New and Used Sailboats For Sale
Sailboats have cruised the world’s lakes and oceans for centuries and remain popular among many skilled and dedicated watermen and women. They require a degree of skill and an awareness of the wind and weather while offering a traditional and exhilarating boating experience. Search for new or use... learn more about Sailboats
4,784 New and Used Sailboats
Punta Gorda, FL (United States of America)
37.99 ft.
2005
Used
*Rare Opportunity: 2005 Lagoon 380 S2 Catamaran Spacious 3-Cabin Owner's Version* This popular catamaran with extensive upgrades offers a perfect blend of performance...
$245,000
Westbrook, Connec... (United States of America)
35.99 ft.
2013
Used
This boat has been lovingly cared for by its previous owner, featuring numerous upgrades and improvements that enhance both its aesthetic and practical appeal. From t...
$127,500
Puerto Vallarta, ... (United States of America)
144.36 ft.
2014
Used
Bisou Boat | 44' Fountaine Pajot 2014 Fountaine Pajot Helia 44 - Owners Version Ready to Cruise - Located in Puerto Vallarta, Mexico Australian Regist...
$525,000
North Kingstown, ... (United States of America)
54.92 ft.
2004
Used
The 54 Deck Salon is the Flagship of the manufacturer and a luxurious performance cruiser. The condition of Panache is immaculate. Full Specifications Accommodati...
$325,000
North Kingstown, ... (United States of America)
36.42 ft.
2001
Used
Builders comments; The Clipper 361 is a powerful and seafaring sail boat which will take you wherever you wish, in the best possible conditions. Innovative in terms ...
$95,900
Palm Coast, Florida (United States of America)
50.98 ft.
1975
Used
UPGRADED 1975 51' Morgan Out Island Ketch This 1975 51' Morgan Out Island Ketch has been owned by the same owners for the past 20 plus years. "Possessor" was custom ...
$139,000
San Diego, CA (United States of America)
121.39 ft.
1998
Used
Naut On Call Boat | 37' Hunter 1998 "NAUT ON CALL" is a very clean and well-maintained Hunter 376. The Hunter 376 was built for performance and comfort. T...
$79,000
North Beach, Mary... (United States of America)
32.51 ft.
1989
Used
Racer-cruiser style boat, perfect for beer-can racing on weeknights here in Annapolis. Owner says one of the best assets is the ability to sail well in light air (any...
$29,500
Fajardo, Puerto Rico (United States of America)
46.0 ft.
2001
Used
The owner needs to sell ASAP and is open to offers! You will not find a boat with a/c, generator and a decent engine for this price!!! For sale at $99,000, "Yocahu" ...
$99,000
Edgewater, Maryland (United States of America)
42.42 ft.
2017
Used
2017 Lagoon 42 - 3 Cabin/3 Head Owner’s Version - $25K Recent Upgrades Reunited is a 2017 Lagoon 42 ICW Friendly Owner’s Version, meticulously maintained with $25K in ...
$534,999
Guilford, Connect... (United States of America)
38.48 ft.
1958
Used
The Challenger 38 designed by John G. Alden the hull molded by Halmatic and completed in Denmark. This blue water yacht is a masthead yawl designed that stands out fo...
$40,000
Deltaville, Virginia (United States of America)
43.41 ft.
2001
Used
Long Gone is a spacious 2-cabin, 2-head center cockpit that affords comfort, space, and ample storage.She has been lovingly cruised and maintained by her curren...
$130,000
Urbanna, Virginia (United States of America)
44.91 ft.
1992
Used
Valkyrie is a beautiful example of the Bruce Farr designed Beneteau 45F5 racer-cruiser.This boat offers a desirable 3-cabin, 2-head layout with plenty of space ...
$127,500
Fort Pierce, FL (United States of America)
43.41 ft.
2015
Used
An exceptional vessel at an exceptional price! Quiet Please has been meticulously cared for by her original owners since new. Her condition demonstrates years of dili...
$525,000
Muskegon, Michigan (United States of America)
33.99 ft.
