single person sailboat for sale

	Beam:  7'    Draft:  .6'36Year:2002Asking:$74,000     Beam:  5.5'    Draft:  1'30Year:2004Asking:$40,461     Beam:  58'30Year:1974Asking:$7,500     Beam:  6' 8'    Draft:  0-7'14Year:1998Asking:$5,000     Beam:  5.5'    Draft:  0.6'26Year:1978Asking:$5,900     Beam:  6'    Draft:  2'41Year:2004Asking:$220,000     Beam:  8'    Draft:  1'44Year:2009Asking:$360,000     Beam:  7'    Draft:  2'26Year:1981Asking:$6,000     Beam:  4'    Draft:  3'36Year:2007Asking:$210,000     Beam:  5'    Draft:  3.5'24.5Year:1970Asking:$     Beam:  5'    Draft:  43'23Year:2012Asking:$25,000     Beam:  5.5'19Year:2013Asking:$16,500     Beam:  5'6'    Draft:  3'5'30Year:1983Asking:$28,500     Beam:  4'3'    Draft:  6'24Year:1976Asking:$5,000     Beam:  5'10'    Draft:  2.5'34Year:1986Asking:$22,500     Beam:  7'    Draft:  1'43Year:1990Asking:$89,995     Beam:  7'1'    Draft:  16' © 2001-2024 ./)   . . ./)   . . 7 Legendary Solo Bluewater Sailboats Worth Considering When setting out to explore the open seas solo, you'll have to choose the right bluewater sailboat from so very many available options. The perfect boat for sailing single-handed is one that's not only safe and seaworthy, but also easy to handle on your own. In this article, we've handpicked the top 7 legendary solo bluewater sailboats worth considering for their excellent track records. The most legendary solo bluewater sailboats are the Contessa 32, Westsail 32, Hallberg-Rassy 42F, Pacific Seacraft 37, Island Packet 38, Tayana 42, and Amel 54. These boats have it all: from robust designs to a world-renowned reputation for performance and reliability. They are known for their seaworthiness, durability, and comfort. We understand the importance of balancing comfort and performance when spending prolonged periods at sea. Each of these sailboats has been proven to provide a harmonious blend of these attributes. Let's get to know them more below. Solo bluewater sailboats are designed to be sailed by a single person, making them ideal for solo circumnavigation or long-distance cruising. You can get the Contessa 32 and Westsail 32 for as little as $30,000. The maintenance and repair costs of the seven boats range from $5,000 to $50,000 per year. Marina fees and insurance can range from $5,000 to $20,000 per year. Factor in upgrades and equipment costs that can reach up to $100,000. On this page: The best solo bluewater sailboats, what makes a good solo bluewater sailboat, cost considerations when choosing a sailboat, maintaining your bluewater sailboat. Initial Purchase Price Maintenance and Repairs Marina Fees and Insurance Upgrades and Equipment $30,000 to $60,000 $5,000 to $10,000 per year $5,000 per year $5,000 to $15,000 $30,000 to $80,000 $5,000 to $10,000 per year $5,000 per year $5,000 to $20,000 $200,000 to $400,000 $10,000 to $20,000 per year $10,000 per year $20,000 to $50,000 $100,000 to $200,000 $10,000 to $20,000 per year $10,000 per year $20,000 to $40,000 $100,000 to $200,000 $10,000 to $20,000 per year $10,000 per year $20,000 to $40,000 $100,000 to $250,000 $10,000 to $20,000 per year $10,000 per year $20,000 to $50,000 $500,000 to $1,000,000 $20,000 to $50,000 per year $20,000 per year $50,000 to $100,000 Contessa 32 is a classic, compact, and seaworthy sailboat Contessa 32's sturdy construction and excellent sailing performance have earned it a legendary reputation among sailors. With a well-designed interior layout, it has space for living aboard during your solo adventures. The Contessa 32 is a classic bluewater sailboat designed by David Sadler in the 1970s. It is known for its excellent balance, seaworthiness, and speed. It has a full keel, moderate displacement, and a classic design that has stood the test of time. Westsail 32 is known for its rugged construction The Westsail 32 gained fame as an affordable, rugged, and capable long-distance cruiser. Its full keel and sturdy hull ensure a comfortable ride in rough seas. The practical, function-driven interior makes it easy for solo sailors to maintain and navigate the vessel while providing essential amenities for an extended voyage. Westsail 32 is another classic bluewater sailboat that was designed by William Crealock in the 1970s. It is known for its rugged construction, spacious interior, and excellent performance in heavy weather. The Westsail 32 has a full keel, heavy displacement, and a classic double-ender design. Hallberg-Rassy 42F is known for its top-notch craftsmanship The Hallberg-Rassy 42F is another superb choice for single-handed bluewater sailing. This Swedish-built yacht is well-renowned for its top-notch craftsmanship, stability, and comfort. It offers a spacious, well-lit interior, ensuring you'll enjoy your time below deck while cruising the open seas. Hallberg-Rassy 42F is a modern bluewater sailboat designed by German Frers in the 1990s. It is known for its luxurious interior, excellent performance, and high-quality construction. The Hallberg-Rassy 42F has a fin keel, a spade rudder, and a modern design that combines comfort and performance. Pacific Seacraft 37 is designed for serious cruising Pacific Seacraft 37 is a sturdy and reliable boat for solo sailors. Its