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  • Home//
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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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    For Sale By
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    3,802 boats
    Sort: Recommended
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      1998 Custom Kelly Archer

      $1,290,000

      $9,519/mo*

      Newport, RI 02840 | ACY Yachts - Marina Del Rey

      1998 Custom Kelly Archer
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2023 Lagoon 50

      $880,000

      $6,494/mo*

      Hayes, VA 23072 | Severn Yachting Center

      2023 Lagoon 50
      • 2003 Taswell 58

        $450,000

        Fort Lauderdale, FL 33316 | David Walters Yachts

        2003 Taswell 58

        2006 Island Packet 440

        $329,000

        $2,428/mo*

        Fort Lauderdale, FL 33301 | David Walters Yachts

        2006 Island Packet 440
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28
          • 2008 Beneteau Oceanis 49

            $275,000

            $2,029/mo*

            Fort Pierce, FL 34945 | Yachts International

            2008 Beneteau Oceanis 49
            • 2004 Lagoon 380

              $186,000

              Curtis Bay, MD 21226 | David Walters Yachts

              2004 Lagoon 380
              • 2000 Catalina 470

                $199,900

                Fort Pierce, FL 34950 | David Walters Yachts

                2000 Catalina 470
                • 1995 Prout 45

                  $195,000

                  Stuart, FL 34994 | United Yacht Sales

                  1995 Prout 45
                  • 1989 Custom Schooner Liveaboard

                    $95,000

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

                    1989 Custom Schooner Liveaboard

                    2014 Gemini Legacy 35

                    $169,950

                    ↓ Price Drop

                    $1,254/mo*

                    Panama City Beach, FL 32407 | Great Southern Yacht Company

                    2014 Gemini Legacy 35
                    • 1994 Beneteau Oceanis 400

                      $45,000

                      Miami, FL 33133 | Private Seller

                      1994 Beneteau Oceanis 400
                      • 1984 Hallberg-Rassy 49

                        $235,000

                        Annapolis, MD 21403 | David Walters Yachts

                        1984 Hallberg-Rassy 49
                        • 1987 Island Packet 31

                          $24,500

                          Boston, MA 02125 | Eastern Yacht Sales, Inc.

                          1987 Island Packet 31

                          2019 Lagoon 42

                          $379,000

                          $2,797/mo*

                          Fort Lauderdale, FL 33301 | The Multihull Company

                          2019 Lagoon 42
                          • 1999 Catalina 320

                            $59,000

                            Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                            1999 Catalina 320
                            • 1979 Schucker 436 Motorsailor

                              $55,000

                              Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                              1979 Schucker 436 Motorsailor
                              • 1988 Cabo Rico 38XL

                                $88,000

                                Rockport, ME 04856 | Private Seller

                                1988 Cabo Rico 38XL
                                • 2022 Phinisi Luxury

                                  $1,500,000

                                  $11,069/mo*

                                  Washington, DC 20011 | Private Seller

                                  2022 Phinisi Luxury

                                  2003 Beneteau First 47.7

                                  $149,900

                                  ↓ Price Drop

                                  Deltaville, VA 23043 | Bay Harbor Brokerage, Inc.

                                  2003 Beneteau First 47.7

                                  1997 Freedom 45

                                  $89,000

                                  ↓ Price Drop

                                  Miami, FL 33133 | David Walters Yachts

                                  1997 Freedom 45
                                  • 1994 Endeavour cat30

                                    $74,000

                                    Marathon, FL 33050 | Private Seller

                                    1994 Endeavour cat30

                                    1988 Hylas Custom 44

                                    $149,000

                                    ↓ Price Drop

                                    San Diego, CA 92106 | Yachtfinders Windseakers

                                    1988 Hylas Custom 44
                                    • 2010 Island Packet Estero

                                      $174,900

                                      $1,291/mo*

                                      Osterville, MA 02655 | K. McCann Yacht Sales

                                      2010 Island Packet Estero
                                      • 1989 J Boats J/44

                                        $99,000

                                        Harborside, ME 04642 | Metinic Yacht Brokers

                                        1989 J Boats J/44

                                        2002 Hunter Passage 450

                                        $169,900

                                        ↓ Price Drop

                                        St Petersburg, FL 33701 | Edwards Yacht Sales

                                        2002 Hunter Passage 450

                                        1985 Tayana Tayana 37 Ct

                                        $84,500

                                        Hernando Beach, FL 34607 | Portside Yacht Sales

                                        1985 Tayana Tayana 37 Ct
                                        • 1995 Catalina 30 MkIII

                                          $29,000

                                          Muskegon, MI 49441 | Sail Place Inc

                                          1995 Catalina 30 MkIII

                                          2001 Tartan 3700

                                          $149,000

                                          ↓ Price Drop

                                          Fort Lauderdale, FL 33301 | David Walters Yachts

                                          2001 Tartan 3700
                                          • 2015 Italia Yachts 13.98

                                            $449,000

                                            $3,313/mo*

                                            Wickford, RI 02852 | David Walters Yachts

                                            2015 Italia Yachts 13.98
                                            • 2010 Gemini 105Mc

                                              $99,500

                                              $734/mo*

                                              Westport Point, MA 02791 | Tripp Marine Group

                                              2010 Gemini 105Mc

                                              1975 Cape George 36

                                              $89,500

                                              San Pedro, CA 90731 | Seattle Yachts - Los Angeles

                                              1975 Cape George 36
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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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