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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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312 more Makes...
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    2,388 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 1986 Cape Dory Motorsailer 300

        $39,000

        LaPointe, WI 54850 | Big Water Boats

        1986 Cape Dory Motorsailer 300
        • 2015 Beneteau Sense 55

          $399,000

          $2,972/mo*

          Tracys Landing, MD 20779 | Denison Yachting

          2015 Beneteau Sense 55

          1955 Classic Custom Full Keel Ketch

          $45,000

          Galesville, MD 20765 | North Point Yacht Sales

          1955 Classic Custom Full Keel Ketch
          • 2027 Fountaine Pajot Thira 80

            Request a Price

            Fort Lauderdale, FL 33301 | ACY Yachts

            2027 Fountaine Pajot Thira 80
            • 2026 Fountaine Pajot 48

              $1,191,360

              $8,875/mo*

              Fort Lauderdale, FL 33304 | ACY Yachts

              2026 Fountaine Pajot 48
              • 2012 Lagoon 400

                $225,000

                $1,676/mo*

                Fort Lauderdale, FL 33306 | The Multihull Company

                2012 Lagoon 400

                2025 Dufour 41

                $560,915

                $4,179/mo*

                St. Thomas, VI | ACY Yachts

                2025 Dufour 41

                2017 Lagoon 42

                $489,000

                ↓ Price Drop

                $3,643/mo*

                Edgewater, MD 21037 | The Multihull Company

                2017 Lagoon 42
                • 2000 Beneteau Oceanis 50

                  $178,000

                  Long Beach, CA 90803 | Denison Yachting

                  2000 Beneteau Oceanis 50

                  1977 Custom 80 Brigantine

                  $1,800,000

                  Long Beach, CA 90802 | Rick Obey Yacht Sales

                  1977 Custom 80 Brigantine

                  1993 Crowther 42

                  $129,000

                  Pensacola, FL 32501 | Edwards Yacht Sales

                  1993 Crowther 42

                  2017 Solaris 50

                  $760,000

                  $5,662/mo*

                  Marina del Rey, CA 90292 | Sun Country Marine Group, Newport Beach

                  2017 Solaris 50
                  • 2020 Beneteau Oceanis 41.1

                    $309,000

                    $2,302/mo*

                    Racine, WI 53402 | Racine Riverside Marine, Inc.

                    2020 Beneteau Oceanis 41.1

                    2006 Hake / Seaward 26RK

                    $40,000

                    ↓ Price Drop

                    $348/mo*

                    Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                    2006 Hake / Seaward 26RK

                    2025 Tracker Grizzly 1236 Utility

                    $1,670

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Tracker Grizzly 1236 Utility

                    2025 Yamaha Boats AR250

                    $68,995

                    $514/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Yamaha Boats AR250
                    • 2017 Lagoon 42

                      $384,900

                      $2,867/mo*

                      Kemah, TX 77565 | The Multihull Company

                      2017 Lagoon 42
                      • 2007 Hunter 41 Deck Salon

                        $148,000

                        $1,103/mo*

                        Seattle, WA 98199 | Seattle Yachts

                        2007 Hunter 41 Deck Salon
                        • 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
                          • 2010 Gemini 105Mc

                            $130,000

                            $968/mo*

                            East End, VI 00820 | The Multihull Company

                            2010 Gemini 105Mc

                            2003 Leopard 47

                            $210,000

                            ↓ Price Drop

                            Fajardo, PR 00773 | The Multihull Company

                            2003 Leopard 47
                            • 1979 Shannon 38

                              $69,900

                              West Palm Beach, FL 33404 | The Multihull Company

                              1979 Shannon 38
                              • 2002 Lagoon 410

                                $190,000

                                Saint Augustine, FL 32084 | The Multihull Company

                                2002 Lagoon 410
                                • 1989 Tartan 40

                                  $49,900

                                  Pensacola, FL 32501 | Edwards Yacht Sales

                                  1989 Tartan 40

                                  1981 C&C Landfall 35

                                  $34,900

                                  Palmetto, FL 34221 | United Yacht Sales

                                  1981 C&C Landfall 35

                                  2001 Dufour Gib'Sea 43

                                  $134,900

                                  ↓ Price Drop

                                  Brunswick, GA 31520 | The Multihull Company

                                  2001 Dufour Gib'Sea 43

                                  1979 Islander Freeport 41

                                  $58,000

                                  Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                  1979 Islander Freeport 41
                                  • 2021 Moody 45 DS

                                    $895,000

                                    $6,668/mo*

                                    Marco Island, FL 34145 | Allied Marine-Naples

                                    2021 Moody 45 DS
                                    • 1995 Lagoon TPI 42

                                      $185,000

                                      San Diego, CA 92106 | Denison Yachting

                                      1995 Lagoon TPI 42
                                      • 1990 Cheoy Lee Sloop

                                        $459,000

                                        North Miami Beach, FL 33316 | Atlantic Yacht & Ship, Inc.

                                        1990 Cheoy Lee Sloop
                                        • 1991 Capital Gulf 32

                                          $29,995

                                          Milwaukee, WI 53204 | CenterPointe Marine

                                          1991 Capital Gulf 32

                                          2008 Catalina 309

                                          $69,995

                                          $521/mo*

                                          Kemah, TX 77565 | Jarman Yacht Sales, LLC

                                          2008 Catalina 309
                                          • 2001 Hunter 380

                                            $69,000

                                            Brunswick, GA 31520 | Dunbar Yachts

                                            2001 Hunter 380

                                            1999 PDQ 36

                                            $99,900

                                            Brunswick, GA 31520 | Dunbar Yachts

                                            1999 PDQ 36
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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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