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Small boat racing.

The fundamentals of racing are most easily learned in small boats. Many small boats are designed specifically for youth, and most provide a lifetime of enjoyment for adults as well. Because of their size and simplicity, many small sailboats can be sailed singlehanded or with a crew member or two.

These small boat options provide great racing opportunities

Match racing, windsurfing, team racing.

  • Kite Boarding

Small boat sailing can bring you relaxing days on the water, adventurous family fun or challenging competition

One design racing-, click here to visit the new one-design central website.

One-design is a form of racing where all boats are virtually identical or similar in design. Class-legal boats race each other without any handicap calculations, start at the same time, and the winner is the first to cross the finish line.

There are more than 150 actively raced one-design classes in the U.S. The classes range from eight-foot Optimist dinghies to the 12 Meter sailboats and beyond.

One-design classes are broken down into fleets that are located at yacht clubs and community sailing programs. Club or fleet racing takes place on a regular basis all over the country, and many fleets welcome newcomers. Contact your local yacht club or community program to get involved in one-design sailing and ask for the name of the fleet captain(s).

International Class World Championships

World Sailing’s regulations require classes planning to hold a world championship in the U.S. to gain the approval of US Sailing (see World Sailing Regulations 10 and 25). US Sailing is pleased to consider world championship approval requests at its monthly Directors meetings. Classes that wish to request US Sailing’s approval should submit a world championship approval request form .

The following information is required when submitting the request: event name and dates; host organization’s name and address; event venue, if different from host organization; class association contact name and email; event contact name and email. The request must be accompanied by a draft notice of race, and both the class association and the event host must be members of US Sailing. If you have any questions or need assistance, please contact the Race Administration office .

One Design Classes

Below is a comprehensive list of one-design classes. To update the information for your class and access the many resources available, go to My US Sailing . Your class does not have to be a member of US Sailing in order to be listed, however, only member classes have links to their web pages

One-Design Awards

Each year US Sailing presents up to five awards to recognize outstanding individuals, classes, clubs and fleets in one-design sailing. The awards — Service, Leadership, Club, Regatta, and Creativity — highlight role models of creative leadership in one-design sailing.

Did your club run an outstanding regatta this year? Is there an exceptional person at your club who was responsible for making your fleet grow? Anyone can nominate a club, fleet, regatta or one-design spark plug for a US Sailing One-Design Award. US Sailing wants to hear about it – one superbly written nomination per nominee is all that is needed.

One-Design Insurance Program by Gowrie Group

Whether you sail for fun, race occasionally, or are pursuing an Olympic campaign, Gowrie Group's specialized insurance program will meet your unique needs as a One-Design sailor. Learn more and get a quote at gowrie.com/onedesign

Multihull sailboats come in a variety of types and sizes, from the popular Hobie Cat to large cruising catamarans. Catamarans have two hulls, while trimarans feature three. In general, multihulls are faster and lighter than monohulls (single hull sailboats). The 2013 America’s Cup was raced in high-tech catamarans. Active multihull classes include: Hobie Cat , A-Class and F16 .

Youth sailors are looking for speed and excitement, and that what they get sailing multihulls. Check out this youth multihull sailing video .

Match Racing News, Events & Rankings

Made popular by the America’s Cup, match racing pits one boat against another around a short two-lap windward/leeward course. This race format emphasizes the need for great boat speed, strong boat handling, teamwork and communication. Match racing will improve all aspects of your sailing, specifically your time-on-distance skills, starting line positioning, understanding of the rules, short course strategy and boat-on-boat tactics. Additionally, the tournament-style format makes it fun by maximizing the number of races per day.

2023 U.S. Team Racing Championship Event Information:

Hosted by: Mission Bay Yacht Club, San Diego- Dates: September  8-10, 2023 Application Period: May 24 - July 5, 2023

For More Event Information Click Here

Club Team Racing Gets Its Due- Article:  Sailing World by Gary Jobson May 16, 2023

racing small sailboats

Team Racing Calendar

Use these great team racing resources to learn more.

US Team Racing Championship

ISAF Team Racing World Championship

ISAF Team Racing Callbook

Team Racing: Bridging the Age Gap and Building Participation at Your Club

What Makes a Successful Team Racing Event by Joel Hanneman

Team Racing Publications and Resources by Gavin O’Hare

Teaching Team Racing by Steve Hunt

Team Racing DVD

Introduction to Types of Team Racing and Regatta Formats

Windsurfing, or boardsailing, combines elements of sailing and surfing. This is a fun and exciting sport sure to test your athleticism, whether cruising or racing. If you are looking for a pure form of sailing and want to experience the unlimited possibilities of instant hands-on adventure, windsurfing may be the sport for you.