1987
Used
1987 CATALINA 34 SLOOP SAILBOAT WITH UNIVERSAL DIESEL ENGINE, 23 HORSEPOWER Check out this nicely appointed 1987 Catalina 34 sloop available for sale in Michigan. M...
$29,500
Deltaville, VA (United States of America)
39.99 ft.
2019
Used
We are Proud to Present the Exceptional 2019 Leopard 40 Owners Version "Haven", Ready to Sail Away anywhere now!! 2019 ROBERTSON AND CAINE LEOPARD 40 – "Haven" BROK...
$499,000
Fulton, Texas (United States of America)
37.99 ft.
1975
Used
World Voyager Priced Way Below Value! 1975 Fales Navigator 38 with Twin Perkins 4.108 Diesels, Ketch Rig, Roller Furling, Windlass, Radar, Autopilot! This 38-foot F...
$24,000
Charleston, SC (United States of America)
45.01 ft.
2011
Used
The VPLP architects, together with Lagoon and the Nautadesign office, succeeded beautifully in developing a new 45 catamaran to replace the famous Lagoon 440. Of cour...
$449,000
Portsmouth, VA (United States of America)
50.0 ft.
2016
Used
Halcyon is a beautiful Privilege Serie 5 that was splashed at the yard in Les Sables-dOlonne, France in2016.Privilege Catamarans has a well-deserved reputation of pro...
$949,000
West Palm Beach, FL (United States of America)
42.59 ft.
2003
Used
Delphinus is a very desirable Fountaine Pajot Belize Maestro. This model is a very well built, strong and fast cruising catamaran. The owners hull has a warm and welc...
$230,000
Fort Lauderdale, FL (United States of America)
30.51 ft.
2024
New
The Hopyacht is a brand-new concept in sailing. This vessel is an all-electric sailing catamaran, suited for a couple who wants to do easy, coastal and protected-wate...
$279,000
Shelter Bay Marina, (United States of America)
41.01 ft.
1997
Used
Cast off your lines and go cruising in some of the world's best cruising grounds with a well-designed Lagoon 410 catamaran for sale! "Guiding Light" has been lovingly...
$175,000
Charleston, SC (United States of America)
39.99 ft.
2018
Used
"Supernova" - 2018 Nautitech 40 Open 3 cabin owner's version conveniently located in Downtown Charleston. The Nautitech Open 40 is renowned for is unique layout with ...
$399,000
Ladysmith, BC (United States of America)
46.0 ft.
2019
Used
The Seller has just completed carbon ama daggerboards and trunks forAmilee to ensure that Amilee can both point high and be beached on her mini-keel as originally int...
$199,000
Charleston, SC (United States of America)
48.0 ft.
2017
Used
This Owner's Version is the most well-equipped Leopard 48 to ever hit the market. She is blue water ready and equipped with everything needed for off the grid sailing...
$725,000
Tacoma, WA (United States of America)
68.01 ft.
1982
Used
Do you like Exquisite Wiring? Do you like Quiet Propulsion? Do you dislike Boat Yoga? Don't hang upside down in the bilge. The diesel auxiliary on this fantastic scho...
$447,500
Charleston, SC (United States of America)
44.49 ft.
2009
Used
The Multihull Company Sail away on this stunning 2009 Lagoon 440! If you want a completely refit owner's version Lagoon 440 in sail away condition, look no further. N...
$410,000
Sale pending
Saint Augustine, FL (United States of America)
50.0 ft.
2017
Used
PRIVATE ISLAND is a beautiful condition Knysna 500SE blue voyaging catamaran with the desirable 3-Cabin Owners Version layout.She has been totally dialed-in over seve...
$899,000
* Price displayed is based on today's currency conversion rate of the listed sales price.
ABOUT SAILBOATS
Sailboats have cruised the world’s lakes and oceans for centuries and remain popular among many skilled and dedicated watermen and women. They require a degree of skill and an awareness of the wind and weather while offering a traditional and exhilarating boating experience. Search for new or used sailboats for sale in your area in all sizes and prices to begin your journey.
