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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

• More: 21 - 30 ft , Boat Gallery , day sailing , dinghy , Sailboat Reviews , Sailboats , under 20 ft
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11 Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

12th oct 2023 by samantha wilson.

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 sailboats for sale

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. 

Alerion boats for sale

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 boats for sale

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 boats for sale

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 boats for sale

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 for sale

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 for sale

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

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 boats for sale

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. 

Chuck Paine boats for sale

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 boats for sale

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.

More from: Samantha Wilson

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Best Small 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?

You Might Also Like:

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The Best Small Sailboat For Beginners. 8 Great Boat Options

Updated March 20th, 2024

If you are new to sailing and want to get a boat, what should you get? There are tons of sailboats out there on Craigslist, eBay, and Marketplace. Prices can range from free to a hundred thousand or more. What should you get for your first sailboat? Keep reading below to learn a little more about sailboats and what you should look for. I also have my picks for the best small sailboat for beginners.

What makes a sailboat good for beginners?

I learned to sail in middle school and have done it regularly since then. I spent my college summers working as a children’s sailing school instructor at a few yacht clubs around the US. I’ve raced sailboats a ton too on all kinds of boats from collegiate buoy racing too overnight long distance races. After years of doing this, I am way more of a go sailing for fun kind of guy than someone who lives for the competition.

For anyone thinking about learning to sail, it’s not that hard to learn sailing basics. You can teach yourself watching Youtube vidoes but it wouldn’t hurt to take a sailing lesson just to learn the basic sailing terms and see a live hands on demonstration of how to sail.

Here is what I have learned over the years for which boats make learning to sail easier.

Easy to sail

You need a boat that is easy to sail. You don’t want to get a boat that capsizes super easily. You want a stable boat that can tolerate some mistakes without sending you into the drink. You want a boat that isn’t too overpowered so it won’t feel terrifying if the wind picks up while you are out.

Easy to rig

You want a boat you can rig and put together easily. If it’s a trailerable boat you need a mast you can put up and down without hurting your back or needing a bunch of tricks. A racing boat with a lot of sail controls may have a ton of things you need to hook up when rigging it and lots of adjustments depending on wind conditions. A recreational day sailing boat may have very few. As a beginner sailor looking for a boat, less is more. You want something that leans towards, lift the mast, put the sails on, hoist, and go.

What exactly is a small sailboat anyways? A read an article recently in a popular sailboat cruising magazine. They labeled a 36 footer as a “compact cruising yacht”. There is nothing compact or small about a 36 footer. Bigger sailboats react slower to steering and sail controls. A larger boat will have a lot more momentum when you are trying to get on and off the dock. The bigger the boat, the more load and force on all the lines and sails.

I recommend learning to sail first on something simple like a Sunfish. A little 14 foot sailing dinghy that can hold 1 or 2 adults. If your more ambitious and want to start with a boat you could go cruising in then a Catalina 25 or 27 are good choices. You really should not go any bigger than that for your first boat. A Catalina 30 weighs twice as much as a Catalina 27 and you can’t just easily push it around the dock. A 30 footer should be saved for your second or later boat.

Dinghy vs keelboat

Your first sailboat can be a dinghy without a keel or a keelboat. Small keelboats can make really good learning boats. With most keelboats you don’t need to worry about capsizing. If you go with a dinghy get something that is easy to upright.

Flying Scots are used for learning sailboats in many places including a sailing club I used to belong too. They are big stable and tubby. They are horrible to upright if you do manage to capsize them. You will need help from a powerboat to do it. If you go for a dinghy with no keel, it is better to stick to 15 feet or under so you can upright it without outside help. The 16 to 20 foot dinghy is where it can take some skill to self rescue yourself after a capsize if it’s possible at all.

If you decide to get a 20 to 25 foot keelboat, it is easiest to keep them at a marina with a hoist or preferably in the water. Trailer launching keelboats is a challenge even with a swing keel because of how deep you need to get them in the water to float off the trailer.

Minimal sail controls

When you learn to sail, all you really need are a halyard to hoist the mainsail, a sheet to control the mainsail. You don’t really need anything else to be adjustable. That is all you need to sail upwind, downwind, or any other point of sail. Everything else is extra for a beginner.

1 or 2 sails

When you learn to sail all you need is a mainsail. The near perfect learning sailboat is the Sunfish which has a lateen rig with only 1 sail. It has really simple controls and you can rig it wrong and it will still sail for you.

It is okay to learn to sail on a sloop rigged boat with 2 sails. A mainsail and a headsail or jib. Stop there.

You don’t need a spinnaker. Ask anyone who has raced sailboats and they will have stories about what went wrong with a spinnaker. Spinnakers are responsible for breaking more stuff on a sailboat than anything else.