moderate displacement and full keel provide excellent stability, while the well-thought-out interior layout includes abundant storage and comfortable living quarters. Its reputation as a proven bluewater cruiser makes it a top choice for solo sailors. The Pacific Seacraft 37 is another classic bluewater sailboat designed by Bill Crealock in the 1970s. It is known for its excellent balance, seaworthiness, and comfort. Island Packet 38 is known for its spacious interior Island Packet 38 is a popular choice among solo cruisers, thanks to its stable full keel design and living space. Its build quality, comfort, and performance make it well-suited for long-distance sailing. The spacious interior and practical layout ensure you have everything needed for a successful solo journey. Island Packet 38 is a modern bluewater sailboat designed by Bob Johnson in the 1990s. It 38 has a full keel, moderate displacement, and a modern design that combines comfort and performance. Aside from bluewater sailing , there are other types of sailing discussed in this article. Tayana 42 is known for its excellent balance, seaworthiness, and comfort Tayana 42 is a comfortable, sea-kindly sailboat, ideal for single-handed offshore cruising. Its balanced performance, easy handling, and well-equipped interior ensure a safe and comfortable journey. It is well-regarded among sailors for its proven bluewater capabilities and timeless styling. The Tayana 42 is another classic bluewater sailboat designed by Bob Perry in the 1970s. It has a full keel, heavy displacement, and a classic design that has stood the test of time. The Amel 54 is known for its luxury and exceptional build quality This French-built vessel offers a spacious and comfortable interior with top-of-the-line amenities, making it an excellent option for solo sailors seeking a bluewater cruiser to explore the world in style and comfort. Its easy-to-handle design with advanced sailing systems allows you to sail solo with confidence and ease. The system includes electric winches, furling sails, and a self-tacking jib, which make it easy to handle the boat in all conditions. To learn more about bluewater sailing , here's our comprehensive article on it. These factors will ensure not only your safety but also your comfort and ease during your sailing adventure. Size and stability of a solo sailboat A boat with a wide beam and short waterline provides more stability, making it easier for you to handle the vessel on your own. Some popular sailboat models known for their size and stability include the Westsail 32 and the Hunter Channel 31. A good solo bluewater sailboat should be large enough to provide adequate storage space for supplies and equipment, while also being stable enough to handle rough seas and high winds. It should also have a well-designed hull shape that provides good stability and balance, and a keel that provides good tracking and prevents the boat from capsizing. Ease of use and maneuverability of any solo sailboat Features like roller furling and an electric windlass can make handling the sails and anchor much more straightforward. Also, hydraulic bow/stern thrusters with remotes can help you maneuver your boat easily and safely. Make sure to look for these features when choosing your bluewater sailboat. A good solo bluewater sailboat should be easy to handle and operate by a single person. It should have a sail plan that is easy to adjust and control, and a steering system that is responsive and easy to use. It should also have a well-designed cockpit that provides good visibility and protection from the elements. Durability and seaworthiness for long-term safety A well-built sailboat with a history of proven offshore performance should be at the top of your list. Some of the best and most famous bluewater sailboats include the Alberg 30 and Hanse 371. A good solo bluewater sailboat should be built to withstand the rigors of extended ocean voyages. It should have a strong, well-built hull that is capable of withstanding heavy seas and high winds. It should also have a well-designed rigging system that is strong and durable, and a keel that is designed to provide good stability and balance. To learn more about the best keel design for bluewater sailing , here's our article on it. Comfort and livability of a solo sailboat Consider the layout and features of the boat, ensuring that it has a comfortable sleeping area, a well-equipped galley, and ample storage space. A good example is the Valiant 40, known for its excellent layout and seaworthiness. A good solo bluewater sailboat should be comfortable and livable for extended periods of time. It should have a well-designed interior that provides adequate storage space, comfortable sleeping quarters, and a functional galley and head. It should also have good ventilation and lighting, and be well-insulated to provide protection from the elements. Affordability and availability determine the sailboat's practicality Set a budget and research suitable sailboats within that price range. Some budget-friendly options include the J/109 and Westsail 32. A good solo bluewater sailboat should be reasonably priced and readily available. It should be