small sailboat with cabin

13 Best Beginner Sailboats with Cabin (For Any Budget)

Have you ever thought you couldn't afford a sailboat with a cabin? Think again. In this article, you will find 13 beginner sailboats that will suit your budget. We've considered various factors such as safety, ease of handling, and affordability in our selection. These sailboats offer cabins, providing a much-needed break during extended trips and offer the option of overnight stays.

The best beginner sailboats with cabins are Catalina 22, West Wight Potter 19, Com-Pac 23, Hunter 240, MacGregor 26, Montgomery 17, O'Day 22, Precision 18, San Juan 21, Sea Pearl 21, Sirius 22, Tanzer 22, and Ventura 23. Their prices can range from around $5,000 to $30,000.

Whether you're just dipping your toes into the world of sailing or planning on making it a lifelong passion, our list of beginner sailboats with cabins has something for everyone. This will help you focus on what really matters: enjoying your time at sea and mastering the art of sailing.

• Test-sail a few models so you can get a feel for how each boat handles and performs.
• Check out online forums to find user reviews and insights on each model you won't find anywhere else.
• Choose a sailboat that matches your current skill level, such as a small boat with simple rigging and easy handling.
• Identify how you plan to use your sailboat, whether for weekend cruising or for racing.
• Choose a boat that not only fits your budget but also ensures enough space and comfort for your activities.

On this page:

Best beginner sailboats with cabin, let's decide on a sailboat with cabin, understand your needs when choosing a sailboat with cabin, factors to consider for your sailing needs and experience level.

1. Catalina 22 is a classic sailboat that has been popular for over 50 years

The Catalina 22 is an excellent choice for beginners due to its spacious cabin and easy handling. You can get it for $10,000–$20,000. You will appreciate its versatility and stability, which makes sailing more enjoyable and less intimidating. With a length of 22 feet, it's a great boat for beginners because it's easy to sail and has a comfortable cabin. It weighs 2,500 pounds.

2. West Wight Potter 19 is another good option for beginners

Your confidence will grow while sailing the West Wight Potter 19, a compact and sturdy sailboat. You can get it for $5,000–$15,000. Its compact design and shallow draft make it perfect for navigating tight spaces and shallow waters. It's a small sailboat with a cabin that's easy to handle and can be trailered. It weighs 1,200 pounds.

3. Com-Pac 23 is a larger sailboat that's still easy to handle

A great option for beginners seeking comfort is the Com-Pac 23. You can get it for $20,000–$30,000. This sailboat offers a cozy cabin and ample storage for your sailing adventures. Its stability and performance will undoubtedly enhance your sailing experience. It has a roomy cabin and is a good choice for those who want to spend longer periods of time on the water. It weighs 3,000 pounds.

4. Hunter 240 is a popular sailboat that's great for beginners

The Hunter 240 combines functionality and performance, making it an excellent beginner sailboat. You can get it for $10,000–$20,000. You will appreciate its roomy cabin and user-friendly design, which make sailing a breeze. It has a large cockpit and a comfortable cabin, making it a good choice for day sailing or weekend trips. It weighs 3,500 pounds.

5. MacGregor 26 is a versatile sailboat that can be used for both sailing and powerboating

If versatility is essential for you, the MacGregor 26 fits the bill. You can get it for $10,000–$20,000. This sailboat easily adapts to both sailing and power boating , providing you with a unique and enjoyable experience on the water. It has a roomy cabin and is a good choice for those who want to explore both the water and the land. It weighs 2,250 pounds.

6. Montgomery 17 is a small sailboat with a cabin that's easy to handle and trailer

The Montgomery 17 offers a great sailing experience for those new to the sport. You can get it for $5,000–$15,000. You'll find its compact design and easy maneuverability make it an excellent choice for building your sailing skills. It's a good choice for beginners who want a simple, no-frills sailboat. It weighs 1,000 pounds.

7. O'Day 22 is a classic sailboat that's easy to handle and has a comfortable cabin

Beginners will love the O'Day 22 for its simplicity and accessibility. You can get it for $5,000–$15,000. With a spacious cabin and dependable performance, this sailboat will ensure your sailing journey is smooth and enjoyable. It's a good choice for those who want to spend longer periods of time on the water. It weighs 2,700 pounds.

8. Precision 18 is a small sailboat with a cabin that's easy to handle and trailer

The Precision 18 is designed with beginners in mind. You can get it for $5,000–$15,000. You'll appreciate its manageable size and capability to navigate various sailing conditions with ease. It's a good choice for beginners who want a simple, no-frills sailboat. It weighs 1,150 pounds.

9. San Juan 21 is a popular sailboat that's great for beginners

The San Juan 21 is a fantastic option if you're just starting. You can get it for $5,000–$15,000. Its good performance and stability will allow you to develop your skills with confidence. It has a large cockpit and a comfortable cabin, making it a good choice for day sailing or weekend trips. It weighs 1,900 pounds.

10. Sea Pearl 21 is a unique sailboat that's great for beginners who want to explore shallow waters

You will love sailing the Sea Pearl 21, a beginner-friendly sailboat known for its shallow draft and stability. You can get it for $10,000–$20,000. Its compact design makes it easy to handle and perfect for weekend getaways. It has a shallow draft and a comfortable cabin, making it a good choice for those who want to spend time on the water and on the beach. It weighs 1,200 pounds.

11. Sirius 22 is a versatile sailboat that's easy to handle and has a comfortable cabin

The Sirius 22 has a comfortable cabin and user-friendly layout, which makes it an excellent choice for beginner sailors. You can get it for $5,000–$15,000. You'll enjoy sailing in various conditions thanks to its stability and performance. It's a good choice for those who want to explore both the water and the land. It weighs 2,800 pounds.

