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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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369 more Makes...
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    3,308 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
            • 1972 Custom 53 Catamaran

              $139,900

              Salinas, PR 00751 | Sunshine Cruising Yachts

              1972 Custom 53 Catamaran
              • 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
                • 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
                        • 1993 Block Island 40

                          $74,950

                          Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                          1993 Block Island 40
                          • 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
                              • 1998 Catalina 42 MkII

                                $87,500

                                Sandwich, MA 02563 | Lawson Yachts LLC

                                1998 Catalina 42 MkII
                                • 1990 Beneteau Oceanis 390

                                  $64,900

                                  Fort Pierce, FL 34946 | Florida Coast Yacht

                                  1990 Beneteau Oceanis 390
                                  • 1997 Bristol Channel Cutter 28

                                    $69,900

                                    Santa Cruz, CA 95060 | Yachtfinders Windseakers

                                    1997 Bristol Channel Cutter 28

                                    1983 Bluewater Vagabond 47

                                    $42,000

                                    ↓ Price Drop

                                    San Diego, CA 92106 | Yachtfinders Windseakers

                                    1983 Bluewater Vagabond 47

                                    1983 Sabre 38

                                    $38,000

                                    Green Cove Springs, FL 32043 | McNally Yacht Sales

                                    1983 Sabre 38
                                    • 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
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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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