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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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289 more Makes...
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    2,205 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1998 Custom Kelly Archer

      $1,290,000

      $9,610/mo*

      Palm Beach Gardens, FL 33410 | ACY Yachts - Marina Del Rey

      • 1998 Custom Kelly Archer
      • 1998 Custom Kelly Archer
      • 1998 Custom Kelly Archer
      • 1998 Custom Kelly Archer
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      • 2027 Fountaine Pajot Thira 80
      • 2027 Fountaine Pajot Thira 80
      • 2027 Fountaine Pajot Thira 80
      • 2027 Fountaine Pajot Thira 80
      Dealer Logo

      2027 Fountaine Pajot Power 80

      Request a Price

      Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

      • 2027 Fountaine Pajot Power 80
      • 2027 Fountaine Pajot Power 80
      • 2027 Fountaine Pajot Power 80
      • 2027 Fountaine Pajot Power 80
      Dealer Logo

      2009 Brooklin Boat Yard 2009

      $2,850,000

      $21,232/mo*

      Newport, RI 02840 | Northrop and Johnson

      • 2009 Brooklin Boat Yard 2009
      • 2009 Brooklin Boat Yard 2009
      • 2009 Brooklin Boat Yard 2009
      • 2009 Brooklin Boat Yard 2009

      1989 Custom Schooner Liveaboard

      $165,900

      ↓ 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
      • 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
        • 2006 Jeanneau Sun Odyssey 49 DS

          $145,000

          $1,080/mo*

          Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

          • 2006 Jeanneau Sun Odyssey 49 DS
          • 2006 Jeanneau Sun Odyssey 49 DS
          • 2006 Jeanneau Sun Odyssey 49 DS
          • 2006 Jeanneau Sun Odyssey 49 DS
          • 1994 Catalina 30 Tall Rig

            $21,000

            Traverse City, MI 49684 | Private Seller

            • 1994 Catalina 30 Tall Rig
            • 1994 Catalina 30 Tall Rig
            • 1994 Catalina 30 Tall Rig
            • 1994 Catalina 30 Tall Rig
            • 1981 Cape Dory 27

              $25,000

              Tracys Landing, MD 20779 | Private Seller

              • 1981 Cape Dory 27
              • 1981 Cape Dory 27
              • 1981 Cape Dory 27
              • 1981 Cape Dory 27

              1990 Pacific Seacraft Flicka

              $28,000

              ↓ Price Drop

              Austin, TX 78734 | Private Seller

              • 1990 Pacific Seacraft Flicka
              • 1990 Pacific Seacraft Flicka
              • 1990 Pacific Seacraft Flicka
              • 1990 Pacific Seacraft Flicka

              1977 Custom 80 Brigantine

              $998,000

              ↓ Price Drop

              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

                $1,639/mo*

                Tortola, FL 33101 | Private Seller

                • 2022 Bali 4.8
                • 2022 Bali 4.8
                • 2022 Bali 4.8
                • 2022 Bali 4.8

                2026 Fountaine Pajot Samana 59

                $3,113,738

                $23,197/mo*

                St Petersburg, FL 33701 | ACY Yachts St. Petersburg

                • 2026 Fountaine Pajot Samana 59
                • 2026 Fountaine Pajot Samana 59
                • 2026 Fountaine Pajot Samana 59
                • 2026 Fountaine Pajot Samana 59
                • 1998 Fountaine Pajot Athena

                  $125,000

                  Cape Coral, FL 33904 | Private Seller

                  • 1998 Fountaine Pajot Athena
                  • 1998 Fountaine Pajot Athena
                  • 1998 Fountaine Pajot Athena
                  • 1998 Fountaine Pajot Athena

                  2008 Catalina 309

                  $59,995

                  $447/mo*

                  Kemah, TX 77565 | Jarman Yacht Sales, LLC

                  • 2008 Catalina 309
                  • 2008 Catalina 309
                  • 2008 Catalina 309
                  • 2008 Catalina 309
                  • 1976 Irwin 52

                    $75,000

                    Allyn, WA 98524 | Private Seller

                    • 1976 Irwin 52
                    • 1976 Irwin 52
                    • 1976 Irwin 52
                    • 1976 Irwin 52

                    1985 H-Venus Ketch

                    $99,750

                    ↓ Price Drop

                    National City, CA 91950 | Private Seller

                    • 1985 H-Venus Ketch
                    • 1985 H-Venus Ketch
                    • 1985 H-Venus Ketch
                    • 1985 H-Venus Ketch

                    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

                    1980 CSY 44 WALKTHROUGH

                    $79,000

                    ↓ Price Drop

                    Fort Pierce, FL 34949 | Private Seller

                    • 1980 CSY 44 WALKTHROUGH
                    • 1980 CSY 44 WALKTHROUGH
                    • 1980 CSY 44 WALKTHROUGH
                    • 1980 CSY 44 WALKTHROUGH
                    • 1991 Custom Horacio Carabelli Schooner