12. Tanzer 22 is a classic sailboat that's easy to handle and has a comfortable cabin

If you're looking for a beginner sailboat that's easy to handle, the Tanzer 22 is a great choice. You can get it for $5,000–$15,000. Its functional design and favorable performance make it a popular choice among novice sailors. It's a good choice for those who want to spend longer periods of time on the water. It weighs 2,700 pounds.

13. Ventura 23 is a popular sailboat for beginners that has a roomy cabin

Ventura 23 has a spacious cabin that can accommodate up to four people. You can get it for $10,000–$20,000. It's easy to handle and is a good choice for weekend trips or longer periods of time on the water. Its user-friendly features make it easy for beginners to navigate and enjoy their time on the water. It weighs 4,000 pounds.

When choosing the perfect beginner sailboat with a cabin that suits your budget and needs, consider these factors:

Test sailing on a few models

This allows you to get a feel for how each boat handles and performs. Reach out to dealers or sailing clubs, as they may offer opportunities for you to try out different sailboats. Remember, your comfort and confidence on the water are crucial, so it's essential to choose a boat that feels right for you.

Research on various sailboat models

Invest some time in thorough research on various sailboat models within your budget. This will help you understand their features, strengths, and weaknesses. You can do this by consulting online resources, speaking with experienced sailors, and visiting boat shows.

Reviews from fellow sailors

Don't underestimate the power of reviews from fellow sailors. Reading the real-life experiences of others who have sailed on different boat models can provide valuable insights into their performance, maintenance, and overall satisfaction. Check out online forums, sailing magazines, and customer testimonials to gather a variety of opinions on the sailboats you're considering.

There are numerous online forums and communities dedicated to sailing enthusiasts and beginners where you can ask questions, share experiences, and learn from others who share your passion. In these spaces, you can find valuable advice and recommendations from experienced sailors on the best beginner sailboats for various purposes and budgets.

Some popular sailing forums and communities include:

• Cruisers Forum
• Sailing Anarchy
• SailNet Community
• Yachting and Boating World Forums

By participating in these communities, you'll be able to expand your knowledge, make new friends, and stay up-to-date with the latest trends and developments in the sailing world. Just remember to always approach online interactions with a friendly tone and an open-minded attitude, as this will help create a positive and supportive learning environment.

Consider the following factors to help you make the best decision that caters to your preferences and budget:

Sailing experience

As a beginner, it's crucial to choose a sailboat that matches your current skill level . Smaller boats with simple rigging and easy handling, like the Sunfish or Hobie Cats, are great for those who are just starting. As you gain experience, you may transition to larger vessels with more advanced features.

Preferred types of sailing activities

Always think about what type of sailing activities you prefer. Some people enjoy leisurely weekend trips , while others are more interested in racing. For example, the West Wight Potter is an excellent choice for weekend cruising, while the Challenger Trimaran is more performance-oriented for racers. Identifying how you plan to use your sailboat will greatly help you make the best choice for your needs.

Your budget for a sailboat with a cabin

Finding a sailboat within your budget range is essential, but also keep in mind the ongoing costs such as maintenance, mooring fees, insurance, and fuel. With realistic financial planning, you can make a wise investment in a sailboat that suits your needs and avoids future financial issues.

In this section, we will discuss the following important aspects when choosing the best beginner sailboat with a cabin: size and layout, ease of handling, and maintenance and upkeep.

Size and layout of the sailboat

The size of the sailboat is an important consideration, especially if you plan to spend nights on board or have guests join you. Choose a boat that not only fits your budget but also ensures enough space and comfort for your activities. A good starting point might be boats between 22 and 30 feet in length, offering a combination of living space, stability, and sailing capabilities.

Think about the layout of the cabin and the overall interior design. Make sure there are enough berths for everyone staying on board, and consider the placement of the galley, head, and storage areas. Keep in mind that a well-designed layout can make a small space feel larger and more comfortable.

Ease of handling the sailboat

As a beginner, it's crucial to select a sailboat that is easy to handle and maneuver. Tiller steering is a great choice for beginners, as it helps you gain a better understanding of the boat's direction and the wind's force. Look for boats with simple rigging, easy-to-reach controls, and a responsive helm. This will ensure a smoother and more enjoyable learning experience as you build your confidence in sailing.

Maintenance and upkeep of the sailboat

Owning a sailboat comes with the responsibility of regular maintenance to keep it in top shape. Familiarize yourself with the costs and tasks associated with upkeep, such as cleaning, painting, and inspecting critical components. Choose a boat with a proven history of durability and low-cost maintenance, so you don't end up dedicating all your time and money to its upkeep. Fiberglass hulls, for example, tend to be easier to maintain than wooden ones.

Duane Stallings

Who makes the “Ventura 23” that weighs 4000 lbs? I can’t find it anywhere.

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You may also like, sailboat parts explained: illustrated guide (with diagrams).

When you first get into sailing, there are a lot of sailboat parts to learn. Scouting for a good guide to all the parts, I couldn't find any, so I wrote one myself.

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20 Best Small Sailboats for the Weekender

• By Mark Pillsbury
• Updated: May 24, 2024

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

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

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

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

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

Marblehead 22 Daysailer

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

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

West Wight Potter P 19

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

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

Super Snark

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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16 Affordable Small Boats with Cabins

Explore top affordable small boats with cabins - perfect for travelers seeking value & comfort on the water. Ideal picks for various sizes & speeds!