affordable for most sailors who are interested in long-distance cruising, and should be available for purchase or charter in most parts of the world. If you're looking for bluewater sailboats under 40 feet , here's our article where we picked the top 13 most famous ones. You'll be faced with a range of solo bluewater sailboat options, from budget-friendly to luxury models. Let's explore some factors you should keep in mind to make the best decision for your needs and budget. Initial purchase price : This is often the first thing people think of when it comes to the cost of a sailboat. There's a wide range in prices, depending on factors like age, size, and brand. For example, a used Alberg 30 might cost between $10,000 and $15,000, while a new Amel 54 could be in the range of hundreds of thousands of dollars. It's important to find a balance between quality and affordability that suits your needs and financial capabilities. Maintenance and repairs : Owning a sailboat comes with ongoing expenses to keep it in good sailing condition. Regular maintenance tasks like painting, replacing worn rigging, and inspecting safety equipment can add up over time. Be prepared to allocate a portion of your budget for these essential tasks, as neglecting them could lead to more expensive repairs down the line. Marina fees and insurance : Depending on where you plan to keep your boat, you may incur costs for marina or dockage fees. Additionally, securing insurance coverage for your sailboat is a must to protect your investment. Both of these costs can vary widely, so make sure you factor them into your overall budget. Upgrades and equipment : To ensure your sailboat is well-suited for solo bluewater sailing, you might need to invest in upgrades to improve its safety and performance. For instance, you may want to add a roller furling system, wind vane, or more advanced navigation equipment. These enhancements can amount to a significant investment, so it's wise to plan financially for any desired upgrades. Here are some essential tips to keep your boat in top shape, and ensure its long life and performance during solo journeys: Regular inspections : Make it a habit to perform a thorough inspection of your sailboat periodically. Examine the rigging, sails, hull, and all mechanical components. Routine inspections allow you to detect any signs of wear, damage or potential problems before they escalate. Cleaning : Keep your sailboat clean by washing it regularly with freshwater and appropriate cleaning solutions. This simple practice prevents the buildup of dirt, salt, and other debris, which can cause corrosion and damage to your vessel over time. Checking the bilge : Ensure that your bilge pump is working efficiently and that there's no water accumulating in the bilge area. If there are any signs of water accumulation, investigate the source and address any leaks or issues promptly. Servicing the winches : Winches play a crucial role in your sailboat’s performance, so it’s essential to inspect, clean, and grease them regularly. This practice will guarantee their smooth operation and prolong their lifespan. Sail care : Inspect your sails frequently for any tears, wear, or damage. Repair or replace them as necessary. To protect your sails from the sun’s harmful UV rays, always use a sail cover when not in use. Keeping records : Maintain a logbook to document all maintenance tasks, inspections, and repairs. Not only will this help you keep track of what has been done, but it will also provide valuable information if you decide to sell your sailboat in the future. Leave a comment You may also like, what is bluewater sailing. It's easy to confuse offshore sailing with bluewater sailing - and it's no wonder. Many people do, including myself. So I've decided to list the difference once and … 13 World-Famous Bluewater Sailboats Under 40 Feet What's the Best Keel Design for Bluewater Sailing? Different Types of Sailing and Racing Explained 41 Sailboat Cruising Essentials for Long Trips High School and College Sailors - 15% Off Apparel & Accessories - LEARN MORE Call Us +1-503-285-5536 Sign in & Register Recently Viewed North America's Small Sailboat Experts We are dedicated to the joy and passion of dinghy sailing. For sailors the world over, the company has become the go-to source for new and used small sailboats, parts, apparel, accessories, and advice. West Coast Sailing is one of the most comprehensive small sailboat stores in the world, representing top manufacturers including Hobie Cat, RS Sailing, and Zim Sailing. With over 15 years of industry experience, our team of passionate dinghy sailors is committed to helping you find the right boat to maximize the fun of your time on the water. Qty in Cart Ovington ILCA - Race Hobie Mirage Adventure Island RS Venture Connect Total: items / Add all to cart Adding your products to cart Subscribe to our newsletter. Sign up for our newsletter to receive exclusive discounts, new product announcements, and upcoming sales. 34Year:2008Asking:$69,000 Featured Sailboat: 42Year:1978Asking:$80,000 Featured Sailboat: 42Year:2016Asking:$475,000 ... 50Year:2007Asking:$230,000 Standard Sailboat Ads: Standard Sailboat Ads:

