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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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    3,639 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2028 Dynamic Project Garfield

      $35,000,000

      $258,279/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo
      • 1989 Custom Schooner Liveaboard

        $95,000

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

        1989 Custom Schooner Liveaboard
        • 1996 Hallberg-Rassy 39

          $169,900

          Stuart, FL 34994 | Private Seller

          1996 Hallberg-Rassy 39

          1995 Pacific Seacraft Crealock 34

          $105,000

          Bradenton, FL 34205 | American House of Yachts Corporation DBA/AHOY

          1995 Pacific Seacraft Crealock 34

          2019 Lagoon 450 F

          $544,900

          $4,021/mo*

          Fort Lauderdale, FL 33301 | Yachts International

          2019 Lagoon 450 F
          • 1982 Hinterhoeller Nonsuch 26 Classic

            $18,290

            Port Washington, WI 53074 | CenterPointe Marine

            1982 Hinterhoeller Nonsuch 26 Classic
            • 2002 Alerion Express 28

              $64,900

              Orleans, MA 02647 | K. McCann Yacht Sales

              2002 Alerion Express 28
              • 1994 Beneteau Oceanis 400

                $45,000

                Miami, FL 33133 | Private Seller

                1994 Beneteau Oceanis 400
                • 1994 Hinckley Sou'wester 42 Sloop

                  $295,000

                  Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                  1994 Hinckley Sou'wester 42 Sloop

                  2008 Catalina 309

                  $59,995

                  $443/mo*

                  Kemah, TX 77565 | Jarman Yacht Sales, LLC

                  2008 Catalina 309

                  2019 Lagoon 42

                  $379,000

                  $2,797/mo*

                  Fort Lauderdale, FL 33301 | The Multihull Company

                  2019 Lagoon 42

                  2005 Corsair F-31 1D

                  $94,900

                  Stuart, FL 34997 | The Finish Line

                  2005 Corsair F-31 1D
                  • 1997 Bristol Channel Cutter 28

                    $69,900

                    Santa Cruz, CA 95060 | Yachtfinders Windseakers

                    1997 Bristol Channel Cutter 28
                    • 2006 Catalina 42 MkII

                      $189,000

                      $1,395/mo*

                      San Diego, CA 92106 | Private Seller

                      2006 Catalina 42 MkII
                      • 2004 Beneteau 57

                        $348,000

                        Mt Pleasant, SC 29464 | United Yacht Sales

                        2004 Beneteau 57
                        • 2009 Jeanneau Sun Odyssey 44i

                          $175,000

                          $1,291/mo*

                          Superior, WI 54880 | Barker's Island Marina

                          2009 Jeanneau Sun Odyssey 44i

                          1987 Pearson 36-2

                          $22,000

                          ↓ Price Drop

                          Port Charlotte, FL 33952 | United Yacht Sales

                          1987 Pearson 36-2
                          • 1990 Cheoy Lee Sloop

                            $459,000

                            North Miami Beach, FL 33162 | Atlantic Yacht & Ship, Inc.

                            1990 Cheoy Lee Sloop

                            1986 Covey Island 38

                            $49,500

                            Eliot, ME 03903 | Merri-Mar Yacht Basin, Inc

                            1986 Covey Island 38

                            1990 Custom 46

                            $49,500

                            Seattle, WA 98117 | Seattle Yachts

                            1990 Custom 46

                            2013 Gemini Legacy

                            $145,000

                            ↓ Price Drop

                            $1,070/mo*

                            West Palm Beach, FL 33403 | McNally Yacht Sales

                            2013 Gemini Legacy
                            • 2000 Crowther Catamaran

                              $80,900

                              Dighton, MA 02715 | The Multihull Source

                              2000 Crowther Catamaran

                              1981 Passport 42

                              $67,700

                              ↓ Price Drop

                              Marathon, FL 33050 | Private Seller

                              1981 Passport 42

                              2016 Dufour 382 Grand Large

                              $139,000

                              $1,026/mo*

                              Annapolis, MD 21403 | ACY Yachts

                              2016 Dufour 382 Grand Large
                              • 1998 Beneteau Oceanis 50

                                $149,000

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

                                1998 Beneteau Oceanis 50

                                2021 Fountaine Pajot Elba 45 Catamaran

                                $699,000

                                ↓ Price Drop

                                $5,158/mo*

                                St Thomas, VI 00802 | ACY Yachts

                                2021 Fountaine Pajot Elba 45 Catamaran

                                1982 Watkins 27 Pirate Ship!

                                $4,999

                                Washington, NC 27889 | McCotters Marina

                                1982 Watkins 27 Pirate Ship!
                                • 1987 Kelly Peterson 46

                                  $69,000

                                  Fort Lauderdale, FL 33315 | Private Seller

                                  1987 Kelly Peterson 46
                                  • 1987 Hunter Legend 35

                                    $19,500

                                    Melbourne, FL 32901 | Private Seller

                                    1987 Hunter Legend 35

                                    1992 Dragonfly 800 Swing Wing

                                    $39,000

                                    ↓ Price Drop

                                    Port Orange, FL 32129 | Windcraft Multihulls

                                    1992 Dragonfly 800 Swing Wing
                                    • 2020 Beneteau Oceanis 30.1

                                      $170,000

                                      $1,254/mo*

                                      Hilton Head Island, SC 29926 | North Point Yacht Sales

                                      2020 Beneteau Oceanis 30.1
                                      • 1994 Sweden Yachts 70

                                        $1,200,000

                                        Charlotte Amalia, VI 00801 | Gunnar's Yacht & Ship

                                        1994 Sweden Yachts 70
                                        • 2027 Fountaine Pajot Power 80

                                          Request a Price

                                          Saint Petersburg, FL 33301 | ACY Yachts St. Petersburg

                                          2027 Fountaine Pajot Power 80
                                          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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