Sailing yachts are larger sailboats, usually but not always over 35 feet in length. They can be of many different styles and types, with different sail, mast, rigging, and hull configurations. Search for new and used sailing yachts for sale, refining your choices by brand, size, price point or ag... learn more about Sailing Yachts
6,634 New and Used Sailing Yachts
Milford Marina (United Kingdom)
37.01 ft.
1997
Used
Remarks: The Hallberg-Rassy 36 MKII is well respected and proven blue water cruiser with good performance and sea kindly motion. Hussar IV is in excellent condition...
$168,198 *
Río Dulce (Guatemala)
36.92 ft.
1992
Used
Price Reduction PRICE REDUCED!! Seller Motivation Motivated Seller for this beautiful well maintained boat. Health issues have lead to the sale of this vessel. All reasonable offers considered. Vessel Overview S/v Steel Appeal is a sturdy, high quality...
$49,500
Vilanova i la Geltrú (Spain)
106.0 ft.
1992
Used
Boat Overview Welcome to the world of luxury and elegance with “NAOS”, a classic yacht built in 1992 by CCYD. Refit Information This magnificent vessel, recently refitted in 2022, is a testament to exquisite craftsmanship and timeless design. Location Nestled in the beautif...
$2,175,655 *
Faro (Portugal)
113.85 ft.
1987
Used
For Sale: Successful Charter Boat Company in the Sunny Algarve, Portugal! Reduced from 895.000 € Realize the lifelong dream of many people - your own charter boat...
$598,305 *
Río Dulce (Guatemala)
44.0 ft.
1977
Used
Boat Overview This 1977 44’ CSY Walkover is a tough, heavy built blue water cruiser. In fact, Cruising World Magazine included the CSY 44 in its list of the 40 best sailboats of all time! CSY boats were built to unusually high standards of strength, durability, and quality consistent ...
$39,000
Río Dulce (Guatemala)
42.2 ft.
1987
Used
S/V Gypsy Rover for Sale Boat Overview S/V Gypsy Rover is a 42 Endeavour center cockpit sailboat designed by Johannes Valentijn and built by Endeavour Yacht Corp. (USA) in Florida. Approximately 257 of these boats were constructed between 1985 and 1991. These popular coastal cruis...
$49,000
Río Dulce (Guatemala)
52.0 ft.
1978
Used
S/v Tantalus Overview S/v Tantalus is a 1978 52’ Irwin stay-sail ketch, designed and built by Ted Irwin of Irwin Yachts USA. There were 250 of these various models built. This particular model is the State model and was built specifically for the Caribbean charter boat trade. Irwin bu...
$40,000
Río Dulce (Guatemala)
41.8 ft.
1984
Used
*PRICE REDUCED* MOTIVATED SELLER!! OWNERS JUST BOUGHT ANOTHER LARGER BOAT TO ACCOMMODATE LARGER FAMILY S/v Luciernaga is a beautiful, well cared for 1984 Irwin 41 center cockpit ketch. Built by American designer and boat builder Ted Irwin at Irwin Yachts located near S...
$55,000
Frontignan (France)
45.93 ft.
2004
Used
Bouvet-Petit 45.9 Beautiful custom sailboat based on a Bouvet-Petit 45.9 design. Construction and Design Hull built in strip planking - red cedar for lightness and strength. Rigged as a cutter, this solid, fast sailboat will provide you with the emotions you're looking for on suc...
$174,052 *
Isle of Wight (United Kingdom)
114.83 ft.
1974
Used
Boat Overview The Sagitta 35 is a true classic, designed by the legendary Sparkman & Stephens and built to the highest standards by Bianca Yachts. With her eleg...
$38,765 *
Beaulieu (United Kingdom)
31.0 ft.
2005
Used
Remarks: This Double-ended Dutch built yacht was designed by the Kloet brothers, who have specialised in the building of glass fibre yachts since the 1950's with an...
$47,889 *
Río Dulce (Guatemala)
44.0 ft.
1978
Used
S/v Urbi Overview S/v Urbi is a 1978 44’ CSY Walkover. The 44’ walkover design is one of the Ted Irwin inspired designs officially attributed to Peter Schmitt and Frank Hamlin. These vessels are excellent offshore and coastal cruisers, built tough and were built Lloyds of London certi...
