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  • Sail

Sailboats for sale

Boats propelled partly or entirely by sails including a variety of sailing boats or yachts in terms of size, dimension and configuration of sails of the vessel.
Read our helpful guide to Sailboats
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374 more Makes...
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    3,371 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 2000 Catalina 380

        $113,000

        Fairhope, AL 36532 | Marine Group - Emerald Coast

        2000 Catalina 380
        • 2008 Catalina 400 MkII

          $184,500

          $1,374/mo*

          San Diego, CA 92106 | Yachtfinders Windseakers

          2008 Catalina 400 MkII

          2005 Beneteau Oceanis Clipper 423

          $105,000

          Portland, ME 04101 | Northstar Yacht Sales, LLC

          2005 Beneteau Oceanis Clipper 423
          • 1987 Island Packet 38

            $33,500

            Indiantown, FL 34956 | Adventure Yacht Sales

            1987 Island Packet 38
            • 1990 Island Packet 35

              $65,000

              Highland Beach, FL 33487 | Edwards Yacht Sales

              1990 Island Packet 35

              1989 Custom Schooner Liveaboard

              $95,000

              ↓ Price Drop

              Shady Side, MD 20778 | YachtSalesInternational.Com

              1989 Custom Schooner Liveaboard
              • 1972 Custom 53 Catamaran

                $139,900

                Salinas, PR 00751 | Sunshine Cruising Yachts

                1972 Custom 53 Catamaran
                • 1989 J Boats J/44

                  $99,000

                  Harborside, ME 04642 | Metinic Yacht Brokers

                  1989 J Boats J/44
                  • 1976 Tartan 38

                    $5,000

                    Charlestown, MA 02129 | Lawson Yachts LLC

                    1976 Tartan 38
                    • 1998 Beneteau Oceanis 321

                      $45,500

                      Niceville, FL 32578 | Marine Group - Emerald Coast

                      1998 Beneteau Oceanis 321
                      • 1999 Hunter Passage 450

                        $79,500

                        San Diego, CA 92106 | Yachtfinders Windseakers

                        1999 Hunter Passage 450

                        1979 Schucker 436 Motorsailor

                        $60,000

                        Charleston, SC 29492 | United Yacht Sales

                        1979 Schucker 436 Motorsailor

                        2025 Sun Tracker SportFish 22 DLX

                        $47,735

                        $416/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2025 Sun Tracker SportFish 22 DLX

                        2025 Tracker Targa V-18 Combo

                        $44,870

                        $391/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2025 Tracker Targa V-18 Combo

                        2026 Sun Tracker Bass Buggy 18 DLX

                        $34,020

                        $296/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Sun Tracker Bass Buggy 18 DLX
                        • 1994 Sweden Yachts 70

                          $1,200,000

                          Charlotte Amalia, VI 00801 | Gunnar's Yacht & Ship

                          1994 Sweden Yachts 70

                          2006 Tayana 58 Deck Salon

                          $439,500

                          ↓ Price Drop

                          $3,274/mo*

                          San Diego, CA 92106 | Yachtfinders Windseakers

                          2006 Tayana 58 Deck Salon
                          • 1998 Maine Cat Catamaran

                            $89,900

                            Stuart, FL 34994 | Edwards Yacht Sales

                            1998 Maine Cat Catamaran
                            • 1997 Bristol Channel Cutter 28

                              $69,900

                              Santa Cruz, CA 95060 | Yachtfinders Windseakers

                              1997 Bristol Channel Cutter 28
                              • 1994 Beneteau Oceanis 400

                                $45,000

                                Miami, FL 33133 | Private Seller

                                1994 Beneteau Oceanis 400
                                • 2001 Hunter 306

                                  $29,995

                                  Bronx, NY 10464 | BoatMax

                                  2001 Hunter 306
                                  • 2006 Lagoon 410-S2

                                    $215,000

                                    $1,602/mo*

                                    Vero Beach, FL 32960 | The Multihull Company

                                    2006 Lagoon 410-S2
                                    • 1981 Passport 42

                                      $77,900

                                      Marathon, FL 33050 | Private Seller

                                      1981 Passport 42

                                      2013 Gemini Legacy

                                      $145,000

                                      ↓ Price Drop

                                      $1,080/mo*

                                      West Palm Beach, FL 33403 | McNally Yacht Sales

                                      2013 Gemini Legacy
                                      • 1996 Hallberg-Rassy 39

                                        $169,900

                                        Stuart, FL 34994 | Private Seller

                                        1996 Hallberg-Rassy 39

                                        1956 Vic Franck Custom Seaborn

                                        $20,000

                                        ↓ Price Drop

                                        Seattle, WA 98109 | Private Seller

                                        1956 Vic Franck Custom Seaborn

                                        1988 Tayana Vancouver 42

                                        $132,999

                                        ↓ Price Drop

                                        Brunswick, GA 31520 | Edwards Yacht Sales

                                        1988 Tayana Vancouver 42

                                        2018 Catalina 275 Sport

                                        $69,500

                                        $518/mo*

                                        Salem, MA 01970 | Sailboats Northeast

                                        2018 Catalina 275 Sport

                                        1985 Custom 60

                                        $190,000

                                        ↓ Price Drop

                                        West Palm Beach, FL 33407 | McNally Yacht Sales

                                        1985 Custom 60

                                        1983 Bluewater Vagabond 47

                                        $42,000

                                        ↓ Price Drop

                                        San Diego, CA 92106 | Yachtfinders Windseakers

                                        1983 Bluewater Vagabond 47
                                        • 2003 Leopard 47

                                          $210,000

                                          Fajardo, PR 00773 | The Multihull Company

                                          2003 Leopard 47

                                          1955 Classic Custom Full Keel Ketch

                                          $45,000

                                          Galesville, MD 20765 | North Point Yacht Sales

                                          1955 Classic Custom Full Keel Ketch
                                          • 2016 Leopard 48

                                            $440,000

                                            $3,278/mo*

                                            Fort Lauderdale, FL 33301 | Yachts International

                                            2016 Leopard 48
                                            • 1981 Islander Freeport Ketch

                                              $68,500

                                              Lewisville, TX 75056 | Grandpappy Point Marina

                                              1981 Islander Freeport Ketch
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                                            Sailboats

                                            Sailboats

                                            Sailboats are propelled partly or entirely by sails and include a variety of types from cutters to sloops and catboats to schooners. Traditionally sailboats are monohull displacement hulls, but catamarans and multi-hulls are becoming more common. There are many kinds of sailboats and they carry different rigs (masts, supporting shrouds and stay, and sail combinations). Sloops have one mast and generally two sails – a mainsail and a headsail called a jib or genoa. If there are two headsails, the boat is usually called a cutter rig. Ketches have two masts with the aft mast shorter than the main mast. Yawls also have a shorter aft mast but it’s farther back on deck than a ketch. A schooner can have two or three masts with the forward-most one being shorter. Sailboats differ by size, use and strength of build – so it’s important to consider carefully which type of sailboat is best for your intended use. Once you understand the different options available, you can make an educated choice.

                                            Expert Sailboats Reviews

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