To learn more about racing windsurfers, contact US Windsurfing .

Learn more about our windsurfing educational opportunities 

KiteBoarding

Kiteboarding , or kitesailing , is a young and growing sport that combines elements of sailing, surfing and wakeboarding. Kiteboarders can reach high speeds on the water, and like windsurfing, kiteboarding is great for those who like to perform jumps, aerial maneuvers and tricks, freestyle moves, or just for cruising. The gear is relatively simple and compact. The kite easily folds to fit into your sailing gear bag and the board is also lightweight.

To learn more about kiteboarding, contact the American Kiteboarding Association or the International Kiteboarding Association

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20 Best Small Sailboats for the Weekender

  • By Mark Pillsbury
  • Updated: August 4, 2021

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.

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

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

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

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

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

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

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

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

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.

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

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

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

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

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

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

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

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.

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

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

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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Ultimate Guide to the Best Small Sailboats [2023 Reviews]

When I first started looking into buying a small sailboat I found it all very confusing.

I had learned to sail in the San Francisco bay on fairly large keelboats. (J-22, J-105s, Beneteau tktks, etc.)

But I didn’t nessarilly have the money or time to justify the investment in a big yacht like that.

ANd when I started looking at the different classes of small boats out there, it took me some time to try to understand the different kinds.

So I put together this post to try to organize that information.

So if you’re in the market for a small sailboat keep reading and I promise you’ll get a better understanding of everything out there. Tk

Advantages of Buying a Small Sailboat

There’s nothing wrong with owning a large sailboat (if you have endless time, money, and patience.) But there are some advantages to going with a smaller boat. Here are a few of the big ones:

  • Cost to Buy – You can purchase a nice used dinghy for under a grand. Or you could get yourself a trailerable weekender for a lot less than you might think.
  • Cost to Own – Owning a larger boat can get expensive fast. Just add up the costs of financing, docking, maintenance, insurance, fuel, etc. A small sailboat may allow you to fulfill your dream of being a boat owner without going broke.
  • More Options Available – Another nice thing about small sailboats is that there are a ton of different options available. I list over 100 down below along with their size, and an estimate of the purchase cost. You’re sure to find something you like.
  • Easier to move – Getting a large keelboat in and out of the water is no easy task. Trailering it around on land is a huge pain and can get expensive. Most of the dinghies and day sailers listed below can be moved by just a couple of people and a good trailer. And you won’t need to go out an buy a dedicated vehicle just to hull the thing around.
  • Easier to Sail – Do you plan to race, cruise, or live on this boat? You may find that small sailboats are surprisingly better than larger options.

100+ Small Sailboats Compared

5 questions to answer before buying a small sailboat.

Before you run off and buy one of these boats, take a second to answer the following 5 questions. These aren’t difficult but this simple step will ensure you get the right sailboat for your needs

1. How many people will be using this boat? Small sailboats are obviously not designed to carry a ton of people. So you should buy the size that will best fit your needs. If you plan on being the only person to sail in your sailboat, then you can opt for a smaller sized personal dinghy. If your plan is for two, three, or four people to be on the sailboat at once, then you’re going to need a bigger boat

2. Where do you plan to sail? What kind of sailing do you want to do? The sailboat you buy will need to be appropriate for the environment you’ll be sailing in. Open ocean sailing is different from sailing on a small lake. The style of sailing you want to do matters as well. Do you want to race your sail boat or are you just looking to cruise around? These are things that you have to consider before you buy your small sailboat. If you’re planning to sleep overnight on the boat you will want to look at weekenders. If you get a boat that is not fit for the environment you are in, then you could wind up in a dangerous situation. Or at the very least, have a bad time on the water.

3. How will you be transporting your new sailboat? You also need to think about how you are going to get your new boat to the water. You can haul a small dinghy in almost any trailer or truck. But for other boats you’re going to need to get a specialized trailer. You can look into private professional boat shipping companies. They will handle transport for you but will generally be more expensive.

4. Where will you store your boat? Now you need to think about where you will store the small sailboat. Will you be docking at a marina? Be sure to include docking fees in your budget below. Or do you have space to keep the boat in storage in your garage? Make sure your spouse is okay with this first!

