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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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    4,026 boats
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      2025 Catamaran Bloomfield 86 Motorsailor

      $3,600,000

      $26,566/mo*

      Raymond, WA 98577 | W S Yacht Brokers - Portland

      2025 Catamaran Bloomfield 86 Motorsailor
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon EIGHTY 2
      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
      • 2006 Lagoon 410 S2

        $215,000

        $1,587/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410 S2
        • 1967 Columbia Constellation

          $29,500

          Norwell, MA 02061 | Lawson Yachts LLC

          1967 Columbia Constellation
          • 1983 Thackwray Custom Pilothouse Motorsailer

            $649,000

            Wrangell, AK 99929 | Chuck Hovey Yachts, Inc.

            1983 Thackwray Custom Pilothouse Motorsailer
            • 2019 Beneteau Oceanis 48

              $395,000

              $2,915/mo*

              Stuart, FL 34997 | G. Winter's Sailing Center

              2019 Beneteau Oceanis 48

              1991 Beneteau Oceanis 390

              $39,000

              Long Beach, CA 90802 | Adair Yachts

              1991 Beneteau Oceanis 390

              1998 Beneteau Oceanis 381

              $90,000

              Olympia, WA 98501 | NW Yachtnet

              1998 Beneteau Oceanis 381
              • 2026 Bali 5.2

                $1,113,708

                $8,218/mo*

                Hollywood, FL 33020 | Catamaran Gurus

                2026 Bali 5.2
                • 1978 Fisher 25

                  $59,500

                  Anacortes, WA 98221 | NW Yachtnet

                  1978 Fisher 25

                  2008 Hunter 49

                  $189,000

                  ↓ Price Drop

                  $1,395/mo*

                  Bremerton, WA 98337 | NW Yachtnet

                  2008 Hunter 49

                  2021 Bali 4.8

                  $775,000

                  ↓ Price Drop

                  $5,719/mo*

                  Fort Lauderdale, FL 33316 | Catamaran Gurus

                  2021 Bali 4.8
                  • 1981 Cheoy Lee 43 Pilot House

                    $79,000

                    Anacortes, WA 98221 | NW Yachtnet

                    1981 Cheoy Lee 43 Pilot House
                    • 1985 Amel Maramu

                      $145,000

                      Rock Hall, MD 21661 | Salt Yacht Brokerage Company

                      1985 Amel Maramu
                      • 2002 Alerion Express 28

                        $64,900

                        Orleans, MA 02647 | K. McCann Yacht Sales

                        2002 Alerion Express 28

                        2025 Island Packet 349

                        $549,000

                        $4,051/mo*

                        Seattle, WA 98104 | Island Packet Yachts Resale

                        2025 Island Packet 349
                        • 1989 Custom Schooner Liveaboard

                          $95,000

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

                          1989 Custom Schooner Liveaboard

                          2014 Gemini Legacy 35

                          $169,950

                          ↓ Price Drop

                          $1,254/mo*

                          Panama City Beach, FL 32407 | Great Southern Yacht Company

                          2014 Gemini Legacy 35

                          2018 Jeanneau Sun Odyssey 449

                          $297,000

                          $2,192/mo*

                          Green Cove Springs, FL 32043 | Catamaran Gurus

                          2018 Jeanneau Sun Odyssey 449
                          • 1994 Beneteau Oceanis 400

                            $45,000

                            Miami, FL 33133 | Private Seller

                            1994 Beneteau Oceanis 400

                            2019 Lagoon 42

                            $379,000

                            $2,797/mo*

                            Fort Lauderdale, FL 33301 | The Multihull Company

                            2019 Lagoon 42
                            • 1990 Bristol 47.7

                              $149,000

                              Bowdoinham, ME 04008 | Sailboats Northeast

                              1990 Bristol 47.7
                              • 2015 Beneteau Oceanis 55

                                $400,000

                                $2,952/mo*

                                Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                2015 Beneteau Oceanis 55

                                1987 Hans Christian 41 molokai

                                $65,000

                                Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                                1987 Hans Christian 41 molokai
                                • 1993 Freedom Cruising sloop

                                  $31,900

                                  Port Orchard, WA 98366 | NW Yachtnet

                                  1993 Freedom Cruising sloop

                                  1985 Gulfstar Hirsch Center Cockpit

                                  $58,000

                                  Green Cove Springs, FL 32043 | Edwards Yacht Sales

                                  1985 Gulfstar Hirsch Center Cockpit

                                  1971 Luders 33

                                  $25,000

                                  Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                                  1971 Luders 33
                                  • 1986 Cabo Rico CB38

                                    $55,000

                                    Miami, FL 33133 | Grove Yacht Sales

                                    1986 Cabo Rico CB38

                                    1990 Island Packet 35

                                    $55,000

                                    ↓ Price Drop

                                    Highland Beach, FL 33487 | Edwards Yacht Sales

                                    1990 Island Packet 35
                                    • 1938 Alden Custom Design & 2008-2011 by Rockport Marine

                                      $995,000

                                      Charleston, SC 29403 | Lyman-Morse Yacht Brokerage

                                      1938 Alden Custom Design & 2008-2011 by Rockport Marine

                                      1993 Able Custom 97'

                                      $590,000

                                      ↓ Price Drop

                                      Sag Harbor, NY 11963 | Yachts New England

                                      1993 Able Custom 97'

                                      1980 Formosa 51

                                      $40,000

                                      ↓ Price Drop

                                      Miami, FL 33142 | Private Seller

                                      1980 Formosa 51

                                      2001 Seawind 1000xl

                                      $49,000

                                      ↓ Price Drop

                                      Summerland key, FL 33042 | Private Seller

                                      2001 Seawind 1000xl
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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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