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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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291 more Makes...
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    For Sale By
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    2,206 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2026 Lagoon Eighty 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

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

      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

      2003 Nautor Swan Nautor Swan 100 Pilothouse

      $4,850,000

      $36,132/mo*

      Charleston, SC 29401 | Northrop & Johnson Yachts-Ships LLC

      • 2003 Nautor Swan Nautor Swan 100 Pilothouse
      • 2003 Nautor Swan Nautor Swan 100 Pilothouse
      • 2003 Nautor Swan Nautor Swan 100 Pilothouse
      • 2003 Nautor Swan Nautor Swan 100 Pilothouse
      Dealer Logo
      • 2003 Leopard 47

        $210,000

        Fajardo, PR 00773 | The Multihull Company

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

        1987 Hunter 37 Legend

        $39,000

        ↓ Price Drop

        Annapolis, MD 21403 | YachtSalesInternational.Com -Martin Bird Associates

        • 1987 Hunter 37 Legend
        • 1987 Hunter 37 Legend
        • 1987 Hunter 37 Legend
        • 1987 Hunter 37 Legend

        2007 Hunter 41 DS

        $137,900

        ↓ Price Drop

        $1,027/mo*

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

        • 2007 Hunter 41 DS
        • 2007 Hunter 41 DS
        • 2007 Hunter 41 DS
        • 2007 Hunter 41 DS
        • 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

          1997 Beneteau Oceanis 40 CC

          $119,000

          Beaufort, NC 28516 | Beaufort Yacht Sales

          • 1997 Beneteau Oceanis 40 CC
          • 1997 Beneteau Oceanis 40 CC
          • 1997 Beneteau Oceanis 40 CC
          • 1997 Beneteau Oceanis 40 CC
          • 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
            • 1986 Catalina 22

              $7,500

              Riverton, CT 06065 | Private Seller

              • 1986 Catalina 22
              • 1986 Catalina 22
              • 1986 Catalina 22
              • 1986 Catalina 22

              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
              • 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
                • 1983 Nauticat Nauticat 43

                  $189,000

                  Seattle, WA 98199 | Marine Servicenter

                  • 1983 Nauticat Nauticat 43
                  • 1983 Nauticat Nauticat 43
                  • 1983 Nauticat Nauticat 43
                  • 1983 Nauticat Nauticat 43

                  1993 Hunter 26

                  $8,000

                  ↓ Price Drop

                  Miami, FL 33138 | Private Seller

                  • 1993 Hunter 26
                  • 1993 Hunter 26
                  • 1993 Hunter 26
                  • 1993 Hunter 26

                  2016 Hanse 415

                  $199,000

                  $1,483/mo*

                  Gloucester Point, VA 23062 | North Point Yacht Sales

                  • 2016 Hanse 415
                  • 2016 Hanse 415
                  • 2016 Hanse 415
                  • 2016 Hanse 415
                  • 1966 Allied Seawind Ketch

                    $5,000

                    Sodus Point, NY 14555 | Private Seller

                    • 1966 Allied Seawind Ketch
                    • 1966 Allied Seawind Ketch
                    • 1966 Allied Seawind Ketch
                    • 1966 Allied Seawind Ketch
                    • 1999 Technologie Marine Entincelle 60

                      $649,000

                      Mathews, VA 23109 | The Multihull Company

                      • 1999 Technologie Marine Entincelle 60
                      • 1999 Technologie Marine Entincelle 60
                      • 1999 Technologie Marine Entincelle 60
                      • 1999 Technologie Marine Entincelle 60

                      1988 Island Packet 38

                      $99,000

                      St Marys, GA 31558 | Engel Volkers Yachting Americas

                      • 1988 Island Packet 38
                      • 1988 Island Packet 38
                      • 1988 Island Packet 38
                      • 1988 Island Packet 38

                      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

                      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
                      • 1992 Hans Christian 33 Traditional