There are boats out there with 2 or more masts such as a ketch or yawl. The second mast is called a mizzen mast. Don’t even think of getting one of these either. It’s just more distraction and things that can break or go wrong. You don’t want a cutter rigged sloop. These have 2 headsails which you again don’t need or want.

Tiller steering

Your first boat should have tiller steering. Don’t get a boat with wheel steering. The wheel mechanism has a lot of drag and slop in it and you won’t feel how the boat is reacting. A tiller lets you immediately feel the boat is out of balance. A tiller is easier to learn to sail upwind with by learning to push it towards or away from the sail. Wheel steering is less intuitive. Stay away from that big cruise with a wheel.

Trailerable boats vs marinas

I grew up in central Pennsylvania where we had small lakes to sail on. This meant a trailerable small boat when we got our first sailboat. I currently live in Michigan near the Great Lakes. Most boats I’ve had as an adult have lived at a marina and not at my house.

If you want to sail more often, keep it rigged at a marina so you have to do the very least possible to get it out on the water. I use my sailboats way more often when I don’t have to hook it up to a car, drag it to the lake, rig it and do the reverse to go home. The downside is cost. Keeping even a Sunfish at a marina or yacht club can cost a lot.

If you want to experience sailing on a low budget, trailering smaller boats is a fine way to go. If you want more convenience and your willing to pay for it consider keeping your boat rigged at a marina.

Portable boats (multi-section hull or inflatable)

There are a few new entries in the boating world that focus on making the boat easier to store and transport. These involve either inflatable hulls or a folding or multi-section hull. These let you store the boat in your garage, large closet or spare room. You can fit them in the back of a small SUV for transport without roof racks or a trailer. 2 great examples of these are the Tiwal inflatable sailboat and Minicat inflatable catamaran.

Commonly available and easy to get parts

Stuff will break on your sailboat if you use it enough. Some parts on a boat are really generic such as pullies, blocks and lines. Other parts are not such as boom or mast end fittings, rudders, etc… There are a lot of cheap boats out on Craigslist. There are a million old 15 foot 2 person sloop rigged sailing dinghies out there in people’s yards. Before buying any of these make sure that all the parts are there. Do not buy one without seeing it rigged with sails up first.

If your not sure find an experienced sailor friend who sails to go look at it with you. If anything is broken look up to see if you can get a replacement part. For many of these old boats, replacement parts are impossible to find which is why they are being given away for not much or free.

If a boat has an active racing class still, there is a good chance replacement parts are available. Racers go out in high winds and push the boat which means they break stuff. Boats like a Sunfish or Laser that are still produced and raced all over are easy to get sails and spare parts.

Keep it inexpensive

When you are buying your starter boat, know that it won’t be your last boat. You will learn what you like and don’t like and you’ll want another boat. There is a disease among sailors called “Threefootitis”. No matter how big a boat you buy, you will always want one at least a 3 feet bigger boat. Don’t spend a ton on your first sailboat. There are tons of Sunfish out there for under $1000 and even under $500. I once got one for free that was still in racing condition. The biggest boat you should consider, something like a Catalina 27, can be had for well under $5000. Under $10,000 for a fully optioned one with wheel steering and a diesel inboard.

See our guide to how much does a small sailboat cost to learn more about what it costs to buy a sailboat.

My top 8 picks for the best small sailboat for beginners

1 – minicat inflatable catamaran.

Minicat makes a line of inflatable catamarans. They are available in a few sizes and suitable for children up to a few adults. Minicat’s use an inflatable hulls with a multi-piece mast and trampoline. The whole thing can be put away in 1 to 2 bags that are 6ft x 1ft x 1ft. They will easily fit in the back of an SUV with the rear seats folded or easily tied to a roof rack.=

The Minicat can hit high speeds just like a solid hulled catamaran. They have a full length fin down each hull to generate power. They are as fun to sail as any traditional hobie cat or other beach catameran but much easier to transport and store.

The Minicat 420 is their most popular design. It is about the same size as a Hobie 14 and good for up to 4 adults. You can learn more about or get one from Great Lakes Watercraft .

2 – Tiwal Inflatable Sailboats

Tiwal makes a line of 3 inflatable sailboats. They range from a basic dinghy to a performance racer. They are capable of sailing with 1-3 adults and children depending on the model. They break down into bags that will fit in the back of most people’s cars.

They use modern rigs with furling or reefing options so you can use them in a variety of winds. They use drop-stich construction to be able to create a v-hull that gives good performance on the water. The Tiwal 3R has hiking racks for even more performance.

Tiwal sailboats have been seen on Below Deck Sailing Yacht. They are one of the favorite water toys for people cruising on big boats. They let anyone try sailing with a small, easy to transport, and affordable package.

Visit Tiwal.com to learn more about their sailboats.

3 – Sunfish

I personally learned to sail on a Sunfish. It is still one of the best sailboats to learn sailing on. It is a super simple boat design that is easy and fun to sail and virtually anyone can rig or launch it.

