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
5,623 New and Used Sailboats
Saint Augustine, FL (United States of America)
41.34 ft.
2008
Used
SUNBEAR is a nice example of the spacious Lagoon 420 with a 4 cabin layout.It has always been privately owned with no known charter usage. The design of the Lagoon 420 focuses on comfort.The light oak Alpi woodwork and the laminated wenge floor give a modern and relaxing feel. Access i...
$315,000
Long Beach, (United States of America)
35.01 ft.
2004
Used
The Jeanneau 35 Sun Odyssey handles like a dream and she is easy to singlehand as all lines are led to the cockpit. I have had the pleasure of knowing her past two ow...
$79,000
San Diego, CA, (United States of America)
45.24 ft.
1997
Used
Overview 1997 Island Packet 45 Sailboat For Sale in San Diego Original Owner NEW, 75HP YANMAR DIESEL (2022) NEW MAINSAIL NEW STAYSAIL NEW House and Start...
$165,000
San Diego, CA, (United States of America)
41.99 ft.
1980
Used
Overview Introducing an extraordinary opportunity to own one of the most distinctive vessels in the Harbor Island Basin. This custom-built ferro-cement trawler ket...
$59,000
San Diego, CA, (United States of America)
36.32 ft.
2002
Used
Overview This very clean Catalina has a spacious interior with two private cabins with lots of closets, cabinets storage, and space for living and entertaining. ...
$89,500
Fort Lauderdale, FL (United States of America)
45.01 ft.
2021
Used
Video Tour
Kymani is a 2021 Leopard 45 Owners Version. With a spacious sun lounge area on the coachroof in addition to all of the other great features Leopard catamarans have to offer, she is a beautifully equipped vessel designed for luxurious cruising. With just 780 hours on the Yanmar engines ...
$840,000
Stuart, Florida (United States of America)
44.26 ft.
1979
Used
44' CSY Center Cockpit 1979 We are pleased to offer this clean and ready-to-sail 44 CSY built for a private owner. The CSY 44 was a ruggedly built mid-cockpit cutte...
$72,500
Newport Beach, CA (United States of America)
52.0 ft.
2024
New
In Stock Boat | 52' Seawind 2024 CALL US FOR SPECIAL REBATE PROGRAM IN STOCK NOW - San Diego Don't miss out on this unique opportunity to take delivery of a S...
$1,200,000
Long Beach, CA (United States of America)
37.01 ft.
2023
New
In Stock #042 Boat | 37' Dufour 2023 36' | Dufour 37 | 2023 | Stock #042 Available Now in Marina del Rey, CA 3 Cabin Layout, Ready to Cruise! Step into t...
$299,000
Newport Beach, CA (United States of America)
39.01 ft.
2023
New
In Stock #325 Boat | 39' Dufour 2023 CALL US FOR SPECIAL REBATE PROGRAM! This Dufour 390 is IN STOCK ready to sail away. Dufour introduced the 390 model in 2019...
$474,232
San Diego, CA, (United States of America)
29.99 ft.
1982
Used
Overview This Catalina 30 in San Diego is well outfitted and electronically updated boat that shines and is ready for many more years of fun, safe adventures. Desi...
$19,500
St Petersburg, Fl... (United States of America)
47.41 ft.
1980
Used
Dimensions LOA: 47 ft 5 in Beam: 13 ft 10 in LWL: 40 ft 6 in Maximum Draft: 5 ft 6 in Displacement: 38000 lbs Ballast: 10500 lbs Bridge Clearance: 54 ft 5 in ...
$200,000
Green Cove Spring... (United States of America)
29.99 ft.
1984
Used
Comfortable and Well Maintained Cruiser!! Yanmar 13 HP Diesel!! Only 1221 Hours!! Radar!! Autohelm!! Air Conditioned!! Pearson 303 sloop-rigged sailboat for sale on...
$19,900
Portsmouth, Rhode... (United States of America)
40.75 ft.
1978
Used
RESILIENCE is a beautiful, well-maintained example of the classic Hinckley Bermuda 40 yawl. With numerous upgrades in recent years—including awlgrip, engine, sails, a...