Main Characteristics of Sailboats
A sailboat is classified as any boat that harnesses the power of the wind for propulsion. In real terms, this covers a huge variety of vessels, from small sailing dinghies to daysailers, single-masted boats, twin-masted boats, racing sailboats, and sailing superyachts. Depending on the size of the sailboat, it might have cabins, a galley, one or more heads, or more simply a small covered space for storage.
Sailboats were traditionally constructed of wood, and it is still possible to find brands producing classic wooden hulls. However, these days most sailboats are made from materials such as fiberglass, aluminum, and even carbon fiber.
When it comes to sails, rigging configurations are widely varying and are used to further classify sailboats into their relevant categories. Likewise, the keel of a sailboat can vary, from a full keel to a fin keel, or catamarans which have twin hulls with or without significant keels or daggerboards.
Types of Sailboat
Sloop
Sloops make up the largest segment of sailboats and are characterized by a single mast rig that commonly has a triangular mainsail and a headsail. They are popular with beginners who find their rig simple to handle, but also with sailing pros who enjoy their ease of maneuverability. They are also frequently seen as racing boats thanks to their speed and good windward performance. They can be of any length from an 8-foot pram to a 258-foot superyacht and are often versatile with regards to their layout and ability to cruise in many conditions.
Cutter
Although similar in appearance to the sloop, a cutter has markedly different rigging with two headsails (a headsail and a staysail). This allows for good control and stability, especially in adverse weather, although it makes it a little more complicated to sail. Cutters also commonly have a spar extending from the bow known as a bowsprit.
Schooner
Large schooners have been around for centuries and are characterized by their multiple masts. They were originally designed for fishing or offshore voyages and able to handle even the roughest of sea conditions but often require more crewmembers to handle the complex rigging.
Ketch and Yawl
These two-masted sailboats are similar in their appearance as they have a mainmast in front that is taller than the mizzenmast behind it. The difference lies in the positioning of the mizzen—behind the rudder post on the yawl and forward of it on the ketch. In general they are not as fast upwind as a sloop sailboat, but because of their shorter masts and smaller sails they often better suited to handling rough sea conditions. They can vary in size and often make good long-range sailboats.
Daysailer and Dinghy
The smallest sailboats are dinghies and daysailers, which are ideal for beginners or fun days out on protected waters. They are easily trailerable and simple to rig and handle. Dinghies are 8 to 18 feet in overall length, while daysailers can be small or quite a bit larger, accommodating more passengers. Both have a single mast, although the rigging can vary widely.
Motorsailer
The motorsailer uses a combination of wind power and engine power. While these are less common than sailboats and motorboats thanks to their higher price, they can offer the best of both worlds with the space and ability to power against the wind like a motor boat and the wind power of a sailboat that can increase its range and even invite its sailors to turn off the engine when conditions are right. They are popular for long-range cruising and long-term living.
Catamaran Sailboat
Catamarans are double-hulled vessels with a shallower draft than monohull sailboats. Small catamarans are fun and fast, sailing right off the beach. Larger catamarans provide much more deck and interior space thanks to their wide beam, and larger models have cabins in both hulls with a spacious living area above the waterline. They don’t heel or tip the way monohulls do and are typically more stable except in extreme windy or wavy conditions
Best Sailboat Brands
Listing the best sailboats brands is no easy feat as there are hundreds of excellent builders to choose from. There are brands currently producing new sailboats as well as those many that are no longer in operation but whose boats are available on the used market.
Some of the top brands of sailboats include long-time builders such as Catalina, Jeanneau, Tartan, Beneteau, and Hallberg-Rassy, the latter who are known for their blue water yachts.
Other brands worth mentioning are Hobie and their ultra-popular dinghy catamarans, Lagoon Catamarans, Hinckley Yachts, and Dufour to name just a few.
FAQs
Why Choose a Sailboat?
Sailboats give sailors the quintessential boating experience. They offer the chance to learn new skills together as a family, whether it’s on a small dinghy-sized sailboat for beginners, or a larger yacht that you might one day sail you around the world. Sailboats can be purchased for very different price points and styles to suit all skill levels.
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