It’s difficult to find an affordable small boat with a cabin as even boats without cabins are often pricey. Boats with extra amenities such as cabins, kitchens, and showers are generally expensive, but that’s not always the case. So, what are the best affordable small boats with cabins?

The best affordable small boats with cabins are the Sea Ray Sun Sport 230, Stringray 208cr Cuddy Cabin, and Cutwater 242 Sport Coupe. You can also save money with the Jeanneau 1095 NC and Pro-Line 20 Express which both have roomy cabins at a great price. Otherwise, consider the Jet Capsule Mini Yacht and Dusky 227 Fish Cruiser.

Each of these small boats with cabins falls below the price point that you typically find on the market. However, that doesn’t mean that they lack amenities that make a boat so appealing, to begin with. Follow along as we explore the most affordable small boats with cabins and highlight their features.

Affordable Small Boats With Cabins

Finding small boats with cabins often comes at a high cost that many people are unwilling to meet. Cabins add plenty of value to boats, and it’s hard for many people to justify the extra cost . Luckily, there are many affordable small boats with cabins that don’t come at premium costs.

1. Sea Ray Sun Sport 230

Sea Ray makes many affordable boats, but the Sun Sport 230 is their best one that features a cabin. There are several models of the Sun Sport 230 with different floor plans that are 19’-40’ long . It’s hard to tell that this boat has a cabin from the outside because of its simple layout, but you can find it below the deck.

Below-deck cabins are the best use of space, especially if you are looking for a small, affordable boat. The cabin is spacious and features comfortable seating with cushions for lounging or sleeping. This is the main appeal of what is an otherwise impressive-yet-standard boat.

Boats with cabins generally average $75,000 but can exceed $100,000 in most cases. Luckily, the Sea Ray Sun Sport starts at $61,995 which is quite low for a boat with a cabin. That is a bargain when you consider the 50-gallon engine and world-renowned performance.  

2. Stingray 208CR Cuddy Cabin

The Stingray 208cr Cuddy Cabin is the smallest boat in the Cuddy series that features a cabin. It only measures 20’ and 8’ long which is modest for a boat with so many features. You can comfortably fit up to 9 people on this boat as long as the onboard weight doesn’t exceed 1,715 pounds including cargo .

A key feature of the Stingray 208cr Cuddy Cabin is that the cabin features a window. This should be a standard feature for any small boat with a cabin, but it’s not. You can easily fit several people in the cabin whether you are just lounging or going to sleep.

The cabin can fit a queen or king-sized bed and still leave some space on either side. It also features a toilet and plenty of bow storage which is necessary for a boat of this size. Finally, this boat comes with a 25-quart igloo cooler which makes it easy to embark on overnight trips on the water.

3. Cutwater 242 Sport Coupe

The Cutwater 242 Sport Coupe measures 23’ and 7” long and boasts a comfortable cabin. It features a Yamaha engine, so you know that you can rely on a smooth and consistent performance. The 300-horsepower engine is the highlight of the Cutwater 242 Sport Coupe beside the cabin.

It also includes a microwave and Kenyon grill, so you don’t have to return to shore to eat. While it is considered a small boat compared to most liveaboard vessels, its layout isn’t cramped at all. You can expect to spend $119,937 for a Cutwater 242 Sport Coupe which is affordable for a luxury vessel like this with a cabin .

4. Jeanneau 1095 NC

There are several options for the Jeanneau 1095 NC depending on your budget. This boat primarily appeals to families or seafarers who often go out with large groups. You can buy a Jeanneau 1095 NC that has 2 or 3 cabins depending on what you are looking for.

Both models feature a Yamaha Twin 300 horsepower engine which is quite powerful for a boat of this size. It measures 34’ long which still falls into the small boat category because it is under 40’ long . One major benefit of this boat is that it has a 106-gallon capacity which eliminates the need to refuel too often .

You don’t have to worry about strong winds or harsh waves with the Jeanneau 1095 NC. The bow thruster makes it easy to navigate inclement weather and rough water without a problem.

5. Dusky 227 Fish Cruiser

Coming in at 22’ and 7” long, the Dusky 227 Fish Cruiser has more bells and whistles than it looks at first glance. While it’s a relatively small boat, there is nothing small about the power that this Dusky boat has to offer. The 230-horsepower engine is a perfect example of this, and that’s quite powerful for an affordable boat with a cabin.

Dusky paid attention to detail when they made this boat between the hydraulic steering, storage, and navigation lights. You get a 60-gallon fuel capacity with this boat which isn’t huge, but it’s perfect for a boat of this size. The cabin includes comfortable cushions, lights, and a solid door for privacy.

The best part about the boat is that it’s so attainable and affordable. It only costs $55,000 which is an incredible deal for a boat that performs this well.

6. Pro-Line 20 Express

Pro-Line is a well-respected name in the marine world, and the 20 Express easily explains why that’s the case. It measures 20’ long and can hold 7 people at a time as long as they don’t exceed the weight limit combine with the cargo . This boat is just as much about fun as it is about practicality, as evidenced by the dive platform.

The tempered glass windshield means that you won’t have to worry about heavy winds throwing debris at the boat. Fishers particularly gravitate towards this vessel, but it applies to any boat enthusiast. The 27-gallon live well means that you can store as much fish as you can catch in a day without a problem.

The 200-horsepower engine is more than enough for a boat of this size and weight. Pro-Line crafted this boat with a small cabin that is comfortable enough to sleep 1-2 people. It may not be the perfect small boat with a cabin for large families, but it is perfect for groups of friends planning a weekend trip out on the water.

