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  • Home//
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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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    3,681 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
    • Distance: Nearest first
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    • Price: High to Low
    • Price: Low to High

      2001 Vitters Aft Cockpit

      $11,500,000

      $84,863/mo*

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

      2001 Vitters Aft Cockpit
      Dealer Logo

      1983 Palmer Johnson 110 Cruising Sloop

      $2,250,000

      $16,604/mo*

      Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

      1983 Palmer Johnson 110 Cruising Sloop
      Dealer Logo

      1998 Custom Kelly Archer

      $1,290,000

      $9,519/mo*

      Newport, RI 02840 | ACY Yachts - Marina Del Rey

      1998 Custom Kelly Archer
      Dealer Logo

      2003 Catalina 310

      $55,000

      West Palm Beach, FL 33407 | McNally Yacht Sales

      2003 Catalina 310
      • 2004 Lagoon 570

        $325,000

        West Palm Beach, FL 33401 | The Multihull Company

        2004 Lagoon 570
        • 2018 Catalina 275 Sport

          $59,900

          $442/mo*

          Annapolis, MD 21403 | Sail Annapolis, Inc.

          2018 Catalina 275 Sport

          2000 Taswell 44 All Season

          $295,000

          Brunswick, GA 31520 | Engel Volkers Yachting Americas

          2000 Taswell 44 All Season

          1998 Oyster 485 Deck Saloon

          $355,000

          Brunswick, GA 31520 | Engel Volkers Yachting Americas

          1998 Oyster 485 Deck Saloon
          • 2019 Beneteau Oceanis 38.1

            $198,000

            $1,461/mo*

            Newport Beach, CA 92660 | Newport Beach Yacht Sales

            2019 Beneteau Oceanis 38.1
            • 1989 Custom Schooner Liveaboard

              $95,000

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

              1989 Custom Schooner Liveaboard

              2012 Beneteau 43

              $165,000

              $1,218/mo*

              Port Salerno, FL 34997 | Ward Yacht Sales

              2012 Beneteau 43

              1985 Custom 60

              $190,000

              ↓ Price Drop

              West Palm Beach, FL 33407 | McNally Yacht Sales

              1985 Custom 60
              • 1987 Island Packet 31

                $24,500

                Boston, MA 02125 | Eastern Yacht Sales, Inc.

                1987 Island Packet 31
                • 2018 Beneteau Oceanis 35.1

                  $199,000

                  $1,468/mo*

                  Keyport, NJ 07735 | Vital Force Yachting

                  2018 Beneteau Oceanis 35.1
                  • 2025 Seawind 1160

                    $420,000

                    $3,099/mo*

                    Wareham, MA 02571 | The Multihull Source

                    2025 Seawind 1160
                    • 2001 Alerion 28

                      $40,000

                      Gilford, NH 03249 | Fay's Boat Yard, Inc.

                      2001 Alerion 28
                      • 2002 Hunter 380

                        $59,000

                        Rock Hall, MD 21661 | Salt Yacht Brokerage Company

                        2002 Hunter 380
                        • 1972 Rhodes 53 Motorsailor

                          $129,000

                          Ponce Inlet, FL 32127 | McNally Yacht Sales

                          1972 Rhodes 53 Motorsailor

                          1984 Beneteau First 38.5

                          $29,000

                          Humacao, PR | Engel Volkers Yachting Americas

                          1984 Beneteau First 38.5
                          • 1998 Tayana 55

                            $50,000

                            Cape Canaveral, FL 32920 | Vital Force Yachting

                            1998 Tayana 55
                            • 1999 Corsair F-24 Mk-II #293

                              $26,750

                              Pittsfield, ME 04967 | The Multihull Source

                              1999 Corsair F-24 Mk-II #293
                              • 1985 Amel Maramu

                                $145,000

                                Rock Hall, MD 21661 | Salt Yacht Brokerage Company

                                1985 Amel Maramu

                                1997 Island Packet 29

                                $59,000

                                ↓ Price Drop

                                Savannah, GA 31401 | Adventure Yacht Sales

                                1997 Island Packet 29
                                • 2005 Beneteau 423

                                  $119,000

                                  Vineyard Haven, MA 02568 | Eastern Yacht Sales, Inc.

                                  2005 Beneteau 423
                                  • 1977 Westsail Cutter

                                    $39,900

                                    Northport, NY 11768 | Long Island Marine Group

                                    1977 Westsail Cutter
                                    • 1993 Freedom FREEDOM 35

                                      $49,500

                                      Rockport, ME 04856 | Lyman-Morse Yacht Brokerage

                                      1993 Freedom FREEDOM 35
                                      • 1999 Catalina 320

                                        $59,000

                                        Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                                        1999 Catalina 320
                                        • 1993 Hunter 26

                                          $8,000

                                          Miami, FL 33138 | Private Seller

                                          1993 Hunter 26

                                          1990 Ericson 32-200

                                          $20,000

                                          ↓ Price Drop

                                          Marco Island, FL 34145 | Private Seller

                                          1990 Ericson 32-200
                                          • 1999 Corsair F-24 MkII

                                            $29,500

                                            Deltaville, VA 23043 | YaZu Yachting

                                            1999 Corsair F-24 MkII

                                            1980 Whitby Aux Sailing Ketch

                                            $25,000

                                            ↓ Price Drop

                                            Hancock, ME 04640 | Private Seller

                                            1980 Whitby Aux Sailing Ketch
                                            • 1961 Rhodes Swiftsure

                                              $14,500

                                              Westport Point, MA 02791 | Tripp Marine Group

                                              1961 Rhodes Swiftsure
                                              • 1987 Custom Weld Exploration

                                                $65,000

                                                Fort Pierce, FL 34950 | Florida Coast Yacht

                                                1987 Custom Weld Exploration

                                                2013 Gemini Legacy

                                                $145,000

                                                ↓ Price Drop

                                                $1,070/mo*

                                                West Palm Beach, FL 33403 | McNally Yacht Sales

                                                2013 Gemini Legacy
                                                • 2026 Lagoon EIGHTY 2

                                                  Request a Price

                                                  New Orleans, LA 70112 | The Multihull Company

                                                  2026 Lagoon EIGHTY 2
                                                  Dealer Logo
                                                  • 2026 Lagoon EIGHTY 2

                                                    Request a Price

                                                    Kemah, TX 77565 | The Multihull Company

                                                    2026 Lagoon EIGHTY 2
                                                    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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