomy that it failed to adequately check the books .

Lynch had taken Morvill, who was one of his defense attorneys, on the luxury trip. 

Chamberlain was not on the Bayesian.

In what appears to be a tragic coincidence, a car struck and killed Chamberlain on Saturday as he was jogging in a village about 68 miles north of London, local police said.

“Steve fought successfully to clear his good name at trial earlier this year, and his good name now lives on through his wonderful family,” Chamberlain’s lawyer, Gary Lincenberg, said in a statement .

Henry Austin reported from London and Corky Siemaszko from New York City.

show me a sailboat

Henry Austin is a senior editor for NBC News Digital based in London.

show me a sailboat

Corky Siemaszko is a senior reporter for NBC News Digital.

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Lynch Yacht Sinking Off Sicily Proves as Baffling as It Is Tragic

As bodies were recovered, the authorities and experts wondered how a $40 million, stable and secure vessel could have sunk so quickly.

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A diver in an orange jumpsuit suit and crews in gray shirts and red trousers hoist remains in a blue body bag onto a boat, as others in reflector uniforms stand nearby.

By Emma Bubola and Michael J. de la Merced

Emma Bubola reported from Porticello, Italy, and Michael J. de la Merced from London.

Two months after being cleared in a bruising legal battle over fraud charges, the British tech mogul Mike Lynch celebrated his freedom with a cruise. He invited his family, friends and part of his legal team on board his luxury sailing yacht, a majestic 180-foot vessel named Bayesian after the mathematical theorem around which he had built his empire.

On Sunday night, after a tour of the Gulf of Naples, including Capri, and volcanic islands in the Eolian archipelago, the boat anchored half a mile off the Sicilian coast in Porticello, Italy. It chose a stretch of water favored by the Phoenicians thousands of years ago for its protection from the mistral wind and, in more recent times, by the yachts of tech billionaires. The boat was lit “like a Christmas tree,” local residents said, standing out against the full moon.

But about 4 a.m., calamity unfolded. A violent and fast storm hit the area with some of the strongest winds locals said they had ever felt. Fabio Cefalù, a fisherman, said he saw a flare pierce the darkness shortly after 4.

Minutes later, the yacht was underwater. Only dozens of cushions from the boat’s deck and a gigantic radar from its mast floated on the surface of the sea, fishermen said.

In all, 22 people were on board, 15 of whom were rescued. Six bodies — five passengers and the ship’s cook — had been recovered by Thursday afternoon, including that of Mr. Lynch, an Italian government official said, adding that the search was continuing for his daughter.

It was a tragic and mystifying turn of events for Mr. Lynch, 59, who had spent years seeking to clear his name and was finally inaugurating a new chapter in his life. Experts wondered how a $40 million yacht, so robust and stable could have been sunk by a storm near a port within minutes.

“It drives me insane,” said Giovanni Costantino, the chief executive of the Italian Sea Group, which in 2022 bought the company, Perini, that made the Bayesian. “Following all the proper procedures, that boat is unsinkable.”

The aura of misfortune only deepened when it emerged that Stephen Chamberlain, 52, a former vice president of finance for Mr. Lynch’s former company and a co-defendant in the fraud case, was killed two days earlier, when he was hit by a car while jogging near his house in England.

Since June, the two men had been in a jubilant mood. A jury in San Francisco had acquitted both on fraud charges that could have sent them to prison for two decades. There were hugs and tears, and they and their legal teams went for a celebratory dinner party at a restaurant in the city, said Gary S. Lincenberg, a lawyer for Mr. Chamberlain.

The sea excursion was meant as a thank-you by Mr. Lynch to those who had helped him in his legal travails. Among the guests was Christopher J. Morvillo, 59, a scion of a prominent New York family of lawyers who had represented Mr. Lynch for 12 years. He and his wife, Neda, 57, were among the missing.

So, too, was Jonathan Bloomer, 70, a veteran British insurance executive who chaired Morgan Stanley International and the insurer Hiscox.

The body of the ship’s cook, Recaldo Thomas, was recovered. All the other crew members survived. Among them was Leo Eppel, 19, of South Africa, who was on his first yacht voyage working as a deck steward, said a friend, who asked not to be identified.

Since the sinking, the recovery effort and investigation have turned the tiny port town of Porticello, a quiet enclave where older men sit bare-chested on balconies, into what feels like the set of a movie.

Helicopters have flown overhead. Ambulances have sped by with the sirens blaring. The Coast Guard has patrolled the waters off shore, within sight of a cordoned-off dock that had been turned into an emergency headquarters.

On Wednesday afternoon, a church bell tolled after the first body bag was loaded into an ambulance, a crowd watching in silence.