7. Atlas Boat Works Pompano 21

Consider the Atlas Boat Works Pompano 21 if you don’t want to spend a fortune on a boat with a cabin. Atlas Boat Works has made many amazing boats in various sizes, but the Pompano 21 is their standout model. It is 21’ and 3” long so it’s easy to transport without a custom trailer .

This unique small-yet-wide boat features a hard top which makes sleeping much more comfortably. The hard top also comes in handy if you simply want more privacy so that passengers can relax in the cabin. You get a sink, comfortable galley, and cozy cabin with this relatively small vessel.

The 34-gallon fuel capacity is enough for most seafarers that don’t plan to go out too far. This boat also features convenient ventilation hatches that come in handy on hot and humid days. You can purchase an Atlas Boat Works Pompano 21 for only $27,000.

8. Rinker 270 Express Cruiser

onsider the Rinker 270 Express Cruiser if you want a small boat with a cabin that can sleep multiple people. Up to 4 people can comfortably sleep in the Rinker 270 Express Cruiser which is hard to find in a small boat. It is nearly 29’ long with a spacious cabin that has over 6’ of headroom.

You get everything that you need for a weekend trip with this boat. This vessel includes a microwave, fridge, stove, and plenty of onboard storage . A new model starts at $27,995 but used Rinker 270s typically cost $18,000-$22,000 depending on the condition.

The Bluetooth stereo system makes it easy to turn this vessel into a party boat with the touch of a button. Few boats of this size offer as much value between the cabin, entertainment value, and appliances that are included.

9. Campion Allante 635

Boats made out of fiberglass have become the gold standard, and the Campion Allante 635 should explain why that’s the case. Everything from the deck to the cabin is comfortable and meant to accommodate multiple people. The cabin isn’t too large, but you can easily lounge or sleep in it with up to 3 people.

You can leave the cabin as is and use it as a lounge or convert it into a sleeping space. Converting it to a sleeping space takes less than 5 minutes and is worth it for overnight trips. The 60-gallon fuel tank is appropriate for the Campion Allante 635 because it’s not meant for long journeys.

The 250-horsepower engine can let you maintain a consistent 35-mile-per-hour cruising speed . Some people want more power out of a boat, but small boats with cabins don’t generally need more.

10. Campion EX18 OB SC

The Campion EX18 OB SC is another excellent offering from the brand, and its cabin is comparable to the Allante 635. This small boat is only 19’ and 6” which makes it easy to transport before you even set out on the water. Its dry weight is 1,990 pounds before you embark on your journey.

The Campion EX18 OB SC can fit 7 people onboard at once which makes it perfect for families. It is a popular boat among the fishing community because of features such as tackle boxes, live bait storage, and rod holders. However, it also appeals to enthusiasts who simply want to cruise around and have fun on the water.

The cabin is roomy and can fit at least 2 people overnight without a problem . Otherwise, you can fit 4 or more people in the cabin if you simply use it as a lounge. The possibilities are endless, and the Campion EX18 OB SC is worth the $81,521 price tag.  

11. Jet Capsule Mini Yacht

You will have a hard time finding a small boat with a cabin that boasts such a unique appearance. From the outside, the Jet Capsule Mini Yacht looks like something from a sci-fi film. It measures 24 feet long and has the most unique hard top of any boat on this list .

The only downside of the Jet Capsule Mini Yacht is that it doesn’t specifically come with a cabin if you buy it outright. However, it has the space for a cabin, so you can modify it via a dealer or the manufacturer to include one. Jet Capsule lets you add benches, chairs, and sofas or clear space for a mattress.

The windows react to the sunlight and brighten or darken depending on the outdoor brightness. Cruise through the water at up to 40 mph while someone relaxes in the custom cabin with your Jet Capsule Mini Yacht.

12. Scout 350 LXF

Boaters on a budget that don’t need too much space can appreciate the Scout 350 LXF. The cabin may not be too big, but it’s proportional to the size of the boat. Luckily, the galley makes up for it with plenty of space and a small dinette that is perfect for a mid-day meal or nightcap.

This certainly isn’t a liveaboard boat, but you could easily spend 1-3 nights on the Scout 350 LXF without a problem. It is much longer than it is wide which explains the limited cabin space on this vessel. The Scout 350 LXF is just under 35’ long which is nearly at the threshold of what is considered a small boat .

Speed is another key factor to consider about the Scout 350 LXF. Unlike most smaller boats, this vessel can reach speeds up to 70 mph which makes it a force to be reckoned with.

13. Bayliner 285 SB

Few 28-foot-long boats are as impressive as the Bayliner 285 SB. You have everything that you need with this boat as it is stocked with a pantry, stove, refrigerator, microwave, and stove. The galley on the Bayliner 285 SB is every bit as impressive as the cabin itself.

None of the other small boats on this list include a cabin that can fit 6 people in it . This is a major selling point of the Bayliner 285 SB, especially for seafarers that bring their friends and families out on the water . You won’t be able to reach speeds of 40 mph, but that isn’t necessary unless you’re trying to race or cruise at high speeds anyway.

Another selling point of the Bayliner 285 SB is the cockpit which is roomy enough for multiple people. This comes in handy if you have several passengers that are along for a day trip and don’t plan to sleep on the vessel.

14. Grady White Express 330

The Grady White Express 330 appeals to both novice and expert boat enthusiasts seeking an affordable vessel with a cabin. It measures 33’ and 6” and is notable for its powerful engine. The portside galley, comfortable cabin, and roomy cockpit all contribute to a boat that can comfortably fit many people.