5. How big is your budget? (time and money!) Your budget will also help you narrow down which size and model boat is right for you. New sailboats are more expensive than used. Bigger boats are generally more expensive than smaller boats. Don’t forget to factor in all the extra costs of owning a sailboat. Be sure to consider things like insurance, docking fees, repairs, and transportation. Finally, make sure you have enough time to make owning a boat worthwhile. Often it’s better to make friends with a boat owner, than to become one yourself!

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Mike Sellers

RS Sailing, the world’s largest small-sailboat manufacturer

THE RS RACING FLEET

  • Racing Adult Double
  • Racing Adult Single
  • Racing Keelboat
  • Racing Youth double
  • Racing Youth single

RS Tera – from young novice to international competition – makes sailing addictive

RS Tera – from young novice to international competition – makes sailing addictive

RS Neo – compact single-hander for step-up performance and affordable convenience

RS Neo – compact single-hander for step-up performance and affordable convenience

RS Feva – world leading double-hander with a vibrant class and huge circuit across the globe

RS Feva – world leading double-hander with a vibrant class and huge circuit across the globe

RS Aero – simple single-hander with four rig size options for youth and adult sailors.

RS Aero – simple single-hander with four rig size options for youth and adult sailors.

RS100 – exhilarating performance, hiking single-hander with gennaker

RS100 – exhilarating performance, hiking single-hander with gennaker

RS200 – hugely successful modern double-handed racing class – for moderate size teams

RS200 – hugely successful modern double-handed racing class – for moderate size teams

RS400 – The modern classic – one of the first RS boats and a thriving, double-handed class

RS400 – The modern classic – one of the first RS boats and a thriving, double-handed class

RS500 – international double-hander with gennaker, trapeze and competitive circuit lifestyle

RS500 – international double-hander with gennaker, trapeze and competitive circuit lifestyle

RS700 – high performance single-handed skiff with trapeze and gennaker

RS700 – high performance single-handed skiff with trapeze and gennaker

RS800 – double-handed, performance equalised and thrilling twin wire skiff for all

RS800 – double-handed, performance equalised and thrilling twin wire skiff for all

2000 – perfect as a trainer or introduction to racing. Double-handed for racing and up to four for training.

2000 – perfect as a trainer or introduction to racing. Double-handed for racing and up to four for training.

RS21 Club – progressive, simple and affordable solution for keelboat clubs

RS21 Club – progressive, simple and affordable solution for keelboat clubs

RS Elite – beautiful and refined racing keelboat for men and women across the age range

RS Elite – beautiful and refined racing keelboat for men and women across the age range

RS21 – Keelboat sailing the RS way

RS21 – Keelboat sailing the RS way

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11 Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

12th oct 2023 by samantha wilson.

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Sailing is a relaxing, invigorating pastime that allows you to harness wind and waves in a unique and historic way without requiring a 50-foot yacht to enjoy what’s special about the experience. In fact, small sailboats allow a delightful back-to-basics experience that often gets lost on larger, systems-heavy sailboats.

On a small sailboat you can connect with the sea, feeling the boat move beneath you. The boat is typically easy to rig, simple to sail, and can even be sailed solo. Small sailboats give you the freedom to trailer your or car-top your boat and go anywhere, and they’re perfect for learning the nuances of sailing. There are many excellent brands and models of small sailboat, each with their own appeal, and here we narrow down some of our favorite in the daysailer and pocket cruiser categories under 30 feet. 

Difference Between a Daysailer and a Pocket Cruiser

While there are many different types of sailboat on the market and there is no single definition of either a daysailer or a pocket cruiser, they are used in a particular way, as the names imply. The term daysailer covers a huge array of sailboats, smaller and sometimes larger, and is generally defined as any day boat used for local sailing, with a simple rig, and easy to get underway. A pocket cruiser typically offers a cabin and head, and adequate accommodations for an overnight stay and sometimes longer cruises. Having said that, there is a large overlap between the two in many instances, so the lines may become blurred. 

What Size is a Small Sailboat?

Small is a relative term of course, but in general—and for the purposes of this article—a small sailboat is one that could be sailed by a small crew, often with one or two people aboard. It will have a simple rig and be trailerable, and it might be either a daysailer or pocket-cruiser style vessel as above. Within those categories, there are many models and styles, but when it comes to length we consider a sailboat as small when it’s under 30 feet in overall length. 

