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
3,580 New and Used Sailboats
$150,000
CONDITION:
Used
LENGTH:
50.0 ft.
|
YEAR:
2003
LOCATION:
Vero Beach, Florida (United States of America)
OFFERED BY:
POP Sells
Beneteau Farr 50. MANY IMPROVEMENTS. GREAT BLUEWATER CRUISER! This Beneteau 50 is a sailboat built for bluewater and large crews/families. It has 4 berths and 4 heads, with a c...
$349,000
CONDITION:
Used
LENGTH:
104.99 ft.
|
YEAR:
2018
LOCATION:
Admiralty Yacht Sales, Inc. (United States of America)
OFFERED BY:
Admiralty Yachts
The Best Equipped World Cat 320DC on Market Comfort and luxury. Versatility and ruggedness. A spacious yacht for your family, and a high-performance sport boat for you. The 320DC offers it all ...
$15,500
CONDITION:
Used
LENGTH:
47.01 ft.
|
YEAR:
1936
LOCATION:
San Pedro (United States of America)
OFFERED BY:
Shoreline Yacht Group
EQUIPMENT EDSON BRONZE WORM GEAR STEERING ARIES WINDVANE CPT AUTOPILOT 300' 3/8" GALVANIZED CHAIN ELECTRIC SIMPSON LAWRENCE WINDLASS MANUAL BACKUP WINDLASS 60# CQR ANCHOR ...
$65,000
CONDITION:
Used
LENGTH:
37.99 ft.
|
YEAR:
2003
LOCATION:
Beaufort, North Carolina (United States of America)
OFFERED BY:
Beaufort Yacht Sales
Custom "one-off" design racer/cruiser. "Divine" was designed by Heinritz Yacht Design and built by Schroder Shipyard in Germany. The superior build quality id evident throughout the...
$43,900
CONDITION:
Used
LENGTH:
39.01 ft.
|
YEAR:
1985
LOCATION:
Sister Bay, Wisconsin (United States of America)
OFFERED BY:
Yachtworks
Single owner boat that was taken care of meticulously by one ship yard for over 20 years. detailed service records available. The Caprice is in very good condition and is launch ready. All syste...
$19,000
CONDITION:
Used
LENGTH:
31.0 ft.
|
YEAR:
1985
LOCATION:
Redondo Beach (United States of America)
OFFERED BY:
Shoreline Yacht Group
disclaimer 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 s...
$485,000
CONDITION:
Used
LENGTH:
39.01 ft.
|
YEAR:
2017
LOCATION:
Annapolis, MD, (United States of America)
OFFERED BY:
The Multihull Company
U.S. Duty Paid!
$39,999
CONDITION:
Used
LENGTH:
33.99 ft.
|
YEAR:
1990
LOCATION:
San Pedro (United States of America)
OFFERED BY:
Shoreline Yacht Group
Features Spacious and open interior design Ample storage throughout Comfortable cockpit Well-maintained and updated Interior Layout: Spacious salon with U-shaped settee ...
$137,900
CONDITION:
Used
LENGTH:
44.98 ft.
|
YEAR:
1983
LOCATION:
Oriental, North Carolina (United States of America)
OFFERED BY:
Beaufort Yacht Sales
Classic Blue Water Cruiser With Recent Major Equipment Upgrades; An Outstanding Value This Bristol 45.5 is an excellent example of Ted Hood’s well renowned, master design. This clas...
$650,000
CONDITION:
Used
LENGTH:
75.49 ft.
|
YEAR:
2001
LOCATION:
Mystic, Connecticut (United States of America)
OFFERED BY:
Berthon International
A lovely modern classic, built by the superb yard of Gannon and Benjamin located in Martha’s Vineyard, the home of many classic yachts, both commercial and pleasure. She has sailed on both side...
$46,700
CONDITION:
Used
LENGTH:
35.99 ft.
|
YEAR:
1985
LOCATION:
Wrightsville Beach, North Carolina (United States of America)
OFFERED BY:
POP Sells
Well maintained 1985 Pearson 36-2! Many Updates! Solar Panels! Kiwi Feather Propellar! New Raymarine Wind,Speed & Depth Instruments! Electric Head! Come sail away in this b...
$199,000
CONDITION:
Used
LENGTH:
50.56 ft.
|
YEAR:
1979
LOCATION:
Portsmouth, Rhode Island (United States of America)
OFFERED BY:
Berthon International
SPIRIT has been constantly upgraded and maintained. The paint sparkles, the sails are fresh, and electronics are state of the art. If you want a safe, solid boat, ready to go anywhere, then this...
$80,000
CONDITION:
Used
LENGTH:
20.01 ft.
|
YEAR:
1965
LOCATION:
Jupiter, Florida (United States of America)
OFFERED BY:
Atlantic Yacht & Ship Inc
Featured Atlantic Yacht and Ship, specialists in Antique and Classics, is proud to offer this 20' 1965 Bertram Antique and Classic for sale in Jupiter, Florida. Take a look at these images and...
$70,000
CONDITION:
Used
LENGTH:
44.0 ft.
|
YEAR:
1974
LOCATION:
Westbrook Center, Connecticut (United States of America)
OFFERED BY:
Berthon International
ARGONAUT is a boat that our office has known for 30 years, having been involved with owners and sales several times. She is a Nautor Swan 44 gem, and for someone looking for an almost entirely ...