                        $125,900

                        Northport, ME 04849 | Private Seller

                        • 1992 Hans Christian 33 Traditional
                        • 1992 Hans Christian 33 Traditional
                        • 1992 Hans Christian 33 Traditional
                        • 1992 Hans Christian 33 Traditional
                        • 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
                          • 1991 Catalina 30 MkII

                            $19,500

                            Savannah, GA 31419 | Private Seller

                            • 1991 Catalina 30 MkII
                            • 1991 Catalina 30 MkII
                            • 1991 Catalina 30 MkII
                            • 1991 Catalina 30 MkII
                            • 2024 Custom Contoy70

                              $987,000

                              $7,353/mo*

                              HIALEAH, FL 33014 | Private Seller

                              • 2024 Custom Contoy70
                              • 2024 Custom Contoy70
                              • 2024 Custom Contoy70
                              • 2024 Custom Contoy70

                              1973 Gulf 53 MS

                              $62,000

                              ↓ Price Drop

                              Vero Beach, FL 32963 | Private Seller

                              • 1973 Gulf 53 MS
                              • 1973 Gulf 53 MS
                              • 1973 Gulf 53 MS
                              • 1973 Gulf 53 MS
                              • 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
                                • 1984 Tayana Tayana 37

                                  $58,000

                                  Traverse City, MI 49684 | Private Seller

                                  • 1984 Tayana Tayana 37
                                  • 1984 Tayana Tayana 37
                                  • 1984 Tayana Tayana 37
                                  • 1984 Tayana Tayana 37
                                  • 2010 Gemini 105Mc

                                    $130,000

                                    $968/mo*

                                    East End, VI 00820 | The Multihull Company

                                    • 2010 Gemini 105Mc
                                    • 2010 Gemini 105Mc
                                    • 2010 Gemini 105Mc
                                    • 2010 Gemini 105Mc
                                    • 1991 Hunter Legend 375

                                      $49,500

                                      Chicago, IL 60601 | Private Seller

                                      • 1991 Hunter Legend 375
                                      • 1991 Hunter Legend 375
                                      • 1991 Hunter Legend 375
                                      • 1991 Hunter Legend 375
                                      • 1986 Nimble 30

                                        $16,000

                                        Lake City, MN 55041 | Yachts360

                                        • 1986 Nimble 30
                                        • 1986 Nimble 30
                                        • 1986 Nimble 30
                                        • 1986 Nimble 30

                                        1993 Crowther 42

                                        $129,000

                                        Pensacola, FL 32501 | Edwards Yacht Sales

                                        • 1993 Crowther 42
                                        • 1993 Crowther 42
                                        • 1993 Crowther 42
                                        • 1993 Crowther 42
                                        • 1978 Cheoy Lee Offshore 32

                                          $24,750

                                          Seattle, WA 98109 | Marine Servicenter

                                          • 1978 Cheoy Lee Offshore 32
                                          • 1978 Cheoy Lee Offshore 32
                                          • 1978 Cheoy Lee Offshore 32
                                          • 1978 Cheoy Lee Offshore 32
                                          • 1983 Baba 30

                                            $25,000

                                            Waukegan, IL 60085 | Private Seller

                                            • 1983 Baba 30
                                            • 1983 Baba 30
                                            • 1983 Baba 30
                                            • 1983 Baba 30
                                            • 1995 Lagoon TPI 42

                                              $185,000

                                              San Diego, CA 92106 | Denison Yachting

                                              • 1995 Lagoon TPI 42
                                              • 1995 Lagoon TPI 42
                                              • 1995 Lagoon TPI 42
                                              • 1995 Lagoon TPI 42
                                              • 2027 Fountaine Pajot Power 80

                                                Request a Price

                                                Annapolis, MD 21403 | ACY Yachts Annapolis

                                                • 2027 Fountaine Pajot Power 80
                                                • 2027 Fountaine Pajot Power 80
                                                • 2027 Fountaine Pajot Power 80
                                                • 2027 Fountaine Pajot Power 80
                                                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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