Sunfish are small, 14 foot sailboats with a lateen rig that only has a main sail. They are sometimes referred to as board boats. They have a flat deck you sit on top of. These are common at beach resorts around the world so almost everyone has seen one at one point or another.

They are extremely simple to rig. You put the mast through the sail/booms and into the hull. There is one halyard to raise the sail. They have one sheet to control the sail. Racers have figured out ways to rig more controls but chances are, any boat you buy used won’t have them. 2 adults can easily fit on a Sunfish for sailing around.

Sunfish are very forgiving and easy to sail. The square sided hard chined hull makes them feel stable in the water even in a lot of wind. If you do capsize they are easy to upright and self bailing.

New Sunfish are still being built and they are raced in many places so parts are sails are easy to get. If you do feel like giving racing a try, chances are there is somewhere you can do it. The boats are sturdy and durable.

To learn more about Sunfish go here.

4 – Laser

A Laser is another 14 foot 1 or 2 person sailboat that falls under the board boat category. They are very common and raced all over the place. It is the most popular racing sailboat in the history of sailing. They are currently an Olympic class boat as well. They have been raced at the Olympics in every summer games since 1996.

Lasers are less stable and capsize easier than Sunfish. They are a bit faster and higher performance for those wanting a little more oomph. They are still manageable for beginners. They are one of the easiest boats out there to upright after a capsize. If you choose one, take it out on lighter wind days until you get the hang of it. Don’t start out on a day with lots of wind and white caps or you will probably spend the whole day capsizing over and over.

Lasers are available with different sized sails. The most common version is the standard laser. The next most common is called the “Laser Radial” which has a smaller sail and mast. Some boats will have both. If it’s your first boat I strongly recommend looking for a boat with a Radial rig.

The thing to watch for with Lasers is their mast step. This is where the mast goes into the hull. If you are looking for one, pour a glass of water into the hole and see if it stays there or drains into the hull. If it drains into the hull, walk away from that boat. The weakness of these boats is the mast to hull joint which weakens with time and lots of use. If the mast step holds water it is fine.

To learn more about Lasers go here.

5 – West Wight Potter 15/19

West Wight Potters are very small cruising keelboats. They come in 15 and 19 foot versions. The 15 footer can be towed behind almost any car. The 19 footer needs a good sized SUV like an Explorer. They are very simple sloop rigged boats without any extra racing controls. They have keels and are stable. There are lots of them out there and they are still being made.

These aren’t the fastest or flashiest boats out there. They are easy to rig, easy to sail and you can do trailer cruising on them. These are for sail regularly on Craigslist and Marketplace. They are known to be solidly built without any common failure points.

If you are looking for a small keelboat you can learn to sail with and tow around these are a great choice.

To learn more about West Wight Potters go here.

6 – Catalina 25 and Catalina 27

Dinghy sailing isn’t for everyone. Some people are more interested in a cruising boat they can go places with and stay over night. If that is you then a Catalina 25 or 27 is a great choice. Catalina 25 and Catalina 27s are 2 of the most common small cruising keelboats out there. They were built from the 1970’s through late 1980’s. There were thousands of both of them built. I have owned 2 Catalina 27’s and had a ton of fun on both of them. They are easy to sail, dock and take care of. They are at the large end of what you should consider for a beginner sailboat but still manageable.

Both boats were available with lots of options. Catalina 27’s can be simple with tiller steering and outboards. They can be more decked out with wheel steering and diesel of gas inboards. Catalina 25’s are the same although they are all tiller steering. Catalina 25s have either a fixed feel or a retractable keel for trailering. As a trailer boat they are huge and you’ll need something like an F350 to tow it.

For your first sailboat, look for a tiller steering, outboard motor, fixed keel version. Look for a boat with a roller furling headsail. This makes the boat much more easy to manage. You can reduce sail area by partially rolling up the headsail if it gets too windy. This is much better for your first boat then buying one with multiple sails that hank onto the headstay that need changed as the wind changes.

Do some more research into the boat for problem areas such as deck core rot or “Catalina smile” before buying one. Price wise, you can find them for $1000 to $10,000 depending on options and conditions.

To learn more about Catalina 25’s go here. To learn more about Catalina 27’s go here.

7 – Hobie 16/14

Hobie 16’s are the most popular beach catamaran in the world. They are common at beach resorts all over the world. I have owned one of these before too. They are also actively raced so parts and sails are easy to get. The Hobie 14 is the slightly smaller and less popular little brother. Both are available used all over the place for cheap.

Hobies are a ton of fun to sail. You can go really fast flying a hull in one. If you get one of your first sailboat use a bit of caution on when you take it out until you get used to it. Don’t start out on a day the wind is nuking and hope it will go okay because it won’t.