The survivors were sheltering in a sprawling resort near Porticello, with a view of the shipwreck spot, and had so far declined to comment.

Attilio Di Diodato, director of the Italian Air Force’s Center for Aerospace Meteorology and Climatology, said that the yacht had most likely been hit by a fierce “down burst” — when air generated within a thunderstorm descends rapidly — or by a waterspout , similar to a tornado over water.

He added that his agency had put out rough-sea warnings the previous evening, alerting sailors about storms and strong winds. Locals said the winds “felt like an earthquake.”

Mr. Costantino, the boat executive, said the yacht had been specifically designed for having a tall mast — the second-tallest aluminum mast in the world. He said the Bayesian was an extremely safe and secure boat that could list even to 75 degrees without capsizing.

But he said that if some of the hatches on the side and in the stern, or some of the deck doors, had been open, the boat could have taken on water and sunk. Standard procedure in such storms, he said, is to switch on the engine, lift the anchor and turn the boat into the wind, lowering the keel for extra stability, closing doors and gathering the guests in the main hall inside the deck.

show me a sailboat

12 guests occupied the yacht’s six cabins. There were also 10 crew members.

Open hatches, doors and cabin windows could have let in water during a storm, according to the manufacturer.

show me a sailboat

Open hatches, doors and

cabin windows could

have let in water

during a storm,

according to the

manufacturer.

Source: Superyacht Times, YachtCharterFleet, MarineTraffic

By Veronica Penney

The New York Times attempted to reach the captain, James Cutfield, who had survived, for comment through social media, his brother and the management company of the yacht (which did not hire the crew), but did not make contact.

So far none of the surviving crew members have made a public statement about what happened that night.

Fabio Genco, the director of Palermo’s emergency services, who treated some of the survivors, said that the victims had recounted feeling as if the boat was being lifted, then suddenly dropped, with objects from the cabins falling on them.

The Italian Coast Guard said it had deployed a remotely operated vehicle that can prowl underwater for up to seven hours at a depth of more than 980 feet and record videos and images that they hoped would help them reconstruct the dynamics of the sinking. Such devices were used during the search and rescue operations of the Titan vessel that is believed to have imploded last summer near the wreckage of the Titanic.

After rescuers broke inside the yacht, they struggled to navigate the ropes and many pieces of furniture cluttering the vessel, said Luca Cari, a spokesman for Italy’s national firefighter corps.

Finally, as of Thursday morning, they had managed to retrieve all but one of the missing bodies, and hopes of finding the missing person alive were thin. “Can a human being be underwater for two days?” Mr. Cari asked.

What was certain was that Mr. Lynch’s death was yet another cruel twist of fate for a man who had spent years seeking to clear his name.

He earned a fortune in technology and was nicknamed Britain’s Bill Gates. But for more than a decade, he had been treated as anything but a respected tech leader.

He was accused by Hewlett-Packard, the American technological pioneer that had bought his software company, Autonomy, for $11 billion, of misleading it about his company’s worth. (Hewlett-Packard wrote down the value of the transaction by about $8.8 billion, and critics called it one of the worst deals of all time .) He had been increasingly shunned by the British establishment that he sought to break into after growing up working-class outside London.

He was extradited to San Francisco to face criminal charges, and confined to house arrest and 24-hour surveillance on his dime. In a townhouse in the Pacific Heights neighborhood — with security people he jokingly told associates were his “roommates” — he spent his mornings talking with researchers whom he funded personally on new applications for artificial intelligence. Afterward, he devoted hours to discussing legal strategy with his team.

Despite his persistent claims of innocence, even those close to Mr. Lynch had believed his odds of victory were slim. Autonomy’s chief financial officer, Sushovan Hussain, was convicted in 2018 of similar fraud charges and spent five years in prison.

During Mr. Lynch’s house arrest, his brother and mother died. His wife, Angela Bacares, frequently flew over from England, and she became a constant presence in the San Francisco courtroom during the trial.

After he was finally acquitted, Mr. Lynch had his eye on the future. “I am looking forward to returning to the U.K. and getting back to what I love most: my family and innovating in my field,” he said.

Elisabetta Povoledo contributed reporting from Pallanza, Italy.

Emma Bubola is a Times reporter based in Rome. More about Emma Bubola

Michael J. de la Merced has covered global business and finance news for The Times since 2006. More about Michael J. de la Merced

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As a Teenager in Europe, I Went to Nudist Beaches All the Time. 30 Years Later, Would the Experience Be the Same?

