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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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    4,107 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2028 Dynamic Project Garfield

      $35,000,000

      $268,630/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      1989 Classic yachts Ron Holland

      $119,000

      $913/mo*

      St. Thomas, VI 00802 | Harbor Shoppers

      1989 Classic yachts Ron Holland
      Dealer Logo

      2007 Catalina 22 MkII

      $15,900

      Gilford, NH 03249 | Fay's Boat Yard, Inc.

      2007 Catalina 22 MkII
      • 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

          1985 Custom 60

          $190,000

          West Palm Beach, FL 33407 | McNally Yacht Sales

          1985 Custom 60

          1972 Bristol 40

          $27,500

          ↓ Price Drop

          Belmont, ME 04952 | Sailboats Northeast

          1972 Bristol 40

          2018 Beneteau Oceanis 35.1

          $154,000

          ↓ Price Drop

          $1,182/mo*

          Oconto, WI | Weber Yachts

          2018 Beneteau Oceanis 35.1
          • 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
            • 2012 Hughes 40

              $295,000

              $2,264/mo*

              Forked River, NJ 08731 | The Multihull Company

              2012 Hughes 40
              • 2026 Bali 4.2

                $528,009

                $4,053/mo*

                Hollywood, FL 33020 | Catamaran Gurus

                2026 Bali 4.2
                • 1988 J Boats J/22

                  $10,000

                  Lake Elmo, MN 55042 | Hooper's Yachts

                  1988 J Boats J/22
                  • 2026 Bali CATSMART

                    $388,069

                    $2,978/mo*

                    Hollywood, FL 33020 | Catamaran Gurus

                    2026 Bali CATSMART

                    1989 Custom Schooner Liveaboard

                    $95,000

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

                    1989 Custom Schooner Liveaboard

                    2000 Hunter 290

                    $19,000

                    ↓ Price Drop

                    St Petersburg, FL 33701 | Adventure Yacht Sales

                    2000 Hunter 290
                    • 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
                          • 1983 Bluewater Vagabond 47

                            $42,000

                            San Diego, CA 92106 | Yachtfinders Windseakers

                            1983 Bluewater Vagabond 47
                            • 1988 Hylas Custom 44

                              $149,000

                              San Diego, CA 92106 | Yachtfinders Windseakers

                              1988 Hylas Custom 44

                              1986 Sabre 34 MK II

                              $15,000

                              ↓ Price Drop

                              Cataumet, MA 02534 | Lawson Yachts LLC

                              1986 Sabre 34 MK II
                              • 1982 Morgan 32

                                $24,500

                                Duxbury, MA 02332 | Lawson Yachts LLC

                                1982 Morgan 32
                                • 1986 Catalina 36

                                  $11,000

                                  St. Thomas, VI 00802 | Harbor Shoppers

                                  1986 Catalina 36

                                  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
                                    • 1990 Catalina Capri

                                      $14,000

                                      Oceanside, CA 92058 | Private Seller

                                      1990 Catalina Capri

                                      1988 Tartan 31 Cutter Rigged Masthead Sloop

                                      $34,000

                                      Salem, MA 01970 | Winter Island Yacht Yard Inc

                                      1988 Tartan 31 Cutter Rigged Masthead Sloop
                                      • 2004 Bavaria Bavaria 49

                                        $80,000

                                        St. Thomas, VI | Harbor Shoppers

                                        2004 Bavaria Bavaria 49

                                        2026 Corsair 760

                                        $75,599

                                        $580/mo*

                                        Seattle, WA 98117 | Wright Yachts

                                        2026 Corsair 760

                                        1986 Cape Dory MS300

                                        $29,000

                                        Fort Myers, FL 33901 | Grand Slam Yacht Sales Inc

                                        1986 Cape Dory MS300
                                        • 2015 Beneteau Oceanis 55

                                          $400,000

                                          $3,070/mo*

                                          Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                          2015 Beneteau Oceanis 55
                                          • 2019 Lagoon 42

                                            $379,000

                                            $2,909/mo*

                                            Fort Lauderdale, FL 33301 | The Multihull Company

                                            2019 Lagoon 42
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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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