$55,000
Southampton (United Kingdom)
11.5 ft.
1989
Used
Boat Overview This 1 owner from new 376 is a nice example and has been well looked after for her age. Inventory and Features Original sails along with addi...
$64,710 *
Hellevoetsluis (Netherlands)
46.92 ft.
1972
Used
Description Ryton On Tyne 2 Mast Ketch Getuigd FOR SALE SAILING SHIP EQUINOX Just returned from a year and a half trip. Due to changed plans of the owner, thi...
$162,630 *
Río Dulce (Guatemala)
39.11 ft.
1992
Used
S/V Rainbow’s End Overview S/V Rainbow’s End is now on the market! She is a very unique upgraded vessel, there is none like it! This 1992 Owners Version Escale 39’ custom Prout was built in South Africa by the owner of Prout Boats. The Prout Escale has a solid...
$185,000
Antibes (France)
39.01 ft.
1999
Used
Remarks: **Discover the Perfect Blend of Performance and Comfort: The Beneteau 40.7 First** Experience sailing like never before with the iconic Beneteau 40.7 Fir...
$81,478 *
Frontignan (France)
70.87 ft.
1979
Used
Goélette Aurique Cyprae is an auric schooner from 1979, a replica of John Alden's Malabar X, recognized as maritime heritage. She boasts a rich history including two world tours, 17 transatlantic crossings, and regatta victories. Specifications Length: 21.60 m Beam: ...
$194,721 *
Río Dulce (Guatemala)
38.0 ft.
1980
Used
Price PRICE REDUCED!! $29,000 USD Boat Description Up for sail is the s/v New Horizons, a 38 ft Downeaster. These boats are known for their durability, efficiency, and functionality. They originated in the fishing industry and feature high bows, raked st...
$29,000
Imperia (Italy)
44.62 ft.
1974
Used
Canaletti Motorsailer 45 Very Beautiful 1974 Canaletti Motorsailer 45, Between Tradition and Comfort Completely refitted between 2019 and 2022, JARIMA is a 45-foot wooden boat with a timeless charm, designed by Bruno Veronese and built in 1974 by the prestigious Canaletti Shipyards...
$87,026 *
Mali Lošinj (Croatia)
43.47 ft.
2008
Used
Enavigo Cutter 43 Overview The Enavigo Cutter 43 is a masterfully designed sailing vessel, inspired by the rugged and seaworthy English workboats. Built for both se...
$168,613 *
Río Dulce (Guatemala)
38.0 ft.
1987
Used
PRICE REDUCED!! $45,000 USD A Real Bargain for this beautiful offshore cruiser! Presented for sale is s/v Dragon Heart, a classic design well maintained Downeaster, a heavy displacement off shore vessel. Her clipper bow, wine glass transom, and cle...
$45,000
Hull (United Kingdom)
127.95 ft.
1976
Used
Boat Overview The Moody 39, designed by renowned naval architect Angus Primrose and built by A.H. Moody & Son Ltd., exemplifies British craftsmanship and forwar...
$62,775 *
Milford Haven (United Kingdom)
37.11 ft.
1997
Used
Boat Overview A well respected and proven blue water cruiser with good performance and sea kindly motion. Hussar IV is in excellent condition with impressive upgrad...
$168,198 *
Ajaccio (France)
78.71 ft.
1994
Used
Boat Description Caïque General Information This ketch measures 23.99 meters. Built in 1994 and fully renovated in 2023, this exceptional boat combines traditional craftsmanship and modern technology. Performance and Build It features a laminated wood hull covered in epoxy ...
$924,654 *
Ardrossan (United Kingdom)
134.51 ft.
1986
Used
Description This Seafinn 411 built in 1986 offers a compelling combination of robust construction and thoughtful design, ideal for long-range cruising or comfortabl...
$115,195 *
Itchenor (United Kingdom)
45.6 ft.
2005
Used
Boat Overview Southerly 135 "MOONDANCE" was built in December 2004 and launched in summer 2005. This centre cockpit cutter is highly specified for extended blue-wat...
$310,639 *
Willemstad (Curaçao)
43.64 ft.
2004
Used
Boat Description This Aluminum Reinke 13M has been expertly built and outfitted with exceptional attention to detail, accessibility, and practicality. It is fully eq...