The Best Sailboats Under 30 Feet

Pocket cruiser: Beneteau First 27.  The Beneteau First 27 is a modern example of a pocket cruiser, earning Cruising World ’s Boat of the Year award in the Pocket Cruiser category in 2022. With space for up to six people accommodated in a separated bow-cabin and open saloon, it offers families the chance to go farther, explore more, and cruise in comfort. There is a galley with freshwater and a head, adding to the interior home comforts. The sailboat itself is modern, fast, and stable, designed by Sam Manuard, and has been designed to be incredibly safe and almost unsinkable thanks to its three watertight chambers. The handling is also refreshingly intuitive, with a well-designed cockpit, simple deck controls, and double winches allowing it to be sailed solo, by two people, or a small crew. 

Beneteau First 27

Photo credit: Beneteau

Daysailer: Alerion 28.  You’ll certainly turn heads cruising along in an Alerion 28, a daysailer whose forerunner by the same name was designed by Nathanael Herreshoff in 1912 and then updated with a modern underbody for fiberglass production by Carl Schumacher in the late 1980s. This pretty daysailer manages to combine a traditional silhouette and classic feel, with very modern engineering creating an excellent package. Over 470 of these sailboats were built and sold in the past 30 years, making it one of the most popular modern daysailers on the water. With a small cabin and saloon, complete with miniature galley area, it offers respite from the sun or wind and the option for a night aboard. The cockpit offers a beautiful sailing experience, with plenty of space for the whole family. 

Alerion28

Photo credit: Alerion Yachts

The Best Sailboats Under 25 Feet

Pocket cruiser: Cornish Crabber 24.  British manufacturer Cornish Crabber has been producing beautiful, traditional style small sailboats for decades, ensuring they honor their heritage both in the construction style and appearance of their boats. The Cornish Crabber 24 is the most iconic of their range and dates back to the 1980s. It offers a simple yet surprisingly spacious interior layout with cabin, galley, and head, and a good sized cockpit, as well as seating for up to six people. It’s the perfect family sailboat, with clever use of storage as well as just under 5000 pounds of displacement providing stability and easy tacking. Aesthetically the 24 is simply beautiful, with a traditional silhouette (combined with modern engineering), finished in hardwood trims. 

Cornish Crabber 24

Photo credit: Cornish Crabber

Daysailer: Catalina 22 Capri.  Catalina sailboats need little introduction, and are one of the world’s best-known, most-respected brands building small sailboats. The Catalina 22 Capri (also available in a sport model) is a great example of what Catalina does so well. While we’ve classified it as a daysailer, it could easily cross into the pocket cruiser category, as it offers excellent sailing performance in almost all conditions as well as having a small cabin, galley, and head. Loved for its safety, stability, ease of handling and simple maintenance, it makes for a good first family boat for getting out onto the bay or lake. 

Catalina 22 Capri

Photo credit: Catalina

The Best Sailboats Under 20 Feet

Pocket cruiser: CapeCutter 19.  This is another model that combines the beauty of the traditional silhouettes with modern-day advancements. The design originates from the classic gaff cutter work boats, but today offers excellent performance—in fact it’s one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, two of which convert into a saloon, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. 

CapeCutter 19

Photo credit: Cape Cutter 19

Daysailer: Swallow Yachts’ BayRaider 20.  Classic looks with modern performance are combined in Swallow Yachts’ beautiful BayRaider 20. This is one of the most capable and safest daysailers we’ve seen, but also incredibly versatile thanks to the choices of ballast. Keep the ballast tank empty and it’s light and fast. Fill the tank up and you’ve got a stable and safe boat perfect for beginners and families. While it’s got an eye-catching traditional style, the engineering is modern, with a strong carbon mast and construction. While this is a true daysailer, you can use the optional spray hood and camping accessories to create an overnight adventure. 

Swallow Yachts BayRaider 20

Photo credit: Swallow Yachts

The Best Sailboats Under 15 Feet

Pocket Cruiser: NorseBoat 12.5.  Can we truly call the NorseBoat 12.5 a pocket cruiser? Yes we can! The sheer versatility of this excellent little sailboat has convinced us. These beautiful hand-crafted sailboats offer exceptional performance and are described by the manufacturer as ‘the Swiss Army Knives of sailboats’. The traditionally styled 12.5 can be sailed, rowed, and motored. It can be trailered, easily beached, and even used as a camp cruiser, allowing for overnight adventures. There is no end to the fun that can be had with this easy-to-sail and easy-to-handle boat, which makes it a dream to learn in. With positive flotation, lots of clever storage, and a full-size double berth for camp cruising, it really is the perfect mini pocket cruiser. 