$149,000
San Diego, CA, (United States of America)
35.99 ft.
2008
Used
Overview A 2008 Hunter 36 is currently listed for sale. This cruising sailboat is 36 feet long with a beam of 12 feet and a draft of around 6'5". It's powered by a...
$99,500
San Diego, CA, (United States of America)
46.0 ft.
1980
Used
Overview Set sail in style with this classic 1980 Morgan 462, renowned for its robust design and exceptional performance. This spacious cruiser boasts: Length:...
$67,000
San Diego, CA, (United States of America)
33.01 ft.
1996
Used
Overview 1996 Hunter 33 Sailboat For Sale in San Diego, CA Lots of room in the cockpit and down below in this well balanced nimble sailboat. Roomy and relaxing a...
$47,000
Deltaville, Virginia (United States of America)
46.92 ft.
2006
Used
The Beneteau 473 has a reputation for its solid feel and sleek hull shape which leads to superb sailing performance. People who have sailed a 473 in heavy seas are de...
$209,000
Bainbridge Island... (United States of America)
39.34 ft.
2020
Used
Having recently completed a rigorous phase out program overseen by both an independent surveyor and the owners private management company Wahican is now in private us...
$363,500
Long Beach, CA (United States of America)
52.0 ft.
2024
New
In Stock Boat | 52' Seawind 2024 CALL US FOR SPECIAL REBATE PROGRAM IN STOCK NOW - San Diego Don't miss out on this unique opportunity to take delivery of a S...
P.O.A.
San Diego, CA (United States of America)
52.0 ft.
2024
New
In Stock Boat | 52' Seawind 2024 CALL US FOR SPECIAL REBATE PROGRAM IN STOCK NOW - San Diego Don't miss out on this unique opportunity to take delivery of a S...
$1,200,000
San Diego, CA, (United States of America)
43.01 ft.
1980
Used
Overview 1980 Endeavor 43 Ketch Don't Let this blue-water beauty sail past!!! Ready to head for distant bays and atolls in the Pacific. Well Maintained and upg...
$59,900
San Diego, CA, (United States of America)
66.01 ft.
1984
Used
Overview Discover timeless elegance and adventure with this stunning 66-foot schooner, now available in beautiful Ensenada, Mexico. With a graceful green hull and ...
$295,000
San Diego, CA, (United States of America)
29.99 ft.
1984
Used
Overview Catalina Yachts has produced over 10,000 of these very popular 30 foot sail boats and they are a perfect boat with their stabilty, comfortable ride, beamy...
$23,500
Saint Augustine, FL (United States of America)
44.26 ft.
2022
Used
"Windsurfer" is a wonderful example of the up-and-coming Max Cruise performance catamaran brand. She features the desirable 3-cabin / 2 head Owner's Version layout which can comfortably accommodate 6 people. The Max Cruise 44SC incorporates a compelling combination of performance, comf...
$485,000
Long Beach, CA (United States of America)
39.01 ft.
2023
New
In Stock #325 Boat | 39' Dufour 2023 CALL US FOR SPECIAL REBATE PROGRAM! This Dufour 390 is IN STOCK ready to sail away. Dufour introduced the 390 model in 2019...
P.O.A. *
Marina Del Rey, CA (United States of America)
39.01 ft.
2023
New
In Stock #325 Boat | 39' Dufour 2023 CALL US FOR SPECIAL REBATE PROGRAM! This Dufour 390 is IN STOCK ready to sail away. Dufour introduced the 390 model in 2019...
P.O.A.
Fort Lauderdale, FL (United States of America)
62.01 ft.
2014
Used
Video Tour
"Nomada" is a beautiful 2014 Lagoon 620 Catamaran for sale, built in 2014 and extensively refit in 2022, in & out from bow to stern, this newly renovated Lagoon 620 catamaran has been designed in keeping with the boutique style and thoughtful touches that have led Nomada Hotel Grou...
$1,595,000
* Price displayed is based on today's currency conversion rate of the listed sales price.
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.
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.
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.
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.
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.
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.
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.
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.
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
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.
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.