                      $290,000

                      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                      • 1991 Custom Horacio Carabelli Schooner
                      • 1991 Custom Horacio Carabelli Schooner
                      • 1991 Custom Horacio Carabelli Schooner
                      • 1991 Custom Horacio Carabelli Schooner
                      • 2005 Lagoon 440

                        $230,000

                        $1,713/mo*

                        Saco, ME 04072 | The Multihull Company

                        • 2005 Lagoon 440
                        • 2005 Lagoon 440
                        • 2005 Lagoon 440
                        • 2005 Lagoon 440
                        • 2014 Lagoon 380 S2

                          $225,000

                          $1,676/mo*

                          Charleston, SC 29401 | The Multihull Company

                          • 2014 Lagoon 380 S2
                          • 2014 Lagoon 380 S2
                          • 2014 Lagoon 380 S2
                          • 2014 Lagoon 380 S2
                          • 1980 Peterson Sloop

                            $11,995

                            San Pedro, CA 90731 | Private Seller

                            • 1980 Peterson Sloop
                            • 1980 Peterson Sloop
                            • 1980 Peterson Sloop
                            • 1980 Peterson Sloop

                            1983 J Boats J/35

                            $13,500

                            ↓ Price Drop

                            San Pedro, CA 90731 | Private Seller

                            • 1983 J Boats J/35
                            • 1983 J Boats J/35
                            • 1983 J Boats J/35
                            • 1983 J Boats J/35

                            2018 Nautor Swan 54

                            $1,450,000

                            $10,802/mo*

                            Annapolis, MD 21401 | North Point Yacht Sales

                            • 2018 Nautor Swan 54
                            • 2018 Nautor Swan 54
                            • 2018 Nautor Swan 54
                            • 2018 Nautor Swan 54

                            2005 Leopard 40

                            $170,000

                            ↓ Price Drop

                            $1,266/mo*

                            Saint Simons Island, GA | Dunbar Yachts

                            • 2005 Leopard 40
                            • 2005 Leopard 40
                            • 2005 Leopard 40
                            • 2005 Leopard 40
                            • 1977 Cape Dory 25

                              $3,000

                              Reedville, VA 22539 | Private Seller

                              • 1977 Cape Dory 25
                              • 1977 Cape Dory 25
                              • 1977 Cape Dory 25
                              • 1977 Cape Dory 25

                              1979 Formosa 51

                              $119,000

                              Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

                              • 1979 Formosa 51
                              • 1979 Formosa 51
                              • 1979 Formosa 51
                              • 1979 Formosa 51

                              2001 Hunter 380

                              $68,900

                              St Simons Island, GA 31522 | Dunbar Yachts

                              • 2001 Hunter 380
                              • 2001 Hunter 380
                              • 2001 Hunter 380
                              • 2001 Hunter 380
                              • 1980 Gulfstar 47 Sailmaster

                                $120,000

                                New Smyrna Beach, FL 32168 | Private Seller

                                • 1980 Gulfstar 47 Sailmaster
                                • 1980 Gulfstar 47 Sailmaster
                                • 1980 Gulfstar 47 Sailmaster
                                • 1980 Gulfstar 47 Sailmaster
                                • 1987 Kelly Peterson 46

                                  $69,000

                                  Fort Lauderdale, FL 33315 | Private Seller

                                  • 1987 Kelly Peterson 46
                                  • 1987 Kelly Peterson 46
                                  • 1987 Kelly Peterson 46
                                  • 1987 Kelly Peterson 46

                                  1987 Island Packet 38

                                  $58,500

                                  Norfolk, VA 23518 | Beaufort Yacht Sales

                                  • 1987 Island Packet 38
                                  • 1987 Island Packet 38
                                  • 1987 Island Packet 38
                                  • 1987 Island Packet 38

                                  1995 Kelly Dashew KELLY ARCHER

                                  $895,000

                                  Valdez, AK 99686 | Seattle Yachts - Los Angeles

                                  • 1995 Kelly Dashew KELLY ARCHER
                                  • 1995 Kelly Dashew KELLY ARCHER
                                  • 1995 Kelly Dashew KELLY ARCHER
                                  • 1995 Kelly Dashew KELLY ARCHER
                                  • 1996 Fountaine Pajot Venezia 42

                                    $165,000

                                    Fort Pierce, FL 34949 | Private Seller

                                    • 1996 Fountaine Pajot Venezia 42
                                    • 1996 Fountaine Pajot Venezia 42
                                    • 1996 Fountaine Pajot Venezia 42
                                    • 1996 Fountaine Pajot Venezia 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
                                      • 1983 Palmer Johnson 110 Cruising Sloop
                                      • 1983 Palmer Johnson 110 Cruising Sloop
                                      • 1983 Palmer Johnson 110 Cruising Sloop
                                      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
                                        • 2011 Alia Yachts Warwick 82 LK
                                        • 2011 Alia Yachts Warwick 82 LK
                                        • 2011 Alia Yachts Warwick 82 LK
                                        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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