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10 Best Small Sailboats (Under 20 Feet)

Compact, easy to trailer, simple to rig, easy to maintain and manage, and affordable, the best small boats all have one thing in common: they offer loads of fun while out there on the water.

So whether you're on a budget or just looking for something that can offer ultimate daytime rides without compromising on safety, aesthetic sensibilities, alternate propulsion, and speed, the best small sailboats under 20 feet should be the only way to go.

Let's be brutally honest here; not everyone needs a 30-foot sailboat to go sailing. They come with lots of features such as electronics, entertainment, refrigeration, bunks, a galley, and even a head. But do you really need all these features to go sailing? We don't think so.

All you need to go sailing is a hull, a mast, rudder, and, of course, a sail. And whether you refer to them as daysailers, trailerable sailboats , a weekender sailboat, or pocket cruisers, there's no better way to enjoy the thrills of coastal sailing than on small sailboats.

There are a wide range of small boats measuring less than 20 feet available in the market. These are hot products in the market given that they offer immense thrills out on the sea without the commitment required to cruise on a 30-footer. A small sailboat will not only give you the feel of every breeze but will also give you the chance to instantly sense every change in trim.

In this article, we'll highlight 10 best small sailboats under 20 feet . Most models in this list are time-tested, easy to rig, simple to sail, extremely fun, and perfect either for solo sailing or for sailing with friends and family. So if you've been looking for a list of some of the best small sailboats , you've come to the right place.

So without further ado, let's roll on.

Table of contents

{{boat-info="/boats/hunter-15"}}

The Marlow-Hunter 15 is not only easy to own since it's one of the most affordable small sailboats but also lots of fun to sail. This is a safe and versatile sailboat for everyone. Whether you're sailing with your family or as a greenhorn, you'll love the Hunter 15 thanks to its raised boom, high freeboard, and sturdy FRP construction.

With high sides, a comfortable wide beam, a contoured self-bailing cockpit, and fiberglass construction, the Hunter 15 is certainly designed with the novice sailor in mind. This is why you can do a lot with this boat without falling out, breaking it, or capsizing. Its contoured self-baiting cockpit will enable you to find a fast exit while its wide beam will keep it steady and stable no matter what jibes or weight shifts happen along the way.

This is a small sailboat that can hold up to four people. It's designed to give you a confident feeling and peace of mind even when sailing with kids. It's easy to trailer, easy to rig, and easy to launch. With a price tag of about $10k, the Hunter 15 is a fun, affordable, and versatile boat that is perfect for both seasoned sailors and novices. It's a low-maintenance sailboat that can be great for teaching kids a thing or two about sailing.