These are fairly easy to rig. This is the most complex boat I would ever recommend to a beginner. The mast can be challenging to raise and lower but there are easy ways Macguyver it and make it not so bad.

They do not tack easily upwind. Like all multihulls they can get stuck in irons easily when pointed into the wind. Sometimes you have to give it a little backwind and opposite rudder to get spun through the wind. It’s easy with a little bit of practice. It won’t tack as easily as a monohull.

To learn more about Hobie cats go here.

8 – The 2 person 14 foot sloop rigged sailing dinghy

There are tons of this type of boat available used everywhere. There isn’t any single one that is widespread around the US to mention a particular design. There are tons of 420’s and Flying Juniors, Capri 14’s, JY15’s, Islander 14’s, etc… out there. They are all meant for 2 people. They all have a sloop rig with main and jib and a retractable centerboard. They all aren’t that hard to rig. They all can be trailered behind any car.

They can be sailed by one person in light winds or 2 people in almost any wind condition. They can be self rescued by 2 people after a capsize without help. Keep this in mind if you think about sailing it alone on a windy day.

As mentioned earlier in the article. The thing to watch out for with this type of boat is making sure all the parts are there. Make sure it is in sailing condition before you buy it. If something is broken make sure you can replace it before buying it.

You might also like:

• How Much Does A Small Sailboat Cost? Big Fun For Small Money
• How To Pick The Best Windsurfing Equipment For Beginners

Ryan C Co- Founder & Chief Editor

I grew up back east in Pennsylvania and learned to sail on a small lake with my dad on a Sunfish. After that we bought a 2 person dinghy which eventually turned into a Laser. After moving to Michigan and the Great Lakes I picked up a Catalina 22 and then upgraded to a Catalina 27. I’ve owned Catalina’s, Hunter’s, Odays and some others. My current boat is a 1994 Catalina 320. I’ve raced small boats and large boats, including several Mackinac Island Races. I love doing boat projects and spending time on sailboats.

[email protected]

13 Best Liveaboard Sailboats (under 30 & 50 ft)

Choosing a boat to live on is a big deal — something you definitely want to get right. There are plenty of options to pick from, which can make the choosing process a bit daunting. So to help you navigate those deep waters (no pun intended), here is an article summarizing the 13 best liveaboard sailboats under 30 and 50 feet.

So what are the 13 best liveaboard sailboats?

Catalina 30, pacific seacraft flicka 20, nonsuch ultra 30, aventura 34, island packet 35, peterson 44, prout snowgoose 37, gulfstar 44, beneteau oceanis 50.

Beautiful lineup, isn't it? Let me explain what makes these so special.

Picking the Right One Matters

Picking a liveaboard sailboat belongs among those kinds of decisions that require months, if not years of research and testing.

It is not like choosing a car - those are more or less the same, and although they vary widely in terms of comfort, feeling, and performance, rarely you would encounter one that wouldn't get you from point A to B reasonably.

The same goes for a house or an apartment. Regardless of if you get a 200 square foot condo or a 30,000 square feet mansion, it will most of the time provide a warm shelter with a shower and a kitchen and a bed, fulfilling its basic functions.

But this is only the case because there is extensive infrastructure in place helping cars and houses. A car can only get you from A to B thanks to roads. A house can only have a shower and a kitchen if it is connected to a grid.

But on a boat, you are on your own.

The sea doesn't adjust its waves for your comfort. If something breaks, there is usually not a repair shop nearby. You aren't always connected to water or electricity. And if you don't like what you see around yourself, it's not like you can just leave.

So a liveaboard boat needs to provide what a house does, what a vehicle does, and more, plus it needs to provide this regardless of if you are docked in a marina or in the middle of the Pacific Ocean. That is a lot to ask, especially if we are talking about boats around 30 or 50 feet.

Fortunately, every single boat on this list is an all-star that ticks all the right boxes. Let's see why.

I know, I hear you, it isn't exciting enough as it doesn't perform that well. Sure. But we are talking about a boat that is supposed to be a house too. So why is it on the list?

This boat has been in production since 1975, which means that it has been extraordinarily well-refined according to the suggestions of thousands of owners. And this manufacturer is known for listening to the sailors' feedback. It is a very popular model, so finding spare parts for it will always be easy. Its famous well thought through the salon, and cabin layout is generous and spacious, so Catalinas are comfortable boats to live on. Plus, the boat has quite a wide beam, great ballast/displacement ratio as well as low sail area/displacement ratio, making it a stiff boat under sail, which adds to stability and comfort.

Good condition MkIII Catalinas can be found for about $35,000, but given the volume of these on the market, you can find a usable one even for around $15,000.

This one is a hero. I'd be hesitant to call such a small boat a comfortable liveaboard if it wasn't for this model. For its size, the interior is very spacious. It is also made for comfort since it seems to be inspired by the aforementioned Catalina 30. In fact, after reading some reviews, I am confident in saying that you will not find a significantly more comfortable 27 footer out there.

