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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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317 more Makes...
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    2,471 boats
    Sort: Recommended
    • Recommended
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      1955 Classic Custom Full Keel Ketch

      $45,000

      Galesville, MD 20765 | North Point Yacht Sales

      1955 Classic Custom Full Keel Ketch
      • 2019 Jeanneau Sun Odyssey 440

        $325,000

        $2,421/mo*

        Annapolis, MD 21403 | Seattle Yachts - Annapolis

        2019 Jeanneau Sun Odyssey 440

        1993 Crowther 42

        $129,000

        Pensacola, FL 32501 | Edwards Yacht Sales

        1993 Crowther 42

        2015 Beneteau Oceanis 45

        $289,000

        $2,153/mo*

        San Diego, CA 92101 | Marine Servicenter - San Diego

        2015 Beneteau Oceanis 45

        1977 Custom Brigantine

        $1,800,000

        Long Beach, CA 90802 | Rick Obey Yacht Sales

        1977 Custom Brigantine

        2014 Jeanneau Sun Odyssey 439

        $229,000

        $1,706/mo*

        Rock Hall, MD 21661 | Seattle Yachts - Annapolis

        2014 Jeanneau Sun Odyssey 439

        2012 Lagoon 400

        $225,000

        ↓ Price Drop

        $1,676/mo*

        Fort Lauderdale, FL 33306 | The Multihull Company

        2012 Lagoon 400
        • 1974 Camper & Nicholsons Center Cockpit

          $99,800

          Brunswick, GA 31520 | United Yacht Sales

          1974 Camper & Nicholsons Center Cockpit
          • 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
            • 2017 Nautitech 46 Open

              $499,000

              $3,717/mo*

              Annapolis, MD 21401 | The Multihull Company

              2017 Nautitech 46 Open
              • 2004 Beneteau Oceanis 423

                $129,000

                Vero Beach, FL 32960 | United Yacht Sales - Florida SE Coast

                2004 Beneteau Oceanis 423

                2021 Beneteau Oceanis 30.1

                $165,000

                ↓ Price Drop

                $1,229/mo*

                Oakland, CA 94607 | Seattle Yachts - Alameda

                2021 Beneteau Oceanis 30.1
                • 2026 Fountaine Pajot Thira 80

                  $9,830,965

                  $73,239/mo*

                  Fort Lauderdale, FL 33301 | ACY Yachts

                  2026 Fountaine Pajot Thira 80

                  2006 Hake / Seaward 26RK

                  $45,000

                  $392/mo*

                  Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                  2006 Hake / Seaward 26RK

                  2024 Godfrey SWEETWATER 2286 SFL

                  $57,995

                  $432/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2024 Godfrey SWEETWATER 2286 SFL

                  2026 Tracker Pro Team 175 Crappie Edition

                  $26,970

                  $235/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2026 Tracker Pro Team 175 Crappie Edition
                  • 1991 Capital Gulf 32

                    $29,995

                    Milwaukee, WI 53204 | CenterPointe Marine

                    1991 Capital Gulf 32
                    • 2019 Beneteau Oceanis 41.1

                      $289,000

                      $2,153/mo*

                      Racine, WI 53402 | Racine Riverside Marine, Inc.

                      2019 Beneteau Oceanis 41.1
                      • 2010 Gemini 105Mc

                        $130,000

                        $968/mo*

                        East End, VI 00820 | The Multihull Company

                        2010 Gemini 105Mc
                        • 2013 Jeanneau 379

                          $179,000

                          $1,334/mo*

                          Seattle, WA 98109 | Marine Servicenter

                          2013 Jeanneau 379
                          • 2002 Tartan 4100

                            $195,000

                            Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                            2002 Tartan 4100

                            2008 Fountaine Pajot Salina 48 Evolution

                            $349,000

                            ↓ Price Drop

                            $2,600/mo*

                            Fort Lauderdale, FL 33315 | United Yacht Sales - Florida SE Coast

                            2008 Fountaine Pajot Salina 48 Evolution
                            • 1991 Custom Horacio Carabelli Schooner

                              $199,000

                              Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                              1991 Custom Horacio Carabelli Schooner
                              • 2005 Lagoon 440

                                $275,000

                                $2,049/mo*

                                Saco, ME 04072 | The Multihull Company

                                2005 Lagoon 440
                                • 1969 Calkins 50 Pilot House

                                  $119,000

                                  San Diego, CA 92106 | Marine Servicenter - San Diego

                                  1969 Calkins 50 Pilot House
                                  • 2015 Jeanneau Aft Cockpit

                                    $695,000

                                    $5,178/mo*

                                    Charleston, SC 29464 | Denison Yachting

                                    2015 Jeanneau Aft Cockpit
                                    • 1978 Fales PILOTHOUSE MOTOR SAILOR

                                      $23,500

                                      STURGEON BAY, WI 54235 | CenterPointe Yacht Services - Sturgeon Bay

                                      1978 Fales PILOTHOUSE MOTOR SAILOR

                                      1981 C&C Landfall 35

                                      $34,900

                                      Palmetto, FL 34221 | United Yacht Sales

                                      1981 C&C Landfall 35
                                      • 2015 Lagoon 450 F

                                        $495,000

                                        $3,688/mo*

                                        Fort Pierce, FL 34946 | Edwards Yacht Sales

                                        2015 Lagoon 450 F

                                        1987 Catalina 36

                                        $34,500

                                        Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                        1987 Catalina 36
                                        • 1985 Pearson 530

                                          $199,000

                                          Urbanna, VA 23149 | North Point Yacht Sales

                                          1985 Pearson 530
                                          • 2026 Fountaine Pajot Thira 80

                                            $9,830,965

                                            $73,239/mo*

                                            Annapolis, MD 21403 | ACY Yachts

                                            2026 Fountaine Pajot Thira 80
                                            • 1983 LM 30

                                              $36,500

                                              Sturgeon Bay, WI 54235 | CenterPointe Yacht Services - Sturgeon Bay

                                              1983 LM 30
                                              • 2000 Hunter 410

                                                $116,000

                                                Racine, WI 53402 | Racine Riverside Marine, Inc.

                                                2000 Hunter 410
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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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