Many seafarers describe the Grady White Express 330 as a liveaboard boat which is understandable given the onboard space . The 850-horsepower engine may seem like overkill, but it’s necessary to move such a heavy boat. This boat weighs more than it looks like at just under 11,000 pounds before it gets wet.

While the Grady White Express 330 is pricier than some of the other boats on this list, it’s also larger. With that said, it still falls into the category of small boats within the boating community. It starts at $85,000 if you can find a used one, and it’s worth every penny.

15. Boston Whaler Conquest 285

Coming in at just under 28’, the Boston Whaler Conquest 285 is worth considering if you want an affordable boat with a cabin . You get a 200-gallon fuel capacity, a roomy cockpit, and many customization options with this boat. Boston Whaler lets you customize the cabin to your likely and choose a floorplan that is ideal for you.

Like all Boston Whaler boats, the Conquest 285 is unsinkable. That alone should be a huge selling point because safety supersedes all the luxury features that a boat has to offer. You can drive half of the boat if it gets cut in half in an emergency, but neither half will sink.

The cabin doubles as a lounge and sleeping area which is nice if you are simply out on the water for the day. Used Boston Whaler Conquest 285s rarely exceed $48,000 which is a bargain even if they have many miles on them.

16. Four Winns Vista 238

While this boat is no longer in production, it has a comfortable cabin and fits the categories of small and affordable. You can easily find a used Four Winns Vista 238 for $11,000 or under which makes it one of the cheapest boats on this list . However, this 23’ long boat can still proudly fit in amongst many of the newer vessels in this guide

The 4 bunks on this boat mean that it has more room for people to sleep than the average small boat with a cabin. This is essential if you have a large family or plan to depart on a trip with friends. It also includes a full bathroom with a sink, toilet, and shower which is hard to find on an affordable vessel.

You can also easily cook fresh fish on this vessel because it has a cooktop and refrigerator. The engine maxes out at 38 knots which is the equivalent of 43.7 mph, and that’s impressive for a budget boat. Don’t be discouraged that it’s no longer in production because boats can last for several decades if they are well-maintained.

How Much Does a Boat With a Cabin Cost?

A boat with a cabin typically costs at least $50,000 on the low end. On average, a boat with a cabin costs $75,000, but even that is considered somewhat low. Boats that feature cabins often exceed $100,000 because of the construction, materials, and how much weight they add to the vessel .

Luxury boats with cabins rarely fall below $100,000 and often cost $250,000 or more. With that said, boats with cabins have more resale value than a standard fishing boat or cruiser. Boats that include cabins include cuddy cabins, yachts, sailboats, cabin cruisers, and trawlers.

You can also modify an existing boat to include a cabin directly through a retailer in many cases. Many manufacturers produce boats with an optional hard top add-on that can transport part of it into a cabin.

What Are the Best Affordable Small Boats With Cabins?

The best affordable small boats with cabins include the Grady White Express 330, Boston Whaler Conquest 285, and Sea Ray Sun Sport 230. You can’t go wrong with affordable boats like the Bayliner 285 SB, Scout 350 LXF, and Stingray 208cr Cuddy Cabin . Brands like Campion sell many affordable small boats with cabins like the Allante 635 and EX18 OB SC.

If you’re on a budget, you should also consider the Jeanneau 1095 NIC, Dusky 227 Fish Cruiser, and Pro-Line 20 Express. You don’t have to spend a fortune on affordable small boats with cabins like the Atlas Boat Works Pompano 21 or Rinker 270 Express Cruiser either. Each of these boats holds up well to luxury boats with cabins, but at a fraction of the cost.

For a comprehensive guide to the top leisure boats on the market, including expert reviews, performance analysis, and insider tips, check out our in-depth leisure boat buyer's guide . This article covers everything from luxurious yachts to versatile day cruisers, helping you navigate the waters of boat buying with confidence and insider knowledge.

Kit Evans is a seasoned marine journalist and naval architect, bringing over 20 years of multifaceted experience in the boating industry to his writing and consultancy work. With expertise ranging from boat design and marine surveying to charter operations and vessel restoration, Kit offers unparalleled insights into all aspects of maritime life. When he's not penning articles for top boating publications or hosting his popular YouTube channel, Kit can be found sailing his lovingly restored 1960s Columbia 29 on the Chesapeake Bay, embodying his commitment to both preserving nautical heritage and embracing modern innovations in boating.

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

12th Oct 2023 by Samantha Wilson

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

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. 

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. 

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. 

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. 

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. 

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. 

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. 

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. 

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.

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. 

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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Daysailers, pocket cruisers and other small sailboats.

Daysailer Designs

I love small boats!  I always have, ever since I was a kid.  If you gave me a mega-rock star’s money I would not buy a bigger boat, although I might buy some nice waterfront real estate to sail from.  But even if you love the small boat you have, you might like the looks of some of the others and be curious about them.  (There’s a reason they call boats “she.”)  The following are my notes from a life of noticing and sailing small boats.  I am arbitrarily not considering anything longer than twenty feet or weighing over one ton, or sailboats used only for class racing. 

“Daysailer” can mean any sailboat that’s not in a race or on an overnight cruise.  It also means a specific 16’ 9” sloop designed by Uffa Fox which was mass-produced in fiberglass by the O’Day company in Fall River, Massachusetts and is still made today by Cape Cod Shipbuilding.  I own one of these, built in 1963.  So from now on DaySailer will mean the boat designed by Uffa Fox and “daysailer” will mean a boat you sail for a few hours at a time.  A pocket cruiser has a small cabin with berths for sleeping, which mine (kind of) does.