It also has a talent very uncommon for liveaboard boats - you can put it on a trailer, which can make your life easier when it comes to certain trips. But most importantly, it is a beauty. Just look at it.

Pricing this boat is a tricky task. You can buy nearly new ones (2015) for around $140,000, but even for $50,000, you can stumble upon models from both the 80s and the 2000s. This means the condition is a big factor, and you gotta inspect your choice well. The good news is that whatever your price in that range, you will find a boat for that money. The bad news is that the cheaper you go, the more effort will the potential repairs take.

I thought the Nor'Sea 27 is gonna be it, but let's push the size limit even more with the 20 foot Flicka, this tiny, towable, but seaworthy beast that accomplished several circumnavigations. Upon entering, you will be amazed at how spacious and equipped with amenities the interior is. Its designer lived on this boat with his partner (who too was a naval architect) for years and cruised all around the world - and what a proof of confidence in his own design that is.

Truth be told, there is a lack of deck space, but underneath it has the comfort and size of a boat a few meters larger, a space you can comfortably live in. Due to its size, it is easy to operate, tow, and sails better than what you would expect from a boat this length.

This boat is incredibly charming, and so its owners rarely sell it. In fact, it has amassed quite a following since it was designed into existence. So expect to spend quite some time searching for one for sale. Once you do find one, it will cost you around $30,000 - $40,000.

This one's a weird one. But because of it, a very spacious one. It is structured as a catboat, that is, with the mast being all the way on the front of the boat, which makes for impressive space below the deck. It has all the necessary amenities, including a shower, so for the liveaboard lifestyle, this boat definitely deserves to make this list.

The single sail catboat design also means it is easy to handle single-handed, which makes for great solitary passages.

Expect to pay around $40,000 to $60,000 for this one.

Though I am trying to keep this list in lower price ranges, I have to put this one in. If you don't mind the price tag of around $170,000, this boat is marketed as the currently cheapest liveaboard catamaran. As previously mentioned, cats offer the most in terms of space, and this model is a brand new one. Thus when it comes to service troubles and costs, you wouldn't pay much. The look is modern, relatively minimalistic and sleek, so for those of you who would like to give the liveaboard lifestyle a go but get cold feet upon seeing boats from the 80s, this is a way to make sure things remain stylish.

The modernity, space, and attention to practicality when it comes to using this as your home, make this a great entry-level liveaboard choice.

Again, this is no performance vehicle. Rather it focuses on the usual cruiser aspects - space, stability, sturdiness, and convenience, which makes it an ideal candidate for your choice when looking for a new floating home. Aside from the spacious interior, this boat also has an unusually large cockpit, great for those lunches on the deck.

As if the designers knew this might be used by the liveaboard people, this boat is easy to handle, which means even under sail, you won't have issues focusing on what you came for in the first place - sea living.

This boat can be found on the market for around $75,000 - $100,000.

The great thing about the Hunter 33 is that it was designed as more of a house than a sailboat. The attention to accommodation details is great here; there is plenty of space for sleeping the owners as well as the occasional visitors, it has a fantastic headroom throughout the boat and one of the most spacious and comfortable dining spaces seen on boats this size.

Food preparation and consumption was probably high on the priority list of the makers; the kitchen has an L shape, which adds to the convenience.

The price spread on these is quite large, with the bottom around $55,000 for the 2004 models and the top around $95,000 for the 2013 models.

This one is for those who don't mind sacrificing luxury for space. If in the middle of the ocean, it makes sense that one would want as much of usable space as possible, so if you are okay with the simplicity that will inevitably come with a system like this, you have found your match.

An undeniable advantage of such a design approach is that the storage space is maximized. Long passages with the need for plenty of room for equipment and provisions won't be a problem here. The simplicity of this boat is not just in terms of design, but even the electrics and plumbing. Thus if something breaks, you will have an easier time fixing it.

This being an older model, you can get your hands on one for around $30,000.

Since we are mostly looking at cheaper boats here, most of them aren't new - in fact, they likely have quite a few years behind them. The build quality is thus important. You want to go for builds that will last. Peterson is known for this, so it's gotta be on the list. As far as this list goes, it is quite a large boat. Moreover, it is one that has been built with spaciousness in mind, both when it comes to living spaces and storage.

A neat thing about this boat is its attention to performance. It isn't a racer; rather, it fits in the performance cruiser category, but they haven't made too many speed-related compromises here.

Peterson 44 can usually be found for $80,000 - $100,000.

There needs to be a catamaran on this list - they are, by definition, more spacious than monohulls, providing a large living area, which is, of course, an attractive characteristic for a liveaboard boat. Especially if they have a solid bridge deck, creating yet more square feet of usable space, which Snowgoose has. Unfortunately, they tend to be costly. While it is easy to recommend a bunch of half a million dollar cats, to make this list more within reach of the average sailor, I've found this beauty that you can get for around $100,000.