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In July 2017, I wrote an article about toplessness for Vogue Italia. The director, actor, and political activist Lina Esco had emerged from the world of show business to question public nudity laws in the United States with 2014’s Free the Nipple . Her film took on a life of its own and, thanks to the endorsement from the likes of Miley Cyrus, Cara Delevingne, and Willow Smith, eventually developed into a whole political movement, particularly on social media where the hashtag #FreeTheNipple spread at lightning speed. The same year as that piece, actor Alyssa Milano tweeted “me too” and encouraged others who had been sexually assaulted to do the same, building on the movement activist Tarana Burke had created more than a decade earlier. The rest is history.

In that Vogue article, I chatted with designer Alessandro Michele about a shared memory of our favorite topless beaches of our youth. Anywhere in Italy where water appeared—be it the hard-partying Riviera Romagnola, the traditionally chic Amalfi coast and Sorrento peninsula, the vertiginous cliffs and inlets of Italy’s continuation of the French Côte d’Azur or the towering volcanic rocks of Sicily’s mythological Riviera dei Ciclopi—one was bound to find bodies of all shapes and forms, naturally topless.

In the ’90s, growing up in Italy, naked breasts were everywhere and nobody thought anything about it. “When we look at our childhood photos we recognize those imperfect breasts and those bodies, each with their own story. I think of the ‘un-beauty’ of that time and feel it is actually the ultimate beauty,” Michele told me.

Indeed, I felt the same way. My relationship with toplessness was part of a very democratic cultural status quo. If every woman on the beaches of the Mediterranean—from the sexy girls tanning on the shoreline to the grandmothers eating spaghetti al pomodoro out of Tupperware containers under sun umbrellas—bore equally naked body parts, then somehow we were all on the same team. No hierarchies were established. In general, there was very little naked breast censorship. Free nipples appeared on magazine covers at newsstands, whether tabloids or art and fashion magazines. Breasts were so naturally part of the national conversation and aesthetic that Ilona Staller (also known as Cicciolina) and Moana Pozzi, two porn stars, cofounded a political party called the Love Party. I have a clear memory of my neighbor hanging their party’s banner out his window, featuring a topless Cicciolina winking.

A lot has changed since those days, but also since that initial 2017 piece. There’s been a feminist revolution, a transformation of women’s fashion and gender politics, the absurd overturning of Harvey Weinstein’s 2020 rape conviction in New York, the intensely disturbing overturning of Roe v Wade and the current political battle over reproductive rights radiating from America and far beyond. One way or another, the female body is very much the site of political battles as much as it is of style and fashion tastes. And maybe for this reason naked breasts seem to populate runways and street style a lot more than they do beaches—it’s likely that being naked at a dinner party leaves more of a permanent mark than being naked on a glamorous shore. Naked “dressing” seems to be much more popular than naked “being.” It’s no coincidence that this year Saint Laurent, Chloé, Ferragamo, Tom Ford, Gucci, Ludovic de Saint Sernin, and Valentino all paid homage to sheer dressing in their collections, with lacy dresses, see-through tops, sheer silk hosiery fabric, and close-fitting silk dresses. The majority of Anthony Vaccarello’s fall 2024 collection was mostly transparent. And even off the runway, guests at the Saint Laurent show matched the mood. Olivia Wilde appeared in a stunning see-through dark bodysuit, Georgia May Jagger wore a sheer black halter top, Ebony Riley wore a breathtaking V-neck, and Elsa Hosk went for translucent polka dots.

In some strange way, it feels as if the trends of the ’90s have swapped seats with those of today. When, in 1993, a 19-year-old Kate Moss wore her (now iconic) transparent, bronze-hued Liza Bruce lamé slip dress to Elite Model Agency’s Look of the Year Awards in London, I remember seeing her picture everywhere and feeling in awe of her daring and grace. I loved her simple sexy style, with her otherworldly smile, the hair tied back in a bun. That very slip has remained in the collective unconscious for decades, populating thousands of internet pages, but in remembering that night Moss admitted that the nude look was totally unintentional: “I had no idea why everyone was so excited—in the darkness of Corinne [Day’s] Soho flat, the dress was not see-through!” That’s to say that nude dressing was usually mostly casual and not intellectualized in the context of a larger movement.

The Bride Reworked Her Late Mother’s Wedding Dress for Her Emotional Wedding in Portofino

But today nudity feels loaded in different ways. In April, actor and author Julia Fox appeared in Los Angeles in a flesh-colored bra that featured hairy hyper-realist prints of breasts and nipples, and matching panties with a print of a sewn-up vagina and the words “closed” on it, as a form of feminist performance art. Breasts , an exhibition curated by Carolina Pasti, recently opened as part of the 60th Venice Biennale at Palazzo Franchetti and showcases works that span from painting and sculpture to photography and film, reflecting on themes of motherhood, empowerment, sexuality, body image, and illness. The show features work by Cindy Sherman, Robert Mapplethorpe, Louise Bourgeois, and an incredible painting by Bernardino Del Signoraccio of Madonna dell’Umiltà, circa 1460-1540. “It was fundamental for me to include a Madonna Lactans from a historical perspective. In this intimate representation, the Virgin reveals one breast while nurturing the child, the organic gesture emphasizing the profound bond between mother and child,” Pasti said when we spoke.

