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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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    4,109 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      1998 Custom Kelly Archer

      $1,290,000

      $9,901/mo*

      Newport, RI 02840 | ACY Yachts - Marina Del Rey

      1998 Custom Kelly Archer
      Dealer Logo

      1988 Custom Lahaina Welding Co. Square Topsail Ketch

      $1,499,900

      $11,512/mo*

      Port Townsend, WA 98368 | Port Townsend Boat Company

      1988 Custom Lahaina Welding Co. Square Topsail Ketch
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      Dealer Logo
      • 2006 Hunter 41 Deck Salon

        $120,000

        $921/mo*

        Shady Side, MD 20764 | ACY Yachts

        2006 Hunter 41 Deck Salon
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28
          • 1995 PDQ 32 LRC

            $65,000

            Miami Beach, FL | Just Catamarans

            1995 PDQ 32 LRC

            2006 Island Packet 440

            $329,000

            $2,525/mo*

            Fort Lauderdale, FL 33301 | David Walters Yachts

            2006 Island Packet 440

            1972 Bristol 40

            $27,500

            ↓ Price Drop

            Belmont, ME 04952 | Sailboats Northeast

            1972 Bristol 40

            1985 Custom 60

            $190,000

            West Palm Beach, FL 33407 | McNally Yacht Sales

            1985 Custom 60
            • 2014 Beneteau Oceanis 37

              $139,998

              $1,075/mo*

              Hollywood, FL 33020 | Yachts360

              2014 Beneteau Oceanis 37
              • 1988 Hylas Custom 44

                $149,000

                San Diego, CA 92106 | Yachtfinders Windseakers

                1988 Hylas Custom 44
                • 1992 Pacific Seacraft 34

                  $75,000

                  Sausalito, CA 94965 | Marotta Yachts of Sausalito

                  1992 Pacific Seacraft 34

                  1973 Fisher 37

                  $85,000

                  Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

                  1973 Fisher 37
                  • 2026 Bali 4.2

                    $528,068

                    $4,053/mo*

                    Hollywood, FL 33020 | Catamaran Gurus

                    2026 Bali 4.2
                    • 2010 Island Packet Estero

                      $174,900

                      $1,342/mo*

                      Osterville, MA 02655 | K. McCann Yacht Sales

                      2010 Island Packet Estero

                      2000 Hunter 290

                      $19,000

                      ↓ Price Drop

                      St Petersburg, FL 33701 | Adventure Yacht Sales

                      2000 Hunter 290

                      2005 Manta 42 MkII

                      $285,000

                      ↓ Price Drop

                      Fort Pierce, FL 34945 | Onewater Yacht Group - Palm Beach

                      2005 Manta 42 MkII

                      2014 C.W. Hood 32 Daysailer

                      $89,000

                      $683/mo*

                      Severna Park, MD 21146 | CW Hood Yachts

                      2014 C.W. Hood 32 Daysailer
                      • 1986 Catalina 36

                        $11,000

                        St. Thomas, VI 00802 | Harbor Shoppers

                        1986 Catalina 36
                        • 2003 Leopard 47

                          $210,000

                          Fajardo, PR 00773 | The Multihull Company

                          2003 Leopard 47
                          • 1996 Beneteau Oceanis 40 CC

                            $75,000

                            Emeryville, CA 94608 | Rubicon Yachts

                            1996 Beneteau Oceanis 40 CC
                            • 1996 Amel Super Maramu 53

                              $299,000

                              Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

                              1996 Amel Super Maramu 53

                              1989 Custom Schooner Liveaboard

                              $95,000

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

                              1989 Custom Schooner Liveaboard
                              • 1983 Bluewater Vagabond 47

                                $42,000

                                San Diego, CA 92106 | Yachtfinders Windseakers

                                1983 Bluewater Vagabond 47
                                • 2022 Knysna 500SE

                                  $999,995

                                  $7,675/mo*

                                  Fort Lauderdale, FL 33304 | Just Catamarans

                                  2022 Knysna 500SE

                                  1986 Sabre 34 MK II

                                  $15,000

                                  ↓ Price Drop

                                  Cataumet, MA 02534 | Lawson Yachts LLC

                                  1986 Sabre 34 MK II
                                  • 2019 Lagoon 42

                                    $379,000

                                    $2,909/mo*

                                    Fort Lauderdale, FL 33301 | The Multihull Company

                                    2019 Lagoon 42
                                    • 1982 Morgan 32

                                      $24,500

                                      Duxbury, MA 02332 | Lawson Yachts LLC

                                      1982 Morgan 32

                                      2013 Gemini Legacy

                                      $145,000

                                      $1,113/mo*

                                      West Palm Beach, FL 33403 | McNally Yacht Sales

                                      2013 Gemini Legacy
                                      • 1999 Corsair F-24 MkII

                                        $29,500

                                        Deltaville, VA 23043 | YaZu Yachting

                                        1999 Corsair F-24 MkII
                                        • 2014 Gemini Legacy 35

                                          $169,950

                                          $1,304/mo*

                                          Panama City Beach, FL 32407 | Great Southern Yacht Company

                                          2014 Gemini Legacy 35

                                          1969 Allied Greenwich 24

                                          $3,700

                                          Harborside, ME 04642 | Metinic Yacht Brokers

                                          1969 Allied Greenwich 24
                                          • 1986 Tayana 37

                                            $65,000

                                            Old Lyme, CT 06371 | Yachts New England

                                            1986 Tayana 37
                                            • 2005 Gemini 105Mc

                                              $83,500

                                              Saint James, NC 28461 | Private Seller

                                              2005 Gemini 105Mc
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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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