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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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362 more Makes...
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    For Sale By
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    3,261 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2028 Dynamic Project Garfield

      $35,000,000

      $260,745/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      2011 Alia Yachts Warwick 82 LK

      $1,995,000

      $14,862/mo*

      Wickford, RI 02852 | Northrop & Johnson Yachts-Ships LLC

      2011 Alia Yachts Warwick 82 LK
      Dealer Logo
      • 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
          • 2010 Sparkman & Stephens S&S 45

            $487,000

            $3,628/mo*

            Southwest Harbor, ME 04679 | Lyman-Morse Yacht Brokerage

            2010 Sparkman & Stephens S&S 45
            • 1970 Southern Ocean GALLANT 53

              $99,900

              San Diego, CA 92106 | Yachtfinders Windseakers

              1970 Southern Ocean GALLANT 53
              • 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
                          • 1993 Block Island 40

                            $74,950

                            Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                            1993 Block Island 40

                            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
                                • 1993 Green Marine Dubois 50

                                  $59,500

                                  San Diego, CA 92106 | Yachtfinders Windseakers

                                  1993 Green Marine Dubois 50
                                  • 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
                                        • 2000 Crowther Catamaran

                                          $80,900

                                          Dighton, MA 02715 | The Multihull Source

                                          2000 Crowther Catamaran
                                          • 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
                                                  • 1983 Palmer Johnson 110 Cruising Sloop

                                                    $2,250,000

                                                    $16,762/mo*

                                                    Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

                                                    1983 Palmer Johnson 110 Cruising Sloop
                                                    Dealer Logo
                                                    • 2027 Fountaine Pajot Power 80

                                                      Request a Price

                                                      Annapolis, MD 21403 | ACY Yachts Annapolis

                                                      2027 Fountaine Pajot Power 80
                                                      Dealer Logo
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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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