NorseBoat 12.5

Photo credit: NorseBoats

Daysailer: Original Beetle Cat Boat 12: All across the bays of the US east coast cat boats have long been part of the ocean landscape. Able to access shallow rocky coves yet also withstand the strong coastal winds, these traditional New England fishing boats have an iconic shape and gaff-rigged mainsails. Beetle Cat have been producing elegant wooden cat boats for over 100 years – in fact they’ve made and sold over 4,000 boats to date. Their 12 foot Cat Boat 12 is one of their finest models, offering lovely daysailing opportunities. It has a wide beam and centerboard that lifts up, allowing it to access shallow waters, as well as a forward mast and single sail gaff rig in keeping with the traditional cat boats. To sail one of these is to be part of the heritage of New England and Cape Cod, and to honor the ancient art of hand-made boat building. 

Beetle Cat official website

Beetle Cat Boat 12

Photo credit: Beetle Cat

The Best Small Sailboats for Beginners

When it comes to learning to sail, it’s important to have a boat that is easy to handle. There’s no quicker way to put yourself or your family off sailing than to start off with a boat that is either too big or too complicated. When choosing your first boat we recommend the following characteristics:

  • Small: The benefits of starting off with a small boat are many, as we’ve seen above. They’re easier to control as well as to moor, and they react more quickly to steering and sails. They can be trailered and launched easily, and the loads generated are much lower than on bigger, heavier boats.
  • Easy to sail: You want a boat that is stable and forgiving of mistakes, doesn’t capsize easily, and isn’t too overpowered in a stronger breeze. Keep things simple and learn as you go.
  • Simple sail configuration: Choosing a boat that can be rigged by one person in a few minutes, and easily sailed solo, makes it easier to take along inexperienced crews. With regards to the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
  • Tiller steering: We recommend boats with tiller steering over wheel steering when starting out. The tiller allows you to get a real feel for the boat and how the rudder works as it moves through the water. 

For more information on choosing the best beginner sailboat check out our full guide. There are many popular brands of beginner boats including Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a well-loved beginner sailboat for years, and the Hobie 16 started life back in 1969. Since then they’ve made and sold over a staggering 100,000 of the 16s. It has twin fiberglass and foam hulls, a large trampoline, and a pull-up rudder so it can be sailed straight onto the beach. The basic package comes with an easy to handle main and jib with plenty of extras available too such as a spinnaker and trailer. The Hobie 16 promises a great learning experience and lots of fun in a very nifty and inexpensive package. 

Hobie 16

Photo credit: Hobie

Paine 14: You’ll immediately fall in love with sailing when you step into a beautiful Paine 14. Made from seamless epoxy cold-molded wood, the P-14 is simply beautiful and offers the classic sailing experience with the design and innovation of a more modern hull and rig. Two people will be able to enjoy getting out on the water together and learning the ropes. The Paine 14 has a lead ballast keel that accounts for nearly half her weight, giving her the feel of a much larger boat, but is still trailerable and easy to manage offering the best of both worlds. 

Paine 14

Photo credit: Chuck Paine

High-Performance Small Sailboats

Small sailboats generally become high performers if they are light, have a lot of sail area, or they have more than one hull. More recently, some of have been designed with foiling surfaces, as well. For the purposes of this article, we’d like to close by pointing out one model that is super fast and has versatile pocket-cruising capabilities.

Corsair 880 trimaran : The Corsair 880 trimaran is the grandchild of the company’s F27, a model that launched the popularity of trailerable leisure trimarans about 40 years ago. The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We’re talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. It brings many of the opportunities that a much larger yacht plus the ability to cruise in extremely shallow water. Whether you want to cruise to the Bahamas or enjoy a high-adrenaline race, the Corsair 880 offers incredible performance and unlimited adventures in a truly pocket size. 

Corsair 880

Photo credit: Corsair

Written By: Samantha Wilson

Samantha Wilson has spent her entire life on and around boats, from tiny sailing dinghies all the way up to superyachts. She writes for many boating and yachting publications, top charter agencies, and some of the largest travel businesses in the industry, combining her knowledge and passion of boating, travel and writing to create topical, useful and engaging content.

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Best Small Sailboats for Beginners

sailboats for beginners

There are a number of classic trainers used by yacht club youth programs as well as techie new designs. Without mentioning specific models and brands, it’s difficult to outline which small boats are best but here are things to look for in good teaching boats.

Some of the best small sailboats for beginners include:

  • Boats with tillers steering
  • Boats with no winches
  • Sailing dinghies
  • Small sloops
  • Small catamarans
  • Rotomolded boats
  • Trailerable sailboats

Explore All Sailboat Types

Boats with Tiller Steering

Steering by tiller (rather than a wheel) can make a difference when learning. Tillers are directly connected to the rudder that manages the boat’s direction. Tillers provide quick feedback about the strength and direction of the wind as well as the boat’s turning agility at various speeds.

