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
3,660 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
- Stock #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,...
$750,000
CONDITION:
Used
LENGTH:
70.57 ft.
|
YEAR:
1995
LOCATION:
Thomaston, Maine (United States of America)
OFFERED BY:
Worth Avenue Yachts
Overview PIAFFE (EX: SAINT ROQUE) is a timelessly classic, simple, and contemporary yacht designed for short-handed and comfortable family cruising.Her large decks are...
$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...
$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...
$67,500
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...
$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 ...
$39,900
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 ...
$68,000
CONDITION:
Used
LENGTH:
39.24 ft.
|
YEAR:
1989
LOCATION:
St. Petersburg, Florida (United States of America)
OFFERED BY:
Fillingham Yacht Sales
Morning Star is a rare 40ft Canadian Sailcraft CS40. She has been in fresh water most of her life and most recently owned by two members of The Clearwater Yacht Club. She sails beautifully, cru...
$285,000
CONDITION:
Used
LENGTH:
41.99 ft.
|
YEAR:
1987
LOCATION:
Newport, Rhode Island (United States of America)
OFFERED BY:
Worth Avenue Yachts
Overview TRILLIUM is a Sou'wester 42 model from Hinckley, boasting a fetching white topside complemented by a deep blue boot stripe and similarly hued bottom paint. It featu...
$37,995
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1987
LOCATION:
San Pedro (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...
$45,950
CONDITION:
Used
LENGTH:
39.01 ft.
|
YEAR:
1979
LOCATION:
Wilmington (United States of America)
OFFERED BY:
Shoreline Yacht Group
ELECTRONICS Raymarine ST7000 autopilot Raymarine /Axiom7 GPS/Radar at Helm Raymarine i70 KM Raymarine i70 DS w/alarm Raymarine i70WP & WS VHF Standard Horizon/Matrix GX215...
$44,800
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1987
LOCATION:
Marina Del Rey (United States of America)
OFFERED BY:
Shoreline Yacht Group
Accommodations Forward is a cozy V-Berth with a sink and ample storage. Aft is the salon with a centerline drop leaf table and double settees. Aft to port is a spacious galley. Across t...
$44,000
CONDITION:
Used
LENGTH:
27.99 ft.
|
YEAR:
2001
LOCATION:
Redondo Beach (United States of America)
OFFERED BY:
Shoreline Yacht Group
Accommodations Forward V Double Berth Aft Double Berth L-Shaped Settee Nav Station Excellent Upholstery Wet Head with Shower, Sink, Jabsco Toilet Galley In-counter...
$69,500
CONDITION:
Used
LENGTH:
46.0 ft.
|
YEAR:
1972
LOCATION:
Wilmington (United States of America)
OFFERED BY:
Shoreline Yacht Group
Engines Perkins 4-108 Hours 242 Many upgrades from water pumps/filters(oil/water) electric fuel pump/hoses and more Galley 4 Burner w/Oven CNG Ice box/Freezer with cold plat...
$19,900
CONDITION:
Used
LENGTH:
31.99 ft.
|
YEAR:
1988
LOCATION:
Long Beach (United States of America)
OFFERED BY:
Shoreline Yacht Group
Electronics and Electrical Autohelm 4000 Wheel Autopilot Garmin GPS Map 135 Chart plotter and Sounder Standard Horizon Explorer VHF Signet Depth Sounder Signet Knot Log West...
$79,500
CONDITION:
Used
LENGTH:
32.84 ft.
|
YEAR:
1996
LOCATION:
St. Petersburg, Florida (United States of America)
OFFERED BY:
Fillingham Yacht Sales
When Pacific Seacraft decided to build a model with a pilothouse they were determined it would not be a "motor sailor" but a sailboat with the all-weather comfort of a pilothouse, and that is w...
$29,900
CONDITION:
Used
LENGTH:
29.99 ft.
|
YEAR:
1994
LOCATION:
Bayville, New Jersey (United States of America)
OFFERED BY:
Brewer Yacht Sales
The Catalina 30 is one of Catalina's best sellers with 6,400 built in its 25 year production run. While the Cat 30 is not really intended as a blue water cruiser, she handles coastal and inshor...