A major division in these boats is between those with centerboards and those with keels.  You lose versatility when you put a fixed ballasted keel on a sailboat.  Keel boats are heavier, slower and more expensive than centerboard boats.  You can’t run up on a beach and step out onto the sand, which for me is part of the fun of sailing.  You avoid shallow water.  You need to tie up to a dock, or use a tender to get to and from the shore.  They may fit on a trailer, but because of their draft and weight it’s a chore to trailer-sail them.  However, they are safer in strong wind because they won’t capsize.  They have more room, and a steady motion.  Once a sailboat gets over 20’ long, rail meat isn’t enough to keep the boat upright.

Don’t buy a new boat unless you have to.  New boats are expensive compared to used ones, which sell for 10% – 50% of the price of new.  Any fiberglass boat can be restored to a “practically new” condition with a few weeks of work.  All fiberglass boats end up in landfills eventually, so by purchasing a used one you reduce waste as well as save money.  And the production boats designed years ago are at least as beautiful and functional as those being designed today.  Some of the most popular small sailboats ever were designed fifty or sixty years ago and have been made continuously for decades by more than one builder; the hull mold and production rights passing to a new company whenever the old company folds.

The Alcort Sunfish and other popular “wet” boats:  The Sunfish and the Laser have a lot in common.  They are identical in length (13’ 9”) and nearly identical in beam, draft, weight, sail area, price, and popularity.  Today they’re even made by the same company, LaserPerformance , but that wasn’t always true.  The Sunfish was designed by Alcort, Inc. and produced by Alcort for decades.  With its colorful striped lateen sail, tiny footwell of a cockpit, and flat fish-shaped hull it didn’t look anything like any other boat.  The designers had previously build iceboats, then experimented with paddle boards.  The Sunfish has won many design awards.  It is the most-produced fiberglass sailboat ever.  The Laser is more of a performance boat.  Even though it is wider than the Sunfish, its round-bottomed hull and tall rig make it faster and tippier.  Both boats have been produced by the hundreds of thousands.  On both boats, you are just inches off the water with little protection from getting splashed.  They aren’t for winter sailing.  A third boat in the “wet and popular” category is the Hobie 16 catamaran.  There’s no cockpit; you sit on a fabric trampoline.  Multihulls are inherently fast but their width makes them awkward to handle at the dock or on a trailer. 

The DaySailer was marketed as the “boat that launched 10,000 weekends.”  I have not sailed mine that many times yet, but I’m closing in on 100.  For me, it’s a right-sized boat: small enough to single-hand, big enough to take a few guests comfortably, fast enough not to be boring, with good-looking curves.  The cuddy cabin deflects spray and provides a place for tired children to rest.  I sleep overnight sometimes, head-forward under the cuddy on some camping foam pads with my feet sticking out into the cockpit.  She draws only a few inches with the board raised so you can sail up onto a sandy beach.  When the tide falls while you are on shore, the boat is light enough to push back into the water.  The DaySailer’s 145 ft 2 of sail area are really too much for my northern California climate, where winds in the double digits are the norm.  When I sail alone or on windy days I reef the main before I go out and use a smaller-than-standard jib taken from a 14-foot O’Day Javelin.  Then when the wind gets really hairy I slacken the main sheet, leave the tiller, go up on the foredeck and drop the jib and secure it.  The boat naturally heaves to in this situation and is quite stable.  Jib secured, I go back to the tiller and sail under reefed main alone.  She’s fast and well balanced under all these sail configurations. 

One other caveat – I keep my boat on the shore with the mast stepped all the time.  I don’t trailer-sail it and if I did that 25’ keel-stepped aluminum mast would be a problem because I cannot raise and step it by myself.  Even with two people it’s tricky.  If I was going to trailer-sail I would get a boat with a shorter, lighter mast. 

The DaySailer was the model that made the O’Day Corporation prosper but they built smaller and larger boats too, up to 40 feet long.  The O’Day Javelin is the DaySailer’s 14-foot little sister; it looks different because it has no cuddy cabin but sails similarly.  Even smaller than that is the 12-foot O’Day Widgeon .  The DaySailer’s twin big sisters are the Rhodes 19 and the Mariner .  The Rhodes 19 looks a like a larger, two-and-a-half-foot-longer DaySailer with a cuddy cabin.  The Mariner has the same hull as the Rhodes 19 but it has a real cabin for overnight cruising with a bulkhead separating the cabin from the cockpit and a big V-berth below with storage space, room for a small camp stove, etc.  The Mariner and the Rhodes 19 are both available with either a centerboard or a fixed ballasted keel. 

There have been over ten thousand DaySailers built, and several thousand each of the Widgeon, Javelin, Rhodes 19 and Mariner models as well, so you see these boats everywhere.  A rarer cousin of these is the 15’ 8” O’Day Ospray (yes, that’s Ospray with an “a” not “Osprey”.)  This boat is only a foot shorter than a DaySailer and looks just like one except that the mast is stepped forward of the raised domed cuddy cabin instead of through it.  The cuddy cabin is smaller.  I don’t know why O’Day bothered to build a boat so similar to its best-seller and they only did it for a few years.  I have only ever seen one of these.  The Widgeon, Javelin and Ospray are no longer built but Cape Cod Shipbuilding still builds DaySailers and Stuart Marine in Maine builds new Mariners and Rhodes 19’s.