Boats with No Winches

Boats that require no winches to manage the sheets and halyards are best for youngsters and new sailors. These boats usually don’t experience the same forces on the sails and rigging as larger boats, which can be a handful when the wind starts to blow. Winches are usually replaced with cam or jam cleats, which are easy to use.

Sailing Dinghies

Sailing dinghies are usually rigged with one mast and one sail and offer kids and new sailors simplicity so it’s easy to learn the ropes. Less overwhelming than boats with two sails, dinghies are light and responsive. They also have a shallow draft due to side or centerboards so they can be sailed just about anywhere. In some cases (whether from a wind gust or sudden crew weight shift) sailing dinghies can capsize so students should wear lifejackets and know how to swim. Sailing dinghies are usually sailed by one or two people.

Small Sloops

Small sloops with a mast that carries head and mainsails are the next step so students learn how sails work together. Headsails can be hanked on or attached to a small roller furler. These boats may have some or no winches, which also makes them easier to maintain. These boats can usually be sailed with one to four people.

Some sloops can scale up, providing a more challenging experience for sailors as they develop skills. Certain models can carry spinnakers and larger headsails to teach sail combinations and new sail trim techniques. Others offer the ability to hike out (shift crew weight well outboard to balance the boat against the wind pressure in the sails). This kind of sailing is more advanced.

Small Catamarans

Small catamarans provide extra stability for those who may be nervous about capsizing or aren’t fond of heeling (tipping while sailing). With two hulls providing a wide and stable base, catamarans area ideal for beginners, which may be why they’re often used by resorts as their beach sailing tourist boats. Rigged with one or two sails, small cats are tiller steered and usually have a trampoline that the students sit on and sail.

Rotomolded Boats

Small rotomolded boats are very forgiving due to their durable construction. Unlike fiberglass or wooden boats, rotomolded (a type of plastic construction technique) trainers can bounce off docks or other boats and cause or sustain little damage. Dinghies and catamarans can both be made via rotomolding.

Trailerable Sailboats

Finally, small sailboats that can be trailered to different locations add variety and that makes learning fun. Students can learn to sail in different wind and water conditions and enjoy their boats differently on vacation or with new friends.

Learning to sail involves all the senses and requires a level head and lots of practice and although it can be learned in many ways, the best way is to start with a boat that’s small, simple, safe and durable.

Read Next: Small Boats: What Are My Options?

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Home » Blog » Buy a boat » 5 best small sailboats for sailing around the world

5 best small sailboats for sailing around the world

By Author Fiona McGlynn

Posted on Last updated: April 19, 2023

sailing around the world

A small sailboat can take you big places

Small sailboats are the ticket to going cruising NOW — not when you retire, save up enough money, or find the “perfect” bluewater cruising boat. In fact, it’s the first principle in Lin and Larry Pardey’s cruising philosophy: “Go small, go simple, go now.”

Small yachts can be affordable, simple, and seaworthy . However, you won’t see many of them in today’s cruising grounds. In three years and 13,000 nautical miles of bluewater cruising, I could count the number of under 30-foot sailboats I’ve seen on one hand (all of them were skippered by people in their 20s and 30s).

Today’s anchorages are full of 40, 50, and 60-foot-plus ocean sailboats, but that’s not to say you can’t sail the world in a small sailboat. Just look at Alessandro di Benedetto who in 2010 broke the record for the smallest boat to sail around the world non-stop in his 21-foot Mini 6.5 .

So long as you don’t mind forgoing a few comforts, you can sail around the world on a small budget .

dinghy boat

What makes a good blue water sailboat

While you might not think a small sailboat is up to the task of going long distances, some of the best bluewater sailboats are under 40 feet.

However, if you’re thinking about buying a boat for offshore cruising, there are a few things to know about what makes a small boat offshore capable .

Smaller equals slower

Don’t expect to be sailing at high speeds in a pocket cruiser. Smaller displacement monohulls are always going to be slower than larger displacement monohulls (see the video below to learn why smaller boats are slower). Therefore a smaller cruiser is going to take longer on a given passage, making them more vulnerable to changes in weather.

A few feet can make a big difference over a week-long passage. On the last leg of our Pacific Ocean crossing, our 35-foot sailboat narrowly avoid a storm that our buddy boat, a 28-foot sailboat, couldn’t. Our friend was only a knot slower but it meant he had to heave to for a miserable three days.

pocket cruiser

Small but sturdy

If a pocket cruiser encounters bad weather, they will be less able to outrun or avoid it. For this reason, many of the blue water sailboats in this list are heavily built and designed to take a beating.