$21,900
CONDITION:
Used
LENGTH:
33.99 ft.
|
YEAR:
1976
LOCATION:
Long Beach (United States of America)
OFFERED BY:
Shoreline Yacht Group
Electronics B&G Zeus B&G GPS B&G Sonar B&G 3G Radar Navico 5000 Wheel Pilot T120 Wind Speed and Direction VHF Stereo and Cockpit speakers Electric...
$88,500
CONDITION:
Used
LENGTH:
39.99 ft.
|
YEAR:
1995
LOCATION:
Wilmington (United States of America)
OFFERED BY:
Shoreline Yacht Group
Cockpit Great cockpit design space whether underway or socializing at the end of the day. Easy to sail. To adjust sails when under way. Put autopilot on. Go to winches next to companion...
$109,000
CONDITION:
Used
LENGTH:
41.01 ft.
|
YEAR:
2001
LOCATION:
San Pedro (United States of America)
OFFERED BY:
Shoreline Yacht Group
Miscellaneous Achilles tender new in 2017 Weaver Snap Davits BottomSiders cockpit seat cushions Dock step with storage locker Magma stainless bbq with sun cover Extra lines, r...
$20,000
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1981
LOCATION:
Tampa, Florida (United States of America)
OFFERED BY:
Fillingham Yacht Sales
The Dickerson 37 aft cockpit ketch is a handsome cruising vessel with many practical features; wide decks, safe bulwarks, nav station, large comfortable cockpit. One of George Hazen's best mod...
$79,500
CONDITION:
Used
LENGTH:
35.01 ft.
|
YEAR:
1985
LOCATION:
Tampa, Florida (United States of America)
OFFERED BY:
Fillingham Yacht Sales
The Baltic 35 is a fast, handy and comfortable racer-cruiser. Her design and layout make her easy for a family crew to handle, and she was amazingly roomy and comfortable below decks. The fine ...
$119,000
CONDITION:
Used
LENGTH:
35.99 ft.
|
YEAR:
2003
LOCATION:
San Pedro (United States of America)
OFFERED BY:
Shoreline Yacht Group
Accommodations The Catalina 350 has a very spacious interior and ample headroom. Entering from the companionway, a u-shaped galley is on starboard, with both a front and side loading re...
$49,000
CONDITION:
Used
LENGTH:
39.99 ft.
|
YEAR:
1959
LOCATION:
Wilmington (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 ...
$28,000
CONDITION:
Used
LENGTH:
35.99 ft.
|
YEAR:
1984
LOCATION:
San Pedro (United States of America)
OFFERED BY:
Shoreline Yacht Group
Accommodations All the way forward is a chain locker. Aft is a large area that doubles as a huge master berth or a dinette that will seat six comfortably. Aft to port is a head with sta...
$529,000
CONDITION:
Used
LENGTH:
50.0 ft.
|
YEAR:
2009
LOCATION:
Stonington, Connecticut (United States of America)
OFFERED BY:
Frank Gordon Yacht Sales
Lagoon 500 Owners Version 4 Cabin ~ Privately owned & Never chartered ~Owner's version, 4 queen cabins w/ en-suite bathrooms separate showers This Lagoon 500 (hull #97) was originally custo...
$69,500
CONDITION:
Used
LENGTH:
30.84 ft.
|
YEAR:
2009
LOCATION:
St. Petersburg, Florida (United States of America)
OFFERED BY:
Fillingham Yacht Sales
Special Features: New Bottom Paint (2022) Two Staterooms New Air Conditioning 2023 In Mast Furling New Main Sail New Thru Hull Fittings New 12 V Refrigerator Shoal Draft Only 3' 11" "A...
$110,000
CONDITION:
Used
LENGTH:
36.32 ft.
|
YEAR:
2003
LOCATION:
Greenport, New York (United States of America)
OFFERED BY:
Brewer Yacht Sales
Very clean and well cared for. Over the years Catalina has come to be known as one of the most successful builders of the “modern” cruising sailboat. Enjoying much of that success, the ...
* 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.