Aside from the extra space, this model is a true bluewater cruiser, meaning you won't be limited by its abilities when planning your journeys.

Those of you who had the pleasure of sailing this boat know why it needs to be here. It was built for a liveaboard lifestyle. Its wide body makes for one spacious interior which is well ventilated, (a very important aspect) with a beautiful galley and it has a large aft cabin with a huge bed. It was made with comfort, practicality, and convenience in mind.

Not to sound like a salesman, but believe me when I say this boat is a genuine pleasure to be on. If you want the homey feeling, you don't get much closer than this in this size range.

Expect to pay around $80,000 - $100,000 for this one, though some digging around and 'fixing her up' can knock this number down significantly.

This is another easy choice, space being the reason. Not only does it have an extra-large main cabin and salon with a kitchen, many small Parisian apartments could envy, but it is also very generous in terms of storage space. Stocking up for longer crossings will be a pleasure on this one.

Also, it was built as a racer-cruiser, so you won't be making many compromises in terms of performance, as is often the case with comfortable boats.

All of this comes for a price, though. You might be able to find one for around $100,000 if you put some time into your search and won't mind a bit of travel to see it, but otherwise, the average price is around $130,000.

Let's end this list by stretching the ceiling too with this fifty-footer. It was designed as a holiday cruiser, and it is a popular choice among charter companies. The designers know that there are places in Europe where it is very easy to get a sailing license, so many inexperienced people who don't want to give up the comforts of their home end up on these boats. Oceanis 50 is thus comfortable, spacious, easy to sail, and the attention to accommodation details, amenities, and practicality, is very high.

As such, it is designed to house whole families, so if you live there as a couple, you will have a floating house for yourself, and if kids come, no need to buy a new boat. Even on the deck, this boat is designed for pleasure cruises, so as far as that goes, you will be taken care of. As far as their seaworthiness goes, some consider Beneteau an entry-level holiday brand, and some models are indeed more designed for coastal hopping than large crossings. But that can be fixed with some proper fitting.

If you fancy a new one, you will find yourself paying above the $500,000 mark, but older models start a bit above $100,000. Which is something a person who just sold all their possessions to escape to the sea is more likely to have. Just be a bit careful with boats sold by charter companies. Their previous owners serviced them regularly, but you can be sure the hundreds of sailors that touched the helm weren't necessarily skilled or kind to them.

So there you have it. $15,000 - $50,0000 range, 20 - 50-foot sizes, from cozy towable boats to large sailing houses. A range anybody can choose from to pursue the liveaboard dream. Nothing is stopping you now, so hit the yachtworld.com website and start browsing.

Know though that if you really want to take advantage of the boat market, you might have to travel quite a bit. If you are an American, the strong dollar will make it enticing to look for a boat in European countries without the EUR currency. Or you might find plenty of cheap models in Turkey, for instance. It requires more effort, but in return, it might save you tens of thousands of dollars.

Fair winds!

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Featured Sailboat:

Best Single-Handed Bluewater Sailboats

Last Updated by

Daniel Wade

December 28, 2023

Sailing alone in racing or time on the water is a great experience. Finding the best single-handed blue water sailboat for those needs can be a tough task.

Regardless if you have a cruiser or racing sailboat, a single-handed one can offer many opportunities versus larger boats. So what are some of the best ones on the market?

The Hunter Channel 31, J/109, and West Wight Potter 19 are great budget-friendly, single-handed sailboats. Moving up in price, you can look at Hanse 371, Jeanneau Sunfast 3200, and even a Dehler 29. Depending on the size and the amount of features it has will determine what they are worth.

While the budget will play a role in finding the right single-handed boat for you, there are plenty of other factors to consider. These range between comfort, stability, and useful features.

According to experts in sailing, most prefer comfort over price as long as it is justifiable with the amount you are paying. As long as it is not too far over your budget, you could consider a slightly higher-priced boat if it has a few more bells and whistles to make your life easier.

Table of contents

‍ 12 Single-Handed Sailboats to Consider

Whether you are planning to cruise around or going out for the day sailing, there are a handful of sailboats to consider. You want to choose one that is best operated alone and would not need additional hands to make it work.

{{boat-info="/boats/rs-sailing-rs-aero"}}

For a fun day out at sea, it is hard to pass up on a quality dinghy . This one, in comparison to other dinghies, is fairly light and takes hardly any time to set up.

The RS Aero is one of the more technologically advanced dinghies for one individual to use. This one in particular has amassed a handful of awards for the best performance overall.

Due to its popularity and quality, these range between $10,000 to $15,000. If you find it any cheaper than that, it could be worth the investment.