$199,900
CONDITION:
Used
LENGTH:
35.99 ft.
|
YEAR:
2008
LOCATION:
Palm City, FL, (United States of America)
OFFERED BY:
The Multihull Company
This beautiful 2008 36' Seawind is fresh out of the yard with a New bottom job and full exterior compound and wax May 2024. She is a nice clean boat which is fun to sail and includes numerous im...
$130,000
CONDITION:
Used
LENGTH:
39.99 ft.
|
YEAR:
2011
LOCATION:
Le Marin (United States of America)
OFFERED BY:
Majesty Yachts USA
Beneteau First 40 2011 Step aboard the Beneteau Firstand enter the realm of the S/Y Adventure, a vessel aptly named for its boundless spirit of exploration. This remarkable yacht stands...
$240,000
CONDITION:
Used
LENGTH:
45.01 ft.
|
YEAR:
2015
LOCATION:
Fort Lauderdale, Florida (United States of America)
OFFERED BY:
Frank Gordon Yacht Sales
Beneteau 45 Oceanis 3 Cabin 3 Heads Many recent updates Aggressively priced The 45 Oceans is one of Beneteau's most popular models ever! The modern hull shape for providing stability and speed o...
$345,000
CONDITION:
Used
LENGTH:
48.0 ft.
|
YEAR:
1993
LOCATION:
Fort Lauderdale, Florida (United States of America)
OFFERED BY:
Frank Gordon Yacht Sales
1993 Oyster 485 ~~ Exceptional ~~New Sails New Mechanicals New Paint Turn-key! Set up for autonomous off-grid living. Every system is new. This boat will take you anywhere in comfort and safety...
$990,000
CONDITION:
Used
LENGTH:
50.0 ft.
|
YEAR:
2017
LOCATION:
Saint Augustine, FL, (United States of America)
OFFERED BY:
The Multihull Company
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 several thousand cruising miles ...
$59,900
CONDITION:
Used
LENGTH:
41.01 ft.
|
YEAR:
1981
LOCATION:
Long Beach (United States of America)
OFFERED BY:
Shoreline Yacht Group
Electronics Garmin GPSmap 7610 XSV plotter 2018 Garmin Radar2018 AIS Garmin 2018 Garmin wind direction and speed 2023 Raymarine Autopilot P 70S 2020 Raymarine Autopilot disp...
$34,000
CONDITION:
Used
LENGTH:
39.01 ft.
|
YEAR:
1968
LOCATION:
Marina Del Rey (United States of America)
OFFERED BY:
Shoreline Yacht Group
Additional Information Updated electrical panel 2 jibs New upper deck New upgraded refrigerator New LP gas stove & lines Custom sail covers New head system Upgraded ...
$19,000
CONDITION:
Used
LENGTH:
29.99 ft.
|
YEAR:
1985
LOCATION:
San Pedro (United States of America)
OFFERED BY:
Shoreline Yacht Group
Accommodations Entering via the companionway steps, the U-shaped galley is situated to port. Across to starboard is the navigation station, with a good sized quarter berth aft. Moving f...
$169,500
CONDITION:
Used
LENGTH:
52.0 ft.
|
YEAR:
1991
LOCATION:
Redondo Beach (United States of America)
OFFERED BY:
Shoreline Yacht Group
Recent Upgrades & Improvements New Yanmar Engine 2022 New Bottom Paint 2022 New Upholstery New Main Sail New Sail Cover New Dodger New Toilet in Aft Head Deck ...
P.O.A. *
CONDITION:
New
LENGTH:
56.23 ft.
|
YEAR:
2024
LOCATION:
Newport, Rhode Island (United States of America)
OFFERED BY:
Berthon International
New example of the uber modern cruiser from Moody, superbinnardsas only Moody and Dixon can.
$475,000
CONDITION:
Used
LENGTH:
54.07 ft.
|
YEAR:
1999
LOCATION:
Tracys Landing, Maryland (United States of America)
OFFERED BY:
Berthon International
Such a fabulous cruising Hylas 54 - easily handled by her current owners up and down the Eastern Seaboard for the past several years. Great cruising cockpit with an interior that shows the care...
P.O.A. *
CONDITION:
New
LENGTH:
50.56 ft.
|
YEAR:
2025
LOCATION:
Newport, Rhode Island (United States of America)
OFFERED BY:
Berthon International
Introducing the brand new 2024 Moody 48 DS! It takes all the popular and unique features of prior deck saloon Moody yachts, including the One Level Living concept to new levels. Astonishing amo...
$239,000
CONDITION:
Used
LENGTH:
46.0 ft.
|
YEAR:
1983
LOCATION:
Anacortes, Washington (United States of America)
OFFERED BY:
Seattle Yachts
SPECIFICATIONS Price: $239,000 Boat Name: TANGO Make: Nauticat Model: -- Year: 1983 Condition: Used Category: Cruisers Construction: Fiberglass Length: 46 ft Display Length: ...
$250,000
CONDITION:
Used
LENGTH:
39.3 ft.
|
YEAR:
2012
LOCATION:
Newport, Rhode Island (United States of America)
OFFERED BY:
Berthon International
Well known performance Latitude 46 Tofinou 12, with complete control at helm. Owner purchased her to have fun in the Newport area, with a keen eye for quick sail response. Currently in the wate...
* 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.