West Wight Potter P-15 :  I had one of these boats when my kids were small.  It looked like a bathtub toy, but in a good way.  There are famous stories of people making long ocean passages in them, but really if you want to make a long ocean passage a 15-foot centerboard dingy is not the best way to do it.  A boat with a ballasted keel is.  If you absolutely have to go on a blue-water voyage in a dingy this is probably the one to use.  Most P-15 owners trailer-sail them on lakes and bays and they are very good for that because they don’t weigh much and the mast is stepped on deck and is only 15’ 6” tall and is thin also so it’s easy to put the mast up.  The mast is so short because the “simulated gaff”-rigged mainsail is compact and wide for its height.  The mainsail is in the shape of a gaff sail plus a gaff topsail, with a sturdy batten taking the place of the gaff boom.  Plus, the boat is under-canvased (main + working jib = 98 ft 2 ) compared to other boats of similar size and weight.  This was rarely a problem for me, sailing in windy northern California.  On the occasions when it was a problem I just put on a big genoa jib.  The reason the boat is under-canvassed is that it was originally designed to sail in the waters around the Isle of Wight, in English Channel, where it’s blowing a gale most of the time.  Strong winds and choppy conditions are built into this boat’s DNA, which is funny because today they are produced by International Marine in southern California where the wind is much lighter.

I miss sailing dry (the Potter deflects spray efficiently) and I sure do miss those two big 6 ½ foot-long berths down below.  The Potter is faster than she looks like she would be; I had no complaints about her speed.  I did find the cockpit uncomfortable.  The P-15 has a lot of big boat features and one of these is a self-bailing cockpit.  This means the floor of the cockpit is above the waterline, which makes the cockpit quite shallow.  I don’t have very long legs but I wished for more legroom.  It was like sitting in a bathtub.  And the cockpit coaming didn’t make it easy to sit on the rail.  As my kids grew there wasn’t room in the bathtub for four people anymore.  So I traded up to my O’Day DaySailer.  Then my kids lost interest in sailing.  Oh well, the DaySailer is a great boat too.  Some other “big boat” features I could have done without are the bow pulpit (what’s it for?) and the bulkhead between the cabin and the cockpit.  I like a more open arrangement.  But if I were a trailer-sailer I would go back to the Potter in a heartbeat because it’s so easy to wrangle on and off the trailer. 

The same company also builds the P-19 which is more than twice the boat even though it is only four feet longer.  One difference between them, besides size, is that while the P-15 has a typical centerboard that pivots backwards and up, the P-19 has a 300-lb. metal daggerboard that goes straight up and down.  So even though this boat only draws 6” with the board up, you can’t just sail towards the beach until the board bumps.  You have to slowly raise it using a winch.

West Wight Potters, especially the P-15’s, hold their resale value much better than most boats.  I sold mine for more than I paid for it.  Many owners keep them in their garages and polish them obsessively, so used Potters are often in Bristol condition. 

Some pocket cruisers similar to the Potters (but with deeper drafts) are the Montgomery 15 , the Montgomery 17 , the Com-Pac 16 and the Sage 17 . In the 1960s and 1970s the MacGregor Yacht Corporation produced thousands of Venture-21’s,and their little sisters the Venture-17’s .  These were inexpensively made trailer-sailers with ballasted swing keels, big cockpits, low headroom in the cabin, and very few frills.  They are not pretty by anyone’s standard (they look like skinny Clorox bottles with sails), but if your budget is tight they can be had for next to nothing. 

The Herreshoff 12½ and its relatives: (12 ½ refers to the waterline length; the boat is almost 16’ long overall.)  Nathaniel Herreshoff, its designer, was a member of a prominent family of naval architects and yacht builders in Bristol, Rhode Island.  He designed many of the America’s Cup defenders of the Gilded Age and the early 20 th century.  Those elegant yachts were his inspiration for this charming little gaff-rigged sloop.  It was conceived as a safe and stable boat for beginners and children.  It has been in continuous production since 1914.  Today you can buy one from Cape Cod Shipbuilding or from Ballentine’s Boat Shop , also on Cape Cod (where they call it the Doughdish) but there are used ones, in wood or fiberglass, all over New England.  Warning: these boats aren’t cheap.  Expect to pay what you would for a car.  The Herreshoff 12½ has a fixed ballasted keel with 735 lbs. of lead in it that draws 2’ 6”.  It must be the smallest keel sailboat in common use.  There is no cabin, but some people have used it for overnight cruising by rigging a boom tent and making a bed on the cockpit sole, which of course has no centerboard trunk to divide it in half.  Of all of the boats I’ve never had or sailed, this is the one that most calls to me.

Two and a half feet of draft is too deep to land on beaches, so designer Joel White modified the design to make the Haven 12½ which is almost identical to the Herreshoff 12½ from the waterline up.  Down below it has a centerboard, but also a shallow keel.  The Haven 12 ½ draws a foot less than the Herreshoff 12 ½ but weighs about the same.  So it still draws 1’ 6” with the board up and weighs well over half a ton.  It’s not obvious that this is enough of an improvement to make it truly beachable.  The Bullseye has the same hull as the Herreshoff 12½ but has a more modern Marconi sloop rig and a cuddy cabin.  Cape Cod Shipbuilding produces the Bullseye.  The Paine 14 is a scaled-down version of the Herreshoff 12½ that looks similar above the waterline but has a carbon fiber mast and a modern fin keel and less wetted surface area, so it performs with more zip. 