2. Beneteau Oceanis 62

{{boat-info="/boats/beneteau-oceanis-yacht-62"}}

If you are feeling a bit adventurous or feel confident in your ability to handle a large boat by yourself, then try out the Beneteau Oceanis 62 . This boat is slightly over 60 feet, so it is recommended that you have all your ducks in a row before setting sail.

Thankfully, the boat was designed with ease of use in mind. So this could easily be operated by one person if they have some experience with it.

If you purchased this one for the family, then you can still have the added benefits of taking people with you. But if you decide you want to be by yourself, that is an option too.

This boat is valued around $600,000, so it is arguably one of the more expensive options for just a single handed sailboat. But if you are looking for a family boat, you are killing two birds with one stone.

3. Hunter Channel 31

{{boat-info="/boats/hunter-channel-31"}}

This British made sailboat debuted in 2001 with a twin keel, making it a great choice for solo sailing. While it has a rich history in racing, the design has gone through slight adjustments over the years to make it a solid cruiser.

With its incredible handling and quick turns, this sailboat has excellent handling. The hull structure allows it to have a low center of gravity and provide it with increased stability compared to other racing boats.

The deck layout, in combination of the self-tacking jib and tiller steering, allow this boat to be one of the best on the market if you can find it.

You can usually sail these fractionally rigged and reef with ease from the cockpit. For around $35,000, you are getting a great deal on a boat that has everything you need.

{{boat-info="/boats/j-boats-j109"}}

If you are not quite ready to venture out alone or want the availability to take people out with you, then the J/109 is a great sailboat to look into. These were first built in 2004, so you should be able to still find them today.

If you decide that you want to take it out by yourself, you could look into going offshore and into areas where other boats have difficulty reaching. You might be able to get it to plane on open water, but it is a little heavy.

With its asymmetric spinnaker, you should be able to jib from the cockpit with light wind. Even in heavier winds, this boat offers great stability.

Due to its high standards of construction and long term stability, these boats are still valued around $60,000. If you can find one a little less for that, it could be a steal.

5. West Wight Potter 19

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

This boat design has been around since 1979, which prioritized safety and handling. Those factors alone make it a quality solo handling boat.

This sailboat has grown on many over the last three decades. People have probably overlooked it due to its name, but you should definitely check it out if you find one.

The slight design changes over the years have turned this into a tough little boat. It has a Bermuda rigged sloop and can handle various conditions.

With its lifting keel, it allows it to navigate shallow waters. This boat might be one of the more versatile options out there if you plan on sailing in shoal drafts.

For the price, it is hard to beat something less than $10,000. If you are wanting a newer version with upgraded features, you could be spending around $25,000.

6. Hanse 371

{{boat-info="/boats/hanse-371"}}

For a mid-sized cruiser, it will be hard to pass up a Hanse 371 if you come across it. This boat design is geared towards single handed sailing, with a perfect mix of older and newer technology.

It has a furlong and self-tacking jib, along with an autopilot feature making it easy to use for one person. For a boat that was built around 2000, it was well ahead of its time.

Even though the boat is a bit larger than some others for solo sailing, you will have plenty of space to move around. With the large galley and quite a bit of cabin room, you will feel like you are in a mansion.

The look and handle of this boat is favored by many, which is why it still holds its value. You can potentially find ones for sale around $60,000.

7. Jeanneau Sunfast 3200

{{boat-info="/boats/jeanneau-sun-fast-3200"}}

From the first glance at this boat, you can see that it has a traditional look compared to other sailboats. Since it is smaller and lighter, it makes it easy to handle through many conditions.

The boat was originally designed to be a racer, so you have stability and strength in addition to speed. These were built around 2008, but still offer some of the best technology you will find today.

For space, you will have plenty of room just for yourself. There are two double cabins, galley, and a head compartment.

This fractional sloop, along with the keel, can provide easy sailing in either direction of the wind. You can comfortably have the mast around 60 percent to reach a comfortable speed.

This boat is still modern, so you will see these a little bit more often than some others. You will likely find them for about $160,000 but you get all of the latest technology and a boat that is built to last.

8. Tartan 3700

{{boat-info="/boats/tartan-3700"}}

The Tartan 3700 is another quality boat that you can live on and comfortably cross the sea with. Thanks to the self-tacking jib, it allows the boat to be used easily by one person.

This boat was originally designed in the 1970’s, but still has value today. It has been proven to be a great boat to cover long distances and with multiple people on board.

Even though this one might be a little bit older in comparison to other single handed boats, the price still ranges close to $150,000. Rest assured, there is still quality and reliability with this sailboat.

9. Dehler 29

While this boat is not as popular in America, the Dehler 29 is a popular German sailboat. This boat is starting to become popular as more sailors look for single handed boats.

In 1998, this boat earned the honors for boat of the year and sailing boat of the year in the Cruising World Magazine. Since then, it still performs with quality since day one.

