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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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279 more Makes...
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    For Sale By
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    2,168 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2026 Lagoon Eighty 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      • 2026 Lagoon Eighty 2
      • 2026 Lagoon Eighty 2
      • 2026 Lagoon Eighty 2
      • 2026 Lagoon Eighty 2
      Dealer Logo

      2026 Lagoon Eighty 2

      Request a Price

      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

      • 2026 Lagoon Eighty 2
      • 2026 Lagoon Eighty 2
      • 2026 Lagoon Eighty 2
      • 2026 Lagoon Eighty 2
      Dealer Logo

      2011 Alia Yachts Warwick 82 LK

      $1,995,000

      $14,570/mo*

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

      • 2011 Alia Yachts Warwick 82 LK
      • 2011 Alia Yachts Warwick 82 LK
      • 2011 Alia Yachts Warwick 82 LK
      • 2011 Alia Yachts Warwick 82 LK
      Dealer Logo

      1986 Hunter Legend 45

      $45,000

      Wilmington, CA 90744 | Seattle Yachts - Los Angeles

      • 1986 Hunter Legend 45
      • 1986 Hunter Legend 45
      • 1986 Hunter Legend 45
      • 1986 Hunter Legend 45
      • 1999 Hunter 380

        $76,800

        Bayfield, WI 54817 | Hooper's Yachts

        • 1999 Hunter 380
        • 1999 Hunter 380
        • 1999 Hunter 380
        • 1999 Hunter 380
        • 2005 Lagoon 440

          $230,000

          Saco, ME 04072 | The Multihull Company

          • 2005 Lagoon 440
          • 2005 Lagoon 440
          • 2005 Lagoon 440
          • 2005 Lagoon 440
          • 1980 Cape Dory 36

            $24,900

            Iuka, MS 38852 | Captain's Choice of Pickwick

            • 1980 Cape Dory 36
            • 1980 Cape Dory 36
            • 1980 Cape Dory 36
            • 1980 Cape Dory 36

            2000 Gemini 105M

            $69,000

            ↓ Price Drop

            San Diego, CA 92118 | Private Seller

            • 2000 Gemini 105M
            • 2000 Gemini 105M
            • 2000 Gemini 105M
            • 2000 Gemini 105M

            1989 Custom Schooner Liveaboard

            $145,900

            ↓ Price Drop

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

            • 1989 Custom Schooner Liveaboard
            • 1989 Custom Schooner Liveaboard
            • 1989 Custom Schooner Liveaboard
            • 1989 Custom Schooner Liveaboard
            • 1998 Hunter 310

              $34,999

              Wrightsville Beach, NC 28480 | Private Seller

              • 1998 Hunter 310
              • 1998 Hunter 310
              • 1998 Hunter 310
              • 1998 Hunter 310

              1992 Reichel/Pugh 50

              $49,000

              ↓ Price Drop

              San Diego, CA 92106 | Denison Yachting

              • 1992 Reichel/Pugh 50
              • 1992 Reichel/Pugh 50
              • 1992 Reichel/Pugh 50
              • 1992 Reichel/Pugh 50
              • 1971 Hinckley Bermuda 40 Custom Yawl

                $142,000

                Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                • 1971 Hinckley Bermuda 40 Custom Yawl
                • 1971 Hinckley Bermuda 40 Custom Yawl
                • 1971 Hinckley Bermuda 40 Custom Yawl
                • 1971 Hinckley Bermuda 40 Custom Yawl

                2005 Hunter 36

                $64,999

                ↓ Price Drop

                Jacksonville, FL 32250 | Private Seller

                • 2005 Hunter 36
                • 2005 Hunter 36
                • 2005 Hunter 36
                • 2005 Hunter 36
                • 1987 Hunter Legend 35

                  $19,500

                  Melbourne, FL 32901 | Private Seller

                  • 1987 Hunter Legend 35
                  • 1987 Hunter Legend 35
                  • 1987 Hunter Legend 35
                  • 1987 Hunter Legend 35

                  2014 Lagoon 620

                  $1,475,000

                  $10,773/mo*

                  Savannah, GA 31401 | The Multihull Company

                  • 2014 Lagoon 620
                  • 2014 Lagoon 620
                  • 2014 Lagoon 620
                  • 2014 Lagoon 620

                  1977 Custom 80 Brigantine

                  $998,000

                  Long Beach, CA 90802 | Rick Obey Yacht Sales

                  • 1977 Custom 80 Brigantine
                  • 1977 Custom 80 Brigantine
                  • 1977 Custom 80 Brigantine
                  • 1977 Custom 80 Brigantine
                  • 2022 Bali 4.8

                    $220,000

                    $1,607/mo*

                    Tortola, FL 33101 | Private Seller

                    • 2022 Bali 4.8
                    • 2022 Bali 4.8
                    • 2022 Bali 4.8
                    • 2022 Bali 4.8
                    • 2009 MacGregor 26M

                      $18,900

                      Camano Island, WA 98282 | Private Seller

                      • 2009 MacGregor 26M
                      • 2009 MacGregor 26M
                      • 2009 MacGregor 26M
                      • 2009 MacGregor 26M

                      1992 Catalina Capri

                      $8,500

                      ↓ Price Drop

                      Galesville, MD 20765 | Private Seller

                      • 1992 Catalina Capri
                      • 1992 Catalina Capri
                      • 1992 Catalina Capri
                      • 1992 Catalina Capri
                      • 1976 Cheoy Lee Clipper Ketch