Yacht design has changed dramatically over the last 50 years. Today, new boats are designed to be light and fast. The small sailboats in our list are 30-plus year-old designs and were built in a time when weather forecasts were less accurate and harder to come by.

Back in the day, boat were constructed with thicker fiberglass hulls than you see in modern builds. Rigs, keels, rudders, hulls and decks – everything about these small cruising sailboats was designed to stand up to strong winds and big waves. Some of the boats in this post have skeg-hung rudders and most of them are full keel boats.

The pros and cons of pocket cruiser sailboats

Pocket cruiser sailboats present certain advantages and disadvantages.

More affordable

Their smaller size makes them affordable bluewater sailboats. You can often find great deals on pocket cruisers and sometimes you can even get them for free.

You’ll also save money on retrofits and repairs because small cruising sailboats need smaller boat parts (which cost a lot less) . For example, you can get away with smaller sails, ground tackle, winches, and lighter lines than on a bigger boat.

Moorage, haul-outs, and marine services are often billed by foot of boat length . A small sailboat makes traveling the world , far more affordable!

When something major breaks (like an engine) it will be less costly to repair or replace than it would be on a bigger boat.

how to remove rusted screw

Less time consuming

Smaller boats tend to have simpler systems which means you’ll spend less time fixing and paying to maintain those systems. For example, most small yachts don’t have showers, watermakers , hot water, and electric anchor windlasses.

On the flip side, you’ll spend more time collecting water (the low-tech way) . On a small sailboat, this means bucket baths, catching fresh water in your sails, and hand-bombing your anchor. Though less convenient, this simplicity can save you years of preparation and saving to go sailing.

Oh, and did I mention that you’ll become a complete water meiser? Conserving water aboard becomes pretty important when you have to blue-jug every drop of it from town back to your boat.

Easier to sail

Lastly, smaller boats can be physically easier to sail , just think of the difference between raising a sail on a 25-foot boat versus a 50-foot boat! You can more easily single-hand or short-hand a small sailboat. For that reason, some of the best solo blue water sailboats are quite petite.

As mentioned above small boats are slow boats and will arrive in port, sometimes days (and even weeks) behind their faster counterparts on long offshore crossings.

Consider this scenario: two boats crossed the Atlantic on a 4,000 nautical mile route. The small boat averaged four miles an hour, while the big boat averaged seven miles an hour. If both started at the same time, the small boat will have completed the crossing two weeks after the larger sailboat!

Less spacious

Living on a boat can be challenging — living on a small sailboat, even more so! Small cruising boats don’t provide much in the way of living space and creature comforts.

Not only will you have to downsize when you move onto a boat  you’ll also have to get pretty creative when it comes to boat storage.

It also makes it more difficult to accommodate crew for long periods which means there are fewer people to share work and night shifts.

If you plan on sailing with your dog , it might put a small boat right out of the question (depending on the size of your four-legged crew member).

boat galley storage ideas

Less comfortable

It’s not just the living situation that is less comfortable, the sailing can be pretty uncomfortable too! Pocket cruisers tend to be a far less comfortable ride than larger boats as they are more easily tossed about in big ocean swell.

Here are our 5 favorite small blue water sailboats for sailing around the world

When we sailed across the Pacific these were some of the best small sailboats that we saw. Their owners loved them and we hope you will too!

The boats in this list are under 30 feet. If you’re looking for something slightly larger, you might want to check out our post on the best bluewater sailboats under 40 feet .

Note: Price ranges are based on SailboatListings.com and YachtWorld.com listings for Aug. 2018

Albin Vega 27($7-22K USD)

small sailboats

The Albin Vega has earned a reputation as a bluewater cruiser through adventurous sailors like Matt Rutherford, who in 2012 completed a 309-day solo nonstop circumnavigation of the Americas via Cape Horn and the Northwest Passage (see his story in the documentary Red Dot on the Ocean ). 

  • Hull Type: Long fin keel
  • Hull Material: GRP (fibreglass)
  • Length Overall:27′ 1″ / 8.25m
  • Waterline Length:23′ 0″ / 7.01m
  • Beam:8′ 1″ / 2.46m
  • Draft:3′ 8″ / 1.12m
  • Rig Type: Masthead sloop rig
  • Displacement:5,070lb / 2,300kg
  • Designer:Per Brohall
  • Builder:Albin Marine AB (Swed.)
  • Year First Built:1965
  • Year Last Built:1979
  • Number Built:3,450

Cape Dory 28 ($10-32K USD) 

small sailboat

This small cruising sailboat is cute and classic as she is rugged and roomy. With at least one known circumnavigation and plenty of shorter bluewater voyages, the Cape Dory 28 has proven herself offshore capable.