Catalina 16.5

{{boat-info="/boats/catalina-16-5"}}

Catalina Yachts are synonymous with bigger boats but they have some great and smaller boats too such as Catalina 16.5. This is one of the best small sailboats that are ideal for family outings given that it has a big and roomy cockpit, as well as a large storage locker. Designed with a hand-laminated fiberglass sloop, the Catalina 16.5 is versatile and is available in two designs: the centerboard model and the keel model.

The centerboard model is designed with a powerful sailplane that remains balanced as a result of the fiberglass centerboard, the stable hull form, and the rudder. It also comes with a tiller extension, adjustable hiking straps, and adjustable overhaul. It's important to note that these are standard equipment in the two models.

As far as the keel model is concerned, this is designed with a high aspect keel as the cast lead and is attached with stainless steel keel bolts, which makes this model perfect for mooring or docking whenever it's not in use. In essence, the centerboard model is perfect if you'll store it in a trailer while the keel model can remain at the dock.

All in all, the Catalina 16.5 is one of the best small sailboats that you can get your hands on for as low as $10,000. This is certainly a great example of exactly what a daysailer should be.

{{boat-info="/boats/hobie-16"}}

There's no list of small, trailerable, and fun sailboats that can be complete without the inclusion of the classic Hobie 16. This is a durable design that has been around and diligently graced various waters across the globe since its debut way back in 1969 in Southern California. In addition to being durable, the Hobie 16 is trailerable, great for speed, weighs only 320 pounds, great for four people, and more importantly, offers absolute fun.

With a remarkable figure of over 100,000 launched since its debut, it's easy to see that the Hobie 16 is highly popular. Part of this popularity comes from its asymmetric fiberglass-and-foam sandwiched hulls that include kick-up rudders. This is a great feature that allows it to sail up to the beach.

For about $12,000, the Hobie 16 will provide you with endless fun throughout the summer. It's equipped with a spinnaker, trailer, and douse kit. This is a high-speed sailboat that has a large trampoline to offer lots of space not just for your feet but also to hand off the double trapezes.

Montgomery 17

{{boat-info="/boats/montgomery-17"}}

Popularly known as the M-17, The Montgomery 17 was designed by Lyle C. Hess in conjunction with Jerry Montgomery in Ontario, California for Montgomery Boats. Designed either with keel or centerboard models, the M-17 is more stable than most boats of her size. This boat is small enough to be trailered but also capable of doing moderate offshore passages.

This small sailboat is designed with a masthead and toe rail that can fit most foresails. It also has enough space for two thanks to its cuddly cabin, which offers a sitting headroom, a portable toilet, a pair of bunks, a DC power, and optional shore, and a proper amount of storage. That's not all; you can easily raise the deck-stepped mast using a four-part tackle.

In terms of performance, the M-17 is one of the giant-killers out there. This is a small sailboat that will excel in the extremes and make its way past larger boats such as the Catalina 22. It glides along beautifully and is a dog in light air, though it won't sail against a 25-knot wind, which can be frustrating. Other than that, the Montgomery 17 is a great small sailboat that can be yours for about $14,000.

Norseboat 17.5

{{boat-info="/boats/norseboat-17-5"}}

As a versatile daysailer, Norseboat 17.5 follows a simple concept of seaworthiness and high-performance. This small sailboat perfectly combines both contemporary construction and traditional aesthetics. Imagine a sailboat that calls itself the "Swiss Army Knife of Boats!" Well, this is a boat that can sail and row equally well.

Whether you're stepping down from a larger cruiser or stepping up from a sea kayak, the unique Norseboat 17.5 is balanced, attractive, and salty. It has curvaceous wishbone gaff, it is saucy, and has a stubby bow-sprit that makes it attractive to the eyes. In addition to her beauty, the Norseboat 17.5 offers an energy-pinching challenge, is self-sufficient, and offers more than what you're used to.