                        $42,000

                        Green Cove Springs, FL 32043 | Private Seller

                        • 1976 Cheoy Lee Clipper Ketch
                        • 1976 Cheoy Lee Clipper Ketch
                        • 1976 Cheoy Lee Clipper Ketch
                        • 1976 Cheoy Lee Clipper Ketch

                        1986 Endeavour 42 CC

                        $49,000

                        Mount Desert, ME 04660 | Engel Volkers Yachting Americas

                        • 1986 Endeavour 42 CC
                        • 1986 Endeavour 42 CC
                        • 1986 Endeavour 42 CC
                        • 1986 Endeavour 42 CC
                        • 1979 Schucker 436 Motorsailor

                          $55,000

                          Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                          • 1979 Schucker 436 Motorsailor
                          • 1979 Schucker 436 Motorsailor
                          • 1979 Schucker 436 Motorsailor
                          • 1979 Schucker 436 Motorsailor
                          • 2011 MacGregor 26

                            $17,000

                            Ladue, MO 63124 | Private Seller

                            • 2011 MacGregor 26
                            • 2011 MacGregor 26
                            • 2011 MacGregor 26
                            • 2011 MacGregor 26
                            • 2003 Leopard 47

                              $210,000

                              Fajardo, PR 00773 | The Multihull Company

                              • 2003 Leopard 47
                              • 2003 Leopard 47
                              • 2003 Leopard 47
                              • 2003 Leopard 47

                              1999 PDQ 36

                              $99,900

                              Brunswick, GA 31520 | Dunbar Yachts

                              • 1999 PDQ 36
                              • 1999 PDQ 36
                              • 1999 PDQ 36
                              • 1999 PDQ 36

                              1998 Fountaine Pajot Athena

                              $110,000

                              ↓ Price Drop

                              Cape Coral, FL 33904 | Private Seller

                              • 1998 Fountaine Pajot Athena
                              • 1998 Fountaine Pajot Athena
                              • 1998 Fountaine Pajot Athena
                              • 1998 Fountaine Pajot Athena
                              • 1984 Tayana 37

                                $54,900

                                Palm Coast, FL 32164 | United Yacht Sales - Georgia, Florida -Jacksonville and St. Augustine Area

                                • 1984 Tayana 37
                                • 1984 Tayana 37
                                • 1984 Tayana 37
                                • 1984 Tayana 37
                                • 2019 Lagoon 42

                                  $395,000

                                  $2,885/mo*

                                  Hayes, VA 23072 | Severn Yachting Center

                                  • 2019 Lagoon 42
                                  • 2019 Lagoon 42
                                  • 2019 Lagoon 42
                                  • 2019 Lagoon 42
                                  • 1980 CSY 44 WALKTHROUGH

                                    $79,000

                                    Fort Pierce, FL 34949 | Private Seller

                                    • 1980 CSY 44 WALKTHROUGH
                                    • 1980 CSY 44 WALKTHROUGH
                                    • 1980 CSY 44 WALKTHROUGH
                                    • 1980 CSY 44 WALKTHROUGH
                                    • 2006 Custom Gemini 105 mc

                                      $79,900

                                      $584/mo*

                                      Moore Haven, FL 33471 | Private Seller

                                      • 2006 Custom Gemini 105 mc
                                      • 2006 Custom Gemini 105 mc
                                      • 2006 Custom Gemini 105 mc
                                      • 2006 Custom Gemini 105 mc

                                      1996 Catalina 270

                                      $10,000

                                      ↓ Price Drop

                                      St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                                      • 1996 Catalina 270
                                      • 1996 Catalina 270
                                      • 1996 Catalina 270
                                      • 1996 Catalina 270
                                      • 2013 Fountaine Pajot Lipari 41

                                        $289,000

                                        $2,111/mo*

                                        Charleston, SC 29401 | The Multihull Company

                                        • 2013 Fountaine Pajot Lipari 41
                                        • 2013 Fountaine Pajot Lipari 41
                                        • 2013 Fountaine Pajot Lipari 41
                                        • 2013 Fountaine Pajot Lipari 41
                                        • 2019 Hanse 588

                                          $799,900

                                          $5,842/mo*

                                          Annapolis, MD 21401 | North Point Yacht Sales

                                          • 2019 Hanse 588
                                          • 2019 Hanse 588
                                          • 2019 Hanse 588
                                          • 2019 Hanse 588
                                          • 2013 Leopard 44

                                            $399,999

                                            $2,921/mo*

                                            Fort Lauderdale, FL 33301 | The Multihull Company

                                            • 2013 Leopard 44
                                            • 2013 Leopard 44
                                            • 2013 Leopard 44
                                            • 2013 Leopard 44
                                            • 2001 Vitters Aft Cockpit

                                              $11,500,000

                                              $83,990/mo*

                                              West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

                                              • 2001 Vitters Aft Cockpit
                                              • 2001 Vitters Aft Cockpit
                                              • 2001 Vitters Aft Cockpit
                                              • 2001 Vitters Aft Cockpit
                                              Dealer Logo
                                              • 2027 Fountaine Pajot Thira 80

                                                Request a Price

                                                Annapolis, MD 21403 | ACY Yachts Annapolis

                                                • 2027 Fountaine Pajot Thira 80
                                                • 2027 Fountaine Pajot Thira 80
                                                • 2027 Fountaine Pajot Thira 80
                                                • 2027 Fountaine Pajot Thira 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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