Since it is equipped with a tiller, you can steer this boat with ease. This offers one of the best opportunities to steer a boat without having to have an extra set of hands.

For the price, you can still find these on the market for slightly under $60,000. This is what you will pay for top quality German sailboats.

10. Rhodes 19

{{boat-info="/boats/oday-rhodes-19"}}

The Rhodes 19 is another classic style sailboat that many will gravitate to when they see it. Not only is it perfect for solo sailing, but you can have a few people on board if you enjoy family time.

The hull design is meant to be forgiving on the water, allowing it to easily handle heavier conditions. Since day one, this boat’s design has stood the test of time whether you are experienced or a newbie when it comes to sailing.

You can sprit rig this boat or simply use a Bermuda rig to help push you along with the wind. Since it has a low center of gravity, you do not have to worry about stability with this one.

Depending on your location, you can still find these for about $20,000. Assuming it is in good condition, you might find them slightly higher priced.

11. Pacific Seacraft Flicka 20

{{boat-info="/boats/pacific-seacraft-flicka-20"}}

This boat has a strong history of solo sailing , simply because having more than one or two people would be uncomfortable. These were very common around the 1980’s and there were roughly 400 of these built. If you can find one that was built in the late 90’s, that would be your best bet.

The reason this boat deserves some attention is that you can potentially find it for a great price and live on it. This boat is also towable, making it easy to take with you no matter where you go. For just under $20,000, you can find plenty in good condition.

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

The Laser is a specific boat that you have probably seen in the Olympics. This small boat is simple and ready to go exploring for solo sailing.

This is arguably one of the most popular single handed boats out there. If you want the simplest option for sailing by yourself, look no further than a Laser.

This boat can use various rig types, so whichever method you prefer. Most use cat rigging since there is no headsail and just one mainsail. It also helps that this boat is easy to set up, making it desirable for solo handlers.

For the price point, you cannot beat $7,000 compared to other single handed boats. Due to its popularity and quality, you might have to pay a little more.

Why You Should Solo Sail

Solo sailing is an experience like no other and even replicates similar adrenaline rushes in other sports. If you are not seeking the thrill, there are boats drained to take it a little bit slower on the water.

Regardless of your skill level, you should consider the experience at least once in your life. The beautiful thing about this is, it does not have to be the perfect boat to get it done.

There are even plenty of sailors that have sailed on much larger boats or ones that were designed for more people. It all depends on the adventure you are trying to seek, but there is clearly not another like it when sailing on your own.

Features to Look for in Single-Handed Boats

When solo sailing, there are plenty of features that can separate one boat from another. These can make a big difference in how your adventure goes for the day.

The conditions at sea are often unavoidable and something that everyone has to deal with. Whether you are solo saling or with a crew, everyone has to be aware of tough conditions.

If you sail alone, you are required to do everything in order to make it back safely. Having something with an automation system will be huge for solo sailors.

If you have a quality boat, the next best thing would be automation systems on board to help your life sailing much easier. Some of these systems include autopilot, electric windlass, roller furling, and even a radar.

Other sailors might want lines that run to the aft, a wind vane, or a hydraulic system for the bow or stern. Basically anything that you can do with a click of a button to reduce manual labor.

While this is an obvious option, you do not want to forget about stability. No matter how fast the boat is or how many cool features it has, those will be useless if you have issues with handling.

You want a boat that has wide beams and shorter waterlines. While this limits some speed, that is a much better trade off than having nothing at all.

Easy to Use

When picking out your single handed sailboat, you want one that is easy to use. If there are too many features that are required to get it going, you either need more experience or that boat is not right for you.

Try finding one that only requires a few steps in comparison to other ones. You might have to pick one that is a bit smaller in order to get used to it all, which is all you really need since your are by yourself.

Many sailors will have their preferred sails when going out on the water. A unique sail design that you could look for is the Bermuda sail with a gaff sail.

This allows you to have more sail area on a shorter mast. It also allows you to have better control and less heeling force that is common for longer sails.

It does make sense to choose the one that is right for your boat and what is most comfortable to you. After you find the right boat for you, you should strongly consider the sails it has.

Rigging Type

When it comes to solo sailing, the gaff rig is one of the best rig types. Even though the Bermuda is the most common, you lose some windward capabilities since it is lower.

The gaff rig makes the most sense because it is easier to use and has the best downwind performance. Each sailor will have their preferred rig type, but in solo sailing, the gaff stands out the best.

Price Point Makes a Difference

You do not have to break the bank when deciding what boat is best for solo sailing. There are boats that can fit within any budget, and you just have to know what you are looking for.

Just because a boat is priced over $100,000, does not guarantee that it is the best on the market. Depending on the brand, how many features it has, and how big the boat is will determine the price.

Some of the best single handed sailboats are priced less than $20,000. It all depends on the type of adventure you are seeking and how much money you are willing to spend.

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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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