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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 Power 80

      Request a Price

      Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

      2027 Fountaine Pajot Power 80
      Dealer Logo

      1977 Custom 80 Brigantine

      $1,350,000

      $9,962/mo*

      Long Beach, CA 90802 | Rick Obey Yacht Sales

      1977 Custom 80 Brigantine
      Dealer Logo

      2007 Perini Navi 52M

      $19,500,000

      $143,898/mo*

      Savannah, GA 31401 | Northrop and Johnson (Monaco)

      2007 Perini Navi 52M
      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
          • 1994 Beneteau Oceanis 400

            $45,000

            Miami, FL 33133 | Private Seller

            1994 Beneteau Oceanis 400

            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

                2019 Lagoon 42

                $379,000

                $2,797/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42
                • 1994 Hinckley Sou'wester 42 Sloop

                  $295,000

                  Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                  1994 Hinckley Sou'wester 42 Sloop
                  • 1981 Bristol 45.5 Aft Cockpit

                    $105,000

                    Tracys Landing, MD 20779 | Seattle Yachts - Annapolis

                    1981 Bristol 45.5 Aft Cockpit

                    2013 Gemini Legacy

                    $145,000

                    ↓ Price Drop

                    $1,070/mo*

                    West Palm Beach, FL 33403 | McNally Yacht Sales

                    2013 Gemini Legacy

                    2008 Catalina 309

                    $59,995

                    $443/mo*

                    Kemah, TX 77565 | Jarman Yacht Sales, LLC

                    2008 Catalina 309
                    • 1997 Bristol Channel Cutter 28

                      $69,900

                      Santa Cruz, CA 95060 | Yachtfinders Windseakers

                      1997 Bristol Channel Cutter 28
                      • 2002 Island Packet 380

                        $169,000

                        Charleston, SC 29401 | Denison Yachting

                        2002 Island Packet 380
                        • 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

                            1979 Schucker 436 Motorsailor

                            $60,000

                            Charleston, SC 29492 | United Yacht Sales

                            1979 Schucker 436 Motorsailor
                            • 2006 Dolphin 460

                              $350,000

                              $2,583/mo*

                              St Augustine, FL 32084 | The Multihull Company

                              2006 Dolphin 460

                              1986 Covey Island 38

                              $49,500

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

                              1986 Covey Island 38
                              • 1990 Slocum 43

                                $136,825

                                Fort Pierce, FL 34950 | United Yacht Sales

                                1990 Slocum 43
                                • 1987 Hans Christian Cristina 40

                                  $79,500

                                  Superior, WI 54880 | Barker's Island Marina

                                  1987 Hans Christian Cristina 40
                                  • 2000 Crowther Catamaran

                                    $80,900

                                    Dighton, MA 02715 | The Multihull Source

                                    2000 Crowther Catamaran
                                    • 1998 Beneteau Oceanis 50

                                      $149,000

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

                                      1998 Beneteau Oceanis 50

                                      1981 Passport 42

                                      $67,700

                                      ↓ Price Drop

                                      Marathon, FL 33050 | Private Seller

                                      1981 Passport 42
                                      • 2006 Tayana 58 Deck Salon

                                        $447,000

                                        $3,299/mo*

                                        San Diego, CA 92106 | Yachtfinders Windseakers

                                        2006 Tayana 58 Deck Salon

                                        2004 Cabo Rico 42

                                        $317,000

                                        ↓ Price Drop

                                        Bellingham, WA 98225 | Marine Servicenter - Bellingham Sales Center

                                        2004 Cabo Rico 42

                                        2016 Dufour 382 Grand Large

                                        $139,000

                                        $1,026/mo*

                                        Annapolis, MD 21403 | ACY Yachts

                                        2016 Dufour 382 Grand Large
                                        • 1990 Island Packet 35

                                          $65,000

                                          Highland Beach, FL 33487 | Edwards Yacht Sales

                                          1990 Island Packet 35
                                          • 1987 Hunter Legend 35

                                            $19,500

                                            Melbourne, FL 32901 | Private Seller

                                            1987 Hunter Legend 35

                                            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!
                                            • 1998 Custom Kelly Archer

                                              $1,290,000

                                              $9,519/mo*

                                              Newport, RI 02840 | ACY Yachts - Marina Del Rey

                                              1998 Custom Kelly Archer
                                              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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