The Cape Dory Typhoon has been called “America’s Littlest Yacht” although maybe the Herreshoff 12 ½ deserves the title more, being even littler and being designed by a famous yachtsman.  But the Typhoon has a proper cabin complete with a bulkhead that separates it from the cockpit and a sliding hatch, sleeping berths below, round portholes in the cabin trunk, teak cockpit coamings, winches for the jib sheets, and all the other details of a much larger keel boat.  Plus, Carl Alberg designed it with elegant, understated lines.  Several thousand of these were made, a few as daysailers without the cabin, but Cape Dory no longer exists as a company.  My uncle Eddie had one of these on Lake Michigan. 

As long as we’re on the subject of keel boats, the Cal 20 is ubiquitous where I live on the west coast.  I learned to sail on a Cal 20 when I was seven years old, in San Diego Harbor, steering a course between the aircraft carriers and the Hobie cats.  The Cal 20 is a stocky little boat with a 7’ beam.  My father always said it developed a “vicious weather helm” when the wind got too strong but I’ll bet this problem can be solved by reefing the main – I don’t remember if he ever did that.  Used Cal 20s are easy to find and the seller is usually motivated to sell because the slip fees at a marina in the San Francisco Bay Area or Los Angeles are often more than the boat itself is worth.  You have to keep it at a marina; it’s no trailer-sailer. 

Traditional Catboats : These are heavy, wide, and slow with deep round cockpits, oval portholes on the cabin trunk and one huge gaff mainsail on an unstayed mast that’s right up at the bow.   They have their origins as utility boats for clamming and fishing on Cape Cod.  They look salty at the mooring but they are not as exciting to sail as more slender sloops.  They have a lot of room for their length, though.  No one model or manufacturer dominates this category.  The Marshall Marine Corporation on Cape Cod makes the 15-foot Sandpiper, the 18-foot Sanderling and the Marshall 22.  Arey’s Pond Boat Yard (also on Cape Cod) makes traditional catboats 12’ and up, with their 14-footer being the best-selling model.  Florida-based Com-Pac Yachts produces a line of trailerable gaff-rigged catboats 14-20’ with less wood trim that are more affordable then the high-end boats that Marshall and Arey’s Pond makes.

Beetle Cats , however, are catboats that are nimble sailers.  The design of this lightweight (for a catboat) 12-footer goes back to 1921 and four thousand of them have been built.  There are plenty of used ones available but you can buy new ones in wood from Beetle, Inc. on Cape Cod and in fiberglass from Howard Boats , also on Cape Cod. 

The Drascombe Lugger and its many relatives are triple-propulsion boats: they can be rowed, sailed or powered by an outboard motor in a built-in motor well.  It should go without saying that design compromises mean that they are not high-performance sailboats, rowboats or motorboats.   They are traditional looking open boats with a Gunter rigged mainsail and a small mizzen.  They are made in the United Kingdom so even though more than 2000 have been produced there are not a lot of used ones available in North America.  Expect to pay top dollar or even to have to buy a new one, unless you live in the UK.  There is no cabin on the Lugger but people use them for beach camping on extended cruises because they have plenty of storage space and shallow draft.  Their design is based on traditional English fishing boats that had to be beachable.  The Lugger is 18’ 9” but Drascombe makes many other models including the 15 ½ – foot Dabber and the 21’ 9” Longboat, all essentially the same except for the size.  The Norseboat 17.5 , “the Swiss Army Knife of boats”, made in Canada, is a modern alternative.  It is advertised as a sailing/rowing boat but with a beam of just 5’ 2”, round bilges and low freeboard it looks tender.  I would sail it in light air; I’m not sure how it would do in a gale. 

Cornish Crabbers and Shrimpers are also based on traditional fishing boats, and are also made in England.   However, most of these are heavy keelboats that violate my “not more than twenty feet and not over one ton” rule.  Even the popular 19’ Shrimper is really over 22’ with the bowsprit and weighs over a ton.  Also, since they are made in England there are not that many of them available in North America, unless you want to pay for a new one. 

Flying Scot: I used to sail one of these.  I single-handed it and found that this boat is really too big and powerful to single-hand very well.  The mainsail was bigger than a barn door.  Mine had no reef points.  I would come screaming back to the dock at the end of the sail thinking “geez, I sure hope I can stop this beast…” It’s not tippy, just has a lot of power.  You could water ski from one.  The company that makes them, Flying Scot, Inc . is located on a small lake in western Maryland; maybe it’s not very windy there.  Also, there is no place in the cockpit or forepeak or even on deck to lay out a sleeping bag for an overnight; it’s strictly a daysailer and racer.  That’s unusual for a boat that is 19’ long and almost seven feet wide. 

Cape Cod Mercury Sloop: Don’t confuse this with the 18’ “Mercury Class” boats; this boat is 15’ long.  It is a favorite with camps, sailing schools and community boating programs but it looks kinda generic and institutional – I don’t think that many people buy these for their own personal use.  At least all the ones I’ve ever seen have been in institutional fleets.  Come to think of it, there are other sailboats like that, the Flying Junior for instance.  Cape Cod Shipbuilding makes Mercury Sloops. 

Whitehalls are rowing boats.   They were originally water taxis in New York City.  So they are light in weight, and have narrow beams and low freeboard.  Today you can get Whitehalls with sail rigs but these light, narrow, low hulls aren’t ideal for sailing.  I would only sail one in gentle conditions, and gentle conditions are uncommon where I live.  Whitehall Rowing & Sail and Gig Harbor Boat Works (both in the Pacific Northwest) are two companies that produce them with sail rigs. 

So there you have it – every boat has a story that explains why it looks the way it does.  Many of the stories have happened on or near Cape Cod.  If you live there, you are lucky to be surrounded by all these pretty boats. 

Poem: Sailing Alone – by Michael Wing

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