  • Hull Type: Full Keel
  • Length Overall:28′ 09″ / 8.56m
  • Waterline Length:22′ 50″ / 6.86m
  • Beam:8’ 11” / 2.72m
  • Draft:4’ 3” / 1.32m
  • Rig Type:Masthead Sloop
  • Displacement:9,300lb / 4,218kg
  • Sail Area/Displacement Ratio:52
  • Displacement/Length Ratio:49
  • Designer: Carl Alberg
  • Builder: Cape Dory Yachts (USA)
  • Year First Built:1974
  • Year Last Built:1988
  • Number Built: 388

Dufour 29 ($7-23K)

small sailboat

As small bluewater sailboats go, the Dufour 29 is a lot of boat for your buck. We know of at least one that sailed across the Pacific last year. Designed as a cruiser racer she’s both fun to sail and adventure-ready. Like many Dufour sailboats from this era, she comes equipped with fiberglass molded wine bottle holders. Leave it to the French to think of everything!

  • Hull Type: Fin with skeg-hung rudder
  • Length Overall:29′ 4″ / 8.94m
  • Waterline Length:25′ 1″ / 7.64m
  • Beam:9′ 8″ / 2.95m
  • Draft:5′ 3″ / 1.60m
  • Displacement:7,250lb / 3,289kg
  • Designer:Michael Dufour
  • Builder:Dufour (France)
  • Year First Built:1975
  • Year Last Built:1984

Vancouver 28 ($15-34K)

most seaworthy small boat

A sensible small boat with a “go-anywhere” attitude, this pocket cruiser was designed with ocean sailors in mind. One of the best cruising sailboats under 40 feet, the Vancouver 28 is great sailing in a small package.

  • Hull Type:Full keel with transom hung rudder
  • Length Overall: 28′ 0″ / 8.53m
  • Waterline Length:22’ 11” / 6.99m
  • Beam:8’ 8” / 2.64m
  • Draft:4’ 4” / 1.32m
  • Rig Type: Cutter rig
  • Displacement:8,960lb / 4,064 kg
  • Designer: Robert B Harris
  • Builder: Pheon Yachts Ltd. /Northshore Yachts Ltd.
  • Year First Built:1986
  • Last Year Built: 2007
  • Number Built: 67

Westsail 28 ($30-35K)

small sailboat

Described in the 1975 marketing as “a hearty little cruiser”, the Westsail 28 was designed for those who were ready to embrace the cruising life. Perfect for a solo sailor or a cozy cruising couple!

  • Hull Type: Full keel with transom hung rudder
  • Hull Material:GRP (fibreglass)
  • Length Overall:28′ 3” / 8.61m
  • Waterline Length:23’ 6” / 7.16m
  • Beam:9’ 7” / 2.92m
  • Displacement:13,500lb / 6,124kg
  • Designer: Herb David
  • Builder: Westsail Corp. (USA)
  • Number Built:78

Feeling inspired? Check out the “go small” philosophy of this 21-year-old who set sail in a CS 27.

Fiona McGlynn

Fiona McGlynn is an award-winning boating writer who created Waterborne as a place to learn about living aboard and traveling the world by sailboat. She has written for boating magazines including BoatUS, SAIL, Cruising World, and Good Old Boat. She’s also a contributing editor at Good Old Boat and BoatUS Magazine. In 2017, Fiona and her husband completed a 3-year, 13,000-mile voyage from Vancouver to Mexico to Australia on their 35-foot sailboat.

Saturday 1st of September 2018

Very useful list, but incomplete - as it would necessarily be, considering the number of seaworthy smaller boats that are around.

In particular, you missed/omitted the Westerly "Centaur" and its follow-on model, the "Griffon". 26 feet LOA, bilge-keelers, weighing something over 6000 pounds, usually fitted with a diesel inboard.

OK, these are British designs, and not that common in the US, but still they do exist, they're built like tanks, and it's rumored that at least one Centaur has circumnavigated.

Friday 31st of August 2018

This is a helpful list, thank you. I don't think most people would consider a 28' boat a pocket cruiser, though!

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The 5 Best Sailboats For Beginners

5-best-sailboats-for-beginners

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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