20 foot sailboat for sale

10 Best Small Sailboats (Under 20 Feet)

Last Updated by

Daniel Wade

December 28, 2023

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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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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The Home of the Flicka 20 Sailboat

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1981 Pacific Seacraft Flicka 20

• San Diego, CA, US

Yacht price :

Specifications

Descriptions.

~THIS VESSEL HAS BEEN SOLD~

1981 Pacific Seacraft Flicka 20 Sailboat For Sale in San Diego

~~~ORIGINAL OWNERSHIP~~~

Classic "Pocket Cruiser"

Full keel, strong sheer, bluff bow and heavy displacement

If you are looking for a well maintained, rugged, pocket cruiser look no further. This Flicka, built by Pacific Seacraft is selling by her original ownership, family owned since new. She comes with a tabernacle mast, Yanmar diesel, roller furling headsail and spinnaker with pole.

Built to the same standards of the larger ocean going Pacific Seacraft’s the Flicka will be comfortable, whether in a sea way or lounging at the dock.

Basic Information

Dimensions & weight, tank capacities, accommodations.

• View Option

Description

In a review in  Good Old Boat  magazine, John Vigor wrote,

• The Flicka is high quality in a small package   
• She is strongly and sensibly constructed
• The Flicka retains her value very well on the second-hand market. She ages well, and there is very little to go wrong. 
• Flickas built by Pacific Seacraft are rugged, solid craft, with top-quality cabinetry, finish, and detailing.
• There isn't another production boat of her size in the U.S. that rivals her interior space and ocean-going capabilities.
• She's small enough to handle easily, but big enough to live in comfortably. 

A 2016 review in  Blue Water Boats  described the design, " She’s large enough to live in, and being so small she’s incredibly easy to handle. She sails well despite her short length and heavy displacement. These are some of the reasons people rationalize buying the Flicka 20, but perhaps the real reason is her charm and character; this little boat has quite the cult following"

Equipment list

West Marine VHF 580 Radio Bruce Anchor, chain and rode  Aft Fluke Anchor Cockpit Cushions (2) Winch Covers (2) Winch Handel Extra Propeller Engine Hand Crank Aluminum Radar Reflector Asymmetrical Spinnaker Spinnaker Pole Bosun Chair Hatch Area Cover Man-Overboard Pole Mounted Fire Extinguisher

• Origo 4000  2 burner alcohol stove
• Arco 10 primary winch (x2)
• Arco 8 secondary winch (x2) on coachroof
• Richie compass
• Ocean marine boat speed and log
•  West Marine group 24 model 15020118, 1000 MCA, 130 RC battery (x2)
• Battery switch
• AC and DC breaker protected panel
• 30 amp shorepower

The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.

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• California Yacht Sales 2040 Harbor Island Drive San Diego, California 92101, USA
• 619-295-9669 619-295-9909 [email protected]
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W.D. Schock Boat Builders Presents Harbor 20

Overview of the Harbor 20 Sailboat

The Harbor 20 "The classic modern daysailer"

Classic daysailer meets state of the art marine technology.

The Harbor 20 presents a graceful silhouette, its modern underbody and rig make for a fast and easily-handled contemporary daysailer. The result is a beautiful, cost effective, and easy-to-use boat that will always be in style.

Comfortable Cruising

 The Harbor 20’s accommodating cockpit holds up to eight guests, and no  one needs to sit on the rail to balance the boat, or duck under the boom  when tacking. Deep coamings provide comfortable back support, and two  easily accessible ice chests quickly render your favorite refreshment.  

Natural Club Racer

 A fine entry with firm bilges and a long run aft give the Harbor 20 high  speed potential, high stability and the ability to move smoothly  through choppy water. The rudder is placed well aft, and the 900 lb.  bulb keel keeps the weight low. This keel design gives the boat plenty  of stability without slowing the boat down in light air. The Harbor 20  can be raced competitively either single-handily or with a crew of  two or more. 

Sensible Design, Simplified Sail Control

With incredible stability and loads of conveniences, the Harbor 20 can  be rigged in minutes and sailed solo or with a group. There  is no better opportunity to share sailing excitement with friends and  family – whether they are seasoned sailors or completely inexperienced.  Celebrating over seventy years of boat-building excellence, the Schock  heritage continues with the Harbor 20.  

Designed with simplicity in mind

 The roller-furling headsail and self-tacking club boom will delight your  crew. And when running wing-and-wing, the club boom acts as an  automatic winger, effortlessly holding out the jib. And the control  panel just aft of the mast is centralized convenience at its very best.  Ready to go sail? Simply raise the  main, roll out the jib, and throw off the bow line. When you return to  the dock, just roll the jib back up, stow the main neatly on the boom  using the lazy jacks, and cover the boat and jib with the optional  cockpit cover and jib sock.  

 ll halyards and lines are led below the deck to Harken hardware  mounted on a shelf at the aft edge of the cuddy cabin. Everything  is within easy reach for the skipper and crew.

Specifications & Options

Specifications, electric motor options.

     

Designed by: Steven W. Schock

Exclusive Builder: WD Schock Corp (USA) 

First Built: 1997

Construction: Fiber Glass

Draft: 3’6”

BALLAST: 900 lbs.

Displacement:1,800 lbs

MAIN: 151 sq. ft.

Jib: 8 sq. ft.

Draft (max): 3.50’

Sail Area/Disp.1: 23.84

Bal./Disp. 50.00 %

Disp./Len. 163.56 

An electric motor is available to push the boat at about five knots and to provide convenient, quiet, and odorless propulsion. The motor, which is permanently mounted on a stainless steel pivot arm, swings out of the aft lazarette and pins onto the starboard gunwale. No wrestling with an outboard and no through-hull fittings! Four hours at maximum speed comes from the two batteries installed forward under the cockpit seats. The 24 volt system can be easily recharged with the in-line three step charger. Just plug it in at the dock.

There are many customize options available, let our representatives help you customize the perfect boat for your needs. Call us today at (951) 277-3377

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26Year:1979Asking:$8,000

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