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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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    3,718 boats
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    • Price: High to Low
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      • 1967 Columbia Constellation

        $29,500

        Norwell, MA 02061 | Lawson Yachts LLC

        1967 Columbia Constellation
        • 2006 Lagoon 410 S2

          $215,000

          $1,587/mo*

          Vero Beach, FL 32960 | The Multihull Company

          2006 Lagoon 410 S2
          • 1989 Custom Schooner Liveaboard

            $95,000

            Shady Side, MD 20778 | YachtSalesInternational.Com -Martin Bird Associates

            1989 Custom Schooner Liveaboard
            • 2002 Alerion Express 28

              $64,900

              Orleans, MA 02647 | K. McCann Yacht Sales

              2002 Alerion Express 28

              1989 Irwin 43 Mk III

              $69,900

              Stuart, FL 34994 | United Yacht Sales

              1989 Irwin 43 Mk III

              2008 J Boats J/122

              $499,000

              $3,682/mo*

              San Diego, CA 92106 | Jeff Brown Yachts

              2008 J Boats J/122

              2019 Lagoon 42

              $379,000

              $2,797/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42

              1972 Rhodes 53 Motorsailor

              $129,000

              Ponce Inlet, FL 32127 | McNally Yacht Sales

              1972 Rhodes 53 Motorsailor
              • 1994 Beneteau Oceanis 400

                $45,000

                Miami, FL 33133 | Private Seller

                1994 Beneteau Oceanis 400
                • 1988 Cabo Rico 38XL

                  $88,500

                  Rockport, ME 04856 | Lyman-Morse Yacht Brokerage

                  1988 Cabo Rico 38XL

                  2025 Yamaha Boats 195S

                  $48,999

                  $423/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2025 Yamaha Boats 195S

                  2026 Tracker Pro 170

                  $18,425

                  Columbus, OH 43224 | Sizzle Marine

                  2026 Tracker Pro 170

                  2025 Tracker Grizzly 1236 Utility

                  $1,670

                  Columbus, OH 43224 | Sizzle Marine

                  2025 Tracker Grizzly 1236 Utility

                  1993 Hunter 26

                  $7,500

                  ↓ Price Drop

                  Miami, FL 33138 | Private Seller

                  1993 Hunter 26

                  1977 Tayana 37

                  $40,000

                  Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                  1977 Tayana 37
                  • 1983 Cape Dory 28

                    $24,000

                    Ogunquit, ME 03907 | Sailboats Northeast

                    1983 Cape Dory 28
                    • 1994 Hinckley Sou'wester 42 Sloop

                      $275,000

                      Portsmouth, RI 02871 | Hinckley Yacht Brokerage

                      1994 Hinckley Sou'wester 42 Sloop
                      • 2006 Lagoon 440

                        $299,500

                        $2,210/mo*

                        Hayes, VA 23072 | Severn Yachting Center

                        2006 Lagoon 440
                        • 1997 Pacific Seacraft Pilothouse 40

                          $239,950

                          Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                          1997 Pacific Seacraft Pilothouse 40

                          1987 Hans Christian 41 molokai

                          $65,000

                          Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                          1987 Hans Christian 41 molokai
                          • 1988 J Boats J/24

                            $9,500

                            Las Vegas, NV 89118 | Private Seller

                            1988 J Boats J/24
                            • 1992 Hunter Vision 36

                              $44,900

                              Tacoma, WA 98402 | Private Seller

                              1992 Hunter Vision 36
                              • 2000 Crowther Catamaran

                                $80,900

                                Dighton, MA 02715 | The Multihull Source

                                2000 Crowther Catamaran
                                • 2003 Leopard 47

                                  $210,000

                                  Fajardo, PR 00773 | The Multihull Company

                                  2003 Leopard 47

                                  1976 Tayana 37

                                  $29,000

                                  Washington, NC 27889 | McCotters Marina

                                  1976 Tayana 37

                                  2016 Beneteau Oceanis 45

                                  $299,000

                                  $2,206/mo*

                                  Palm Beach Gardens, FL 33410 | McNally Yacht Sales

                                  2016 Beneteau Oceanis 45

                                  2018 Jeanneau Sun Odyssey 349

                                  $159,500

                                  $1,177/mo*

                                  St Simons Island, GA 31522 | Dunbar Yachts

                                  2018 Jeanneau Sun Odyssey 349
                                  • 1998 Beneteau Oceanis 50

                                    $149,000

                                    Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                                    1998 Beneteau Oceanis 50

                                    1973 Fisher 37

                                    $85,000

                                    Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

                                    1973 Fisher 37
                                    • 1983 O'Day 39

                                      $29,000

                                      Dennis, MA 02641 | Sailboats Northeast

                                      1983 O'Day 39

                                      1986 Baba 35

                                      $49,000

                                      Beaufort, NC 28516 | Beaufort Yacht Sales

                                      1986 Baba 35

                                      1987 Bristol 35.5

                                      $57,500

                                      Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                      1987 Bristol 35.5
                                      • 2005 Gemini 105Mc

                                        $83,500

                                        Saint James, NC 28461 | Private Seller

                                        2005 Gemini 105Mc
                                        • 2006 Gemini Gemini 105 MC

                                          $79,900

                                          $590/mo*

                                          Moore Haven, FL 33471 | Private Seller

                                          2006 Gemini Gemini 105 MC
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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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