This is a small, lightweight, low-maintenance sailboat that offers a ticket to both sailing and rowing adventures all at the same time. At about 400 pounds, it's very portable and highly convenient. Its mainsails may look small but you'll be surprised at how the boat is responsive to it. With a $12,500 price tag, this is a good small sailboat that offers you the versatility to either row or sail.

{{boat-info="/boats/sage-marine-sage-17"}}

If you've been looking for a pocket cruiser that inspires confidence, especially in shoal water, look no further than the Sage 17. Designed by Jerry Montgomery in 2009, the Sage 17 is stable and should heel to 10 degrees while stiffening up. And because you want to feel secure while sailing, stability is an integral feature of the Sage 17.

This is a sailboat that will remain solid and stable no matter which part of the boat you stand on. Its cabin roof and the balsa-cored carbon-fiber deck are so strong that the mast doesn't require any form of compression post. The self-draining cockpit is long enough and capable of sleeping at 6 feet 6 inches.

The Sage 17 may be expensive at $25k but is a true sea warrior that's worth look at. This is a boat that will not only serve you right but will also turn heads at the marina.    

{{boat-info="/boats/laserperformance-laser-sb3"}}

Having been chosen as the overall boat of the year for 2008 by the Sailing World Magazine, the Laser SB3 is one of the coolest boats you'll ever encounter. When sailing upwind, this boat will lock into the groove while its absolute simplicity is legendary. In terms of downwind sailing, having this boat will be a dream come true while it remains incredibly stable even at extraordinary speed.

Since its debut in 2004, the Laser SB3 has surged in terms of popularity thanks to the fact that it's designed to put all the controls at your fingertips. In addition to a lightweight mast, its T- bulb keel can be hauled and launched painlessly. For about $18,000, the Laser SB3 ushers you into the world of sports sailing and what it feels to own and use a sports boat.

{{boat-info="/boats/fareast-18"}}

As a manufacturer, Fareast is a Chinese boat manufacturer that has been around for less than two decades. But even with that, the Fareast 18 remains a very capable cruiser-racer that will take your sailing to the next level. In addition to its good looks, this boat comes with a retractable keel with ballast bulb, a powerful rig, and an enclosed cabin.

Its narrow design with a closed stern may be rare in sailboats of this size, but that's not a problem for the Fareast 18. This design not only emphasizes speed but also makes it a lot easier to maintain this boat. Perfect for about 6 people, this boat punches above its weight. It's, however, designed to be rigged and launched by one person.

This is a relatively affordable boat. It's agile, safe, well-thought-out, well built, and very sporty.

{{boat-info="/boats/chuck-paine-paine-14"}}

If you're in the market looking for a small sailboat that offers contemporary performance with classic beauty, the Paine 14 should be your ideal option. Named after its famous designer, Chuck Paine, this boat is intentionally designed after the classic Herreshoff 12.5 both in terms of dimensions and features.

This is a lightweight design that brings forth modern fin keel and spade rudder, which makes it agile, stable, and faster. The Paine 14 is built using cold-molded wood or west epoxy. It has varnished gunnels and transoms to give it an old-time charm. To make it somehow modern, this boat is designed with a carbon mast and a modern way to attach sails so that it's ready to sail in minutes.

You can rest easy knowing that the Paine 14 will not only serve you well but will turn heads while out there.

{{boat-info="/boats/wd-schock-lido-14"}}

Many sailors will attest that their first sailing outing was in a Lido 14. This is a classic sailboat that has been around for over four decades and still proves to be a perfect match to modern small boats, especially for those still learning the ropes of sailing.

With seating for six people, the Lido 14 can be perfect for solo sailing , single-handed sailing, or if you're planning for shorthanded sailing. While new Lido 14 boats are no longer available, go for a functional used Lido 14 and you'll never regret this decision. It will serve you well and your kids will probably fall in love with sailing if Lido 14 becomes their main vessel during weekends or long summer holidays.

Bottom Line

There you have it; these are some of the best small sailboats you can go for. While there are endless small sailboats in the market, the above-described sailboat will serve you right and make you enjoy the wind.

Choose the perfect sailboat, invest in it, and go out there and have some good fun!

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Daniel Wade

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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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. 

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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