Through her portrayal of breasts, she delves into the delicate balance of strength and vulnerability within the female form. I spoke to Pasti about my recent musings on naked breasts, which she shared in a deep way. I asked her whether she too noticed a disparity between nudity on beaches as opposed to the one on streets and runways, and she agreed. Her main concern today is around censorship. To Pasti, social media is still far too rigid around breast exposure and she plans to discuss this issue through a podcast that she will be launching in September, together with other topics such as motherhood, breastfeeding, sexuality, and breast cancer awareness.

With summer at the door, it was my turn to see just how much of the new reread on transparency would apply to beach life. In the last few years, I noticed those beaches Michele and I reminisced about have grown more conservative and, despite being the daughter of unrepentant nudists and having a long track record of militant topless bathing, I myself have felt a bit more shy lately. Perhaps a woman in her 40s with two children is simply less prone to taking her top off, but my memories of youth are populated by visions of bare-chested mothers surveilling the coasts and shouting after their kids in the water. So when did we stop? And why? When did Michele’s era of “un-beauty” end?

In order to get back in touch with my own naked breasts I decided to revisit the nudist beaches of my youth to see what had changed. On a warm day in May, I researched some local topless beaches around Rome and asked a friend to come with me. Two moms, plus our four children, two girls and two boys of the same ages. “Let’s make an experiment of this and see what happens,” I proposed.

The kids all yawned, but my friend was up for it. These days to go topless, especially on urban beaches, you must visit properties that have an unspoken nudist tradition. One of these in Rome is the natural reserve beach at Capocotta, south of Ostia, but I felt a bit unsure revisiting those sands. In my memory, the Roman nudist beaches often equated to encounters with promiscuous strangers behind the dunes. I didn’t want to expose the kids, so, being that I am now a wise adult, I went ahead and picked a compromise. I found a nude-friendly beach on the banks of the Farfa River, in the rolling Sabina hills.

We piled into my friend’s car and drove out. The kids were all whining about the experiment. “We don’t want to see naked mums!” they complained. “Can’t you just lie and say you went to a nudist beach?”

We parked the car and walked across the medieval fairy-tale woods until we reached the path that ran along the river. All around us were huge trees and gigantic leaves. It had rained a lot recently and the vegetation had grown incredibly. We walked past the remains of a Roman road. The colors all around were bright green, the sky almost fluorescent blue. The kids got sidetracked by the presence of frogs. According to the indications, the beach was about a mile up the river. Halfway down the path, we bumped into a couple of young guys in fanny packs. I scanned them for signs of quintessential nudist attitude, but realized I actually had no idea what that was. I asked if we were headed in the right direction to go to “the beach”. They nodded and gave us a sly smile, which I immediately interpreted as a judgment about us as mothers, and more generally about our age, but I was ready to vindicate bare breasts against ageism.

We reached a small pebbled beach, secluded and bordered by a huge trunk that separated it from the path. A group of girls was there, sharing headphones and listening to music. To my dismay they were all wearing the tops and bottoms of their bikinis. One of them was in a full-piece bathing suit and shorts. “See, they are all wearing bathing suits. Please don’t be the weird mums who don’t.”

At this point, it was a matter of principle. My friend and I decided to take our bathing suits off completely, if only for a moment, and jumped into the river. The boys stayed on the beach with full clothes and shoes on, horrified. The girls went in behind us with their bathing suits. “Are you happy now? my son asked. “Did you prove your point?”

I didn’t really know what my point actually was. I think a part of me wanted to feel entitled to those long-gone decades of naturalism. Whether this was an instinct, or as Pasti said, “an act that was simply tied to the individual freedom of each woman”, it was hard to tell. At this point in history, the two things didn’t seem to cancel each other out—in fact, the opposite. Taking off a bathing suit, at least for my generation who never had to fight for it, had unexpectedly turned into a radical move and maybe I wanted to be part of the new discourse. Also, the chances of me going out in a fully sheer top were slim these days, but on the beach it was different. I would always fight for an authentic topless experience.

After our picnic on the river, we left determined to make our way—and without children—to the beaches of Capocotta. In truth, no part of me actually felt very subversive doing something I had been doing my whole life, but it still felt good. Once a free breast, always a free breast.

This article was originally published on British Vogue .

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