$114,000
Valencia (Spain)
68.41 ft.
2003
Used
Boat Description This Hoek 68 Semi Classic, EL PINO, is a solid 68-foot aluminium sailing yacht designed by Hoek Design Naval Architects. El Pino is, from stern to ...
$973,606 *
* Price displayed is based on today's currency conversion rate of the listed sales price.
Sailing yachts are larger sailboats, usually but not always over 35 feet in length. They can be of many different styles and types, with different sail, mast, rigging, and hull configurations. Search for new and used sailing yachts for sale, refining your choices by brand, size, price point or age to find the perfect model.
The term sailing yacht usually refers to a recreational or racing sailboat over around 35 feet in size, although the size is not set in stone and many smaller sailboats may be referred to as yachts. They can go up in size to superyacht status, with the largest sailing yacht in the world Sailing Yacht A at 465 feet in length.
Sailing yachts are used for cruising and racing, and there are many different styles and types with different keels, rig types, sails, and number of masts. Different types of yachts will be used for different purposes, whether that’s day cruising, blue water sailing, or racing. They can also be characterized by their hull type, with monohulls the most common type of yacht. Catamarans feature two hulls, and trimarans have three.
When it comes to construction, modern sailing yachts are usually made from fiberglass, while classic models (and some bespoke brands) are made from wood.
The sloop is the most common type of sailing yacht and is characterized by a single-mast rig that often has a triangular mainsail and a headsail. They are well known for their speed, and smaller models are popular first boats. But they’re also popular racing yachts, too, thanks to their good windward performance and speeds. They range massively in size, style, and luxury finish and make good liveaboard boats as well as capable cruisers.
The cutter resembles the sloop but it differs by its rigging which includes an inner forestay to set a second smaller headsail known as the staysail. The second headsail allows sailors better control and more stability than a sloop, as well as performing better in adverse weather conditions but makes it more difficult to tack. The cutter typically has a bowsprit that increases total sail area.
Large schooners have sailed the oceans for centuries, and modern ones are luxurious yachts. Featuring two or more masts and many sail configurations, the two masts typically set similar sized boom-mounted sails called the foresail on the forward mast and the mainsail on the after mast. Schooners are often highly capable bluewater cruisers. They may require a larger crew to sail them because of the complexity of the rigging and sails and the sheer size.
These two types of sailing yachts are similar in appearance. They have two masts, with the mainmast being taller than the mizzen mast. They differ in that the ketch has the mizzen mast forward of the rudder post, while the yawl has its mizzen aft of it. In general, ketch and yawl sailboats have shorter masts and smaller sails, making them somewhat slower than a sloop or cutter but easier to handle in rough sea conditions.
While we tend to think of superyachts as motor vessels, they can also be sailing yachts. These are large and luxurious (over 80 feet) and will have a full crew and captain. They have multiple cabins, lounges, large decks and high-end features such as Jacuzzis, gyms, and expansive flybridge decks.
The sailing yacht sector is highly competitive with many excellent brands offering top quality yachts of all sizes and finishes. It’s also worth noting that there are brands no longer in operation that are well-represented on the used market for their high-quality older models.
Brands such as Beneteau, Jeanneau, Dufour, Catalina, and Bavaria are some of the highest volume producers in the industry, well known for their use of robotic production and decades of design and boatbuilding experience. They offer capable sailing yachts for moderate prices in the 30- to 60-foot range for cruiser and racer/cruiser models.
Hallberg-Rassy is a notable Swedish brand that builds luxury sloops with good bluewater capabilities. Amel Yachts in France builds strong and comfortable ocean-going yachts that are easy to sail shorthanded.
Luxury sloop-rigged catamaran brands include Fountaine Pajot, Leopard, Lagoon, Nautitech, Outremer and HH.
When it comes to superyacht sailing yachts brands include Wally Yachts, Sunreef, Oceanco, Lurssen, Royal Huisman, and Perini Navi.
Sailing yachts offer the chance to cruise long-distance in comfort and luxury without relying on fuels to power your engine. They make excellent bluewater or weekend cruisers, and larger models are well-equipped for living aboard. With so many different sizes, styles, types, and brands on both the new and used markets the choice is vast and ensures you’ll find the ideal model for your needs.