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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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    2,464 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
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      • 2015 Beneteau Oceanis 55

        $400,000

        $2,980/mo*

        Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

        2015 Beneteau Oceanis 55

        2003 Leopard 47

        $210,000

        ↓ Price Drop

        Fajardo, PR 00773 | The Multihull Company

        2003 Leopard 47

        2008 Hunter 38

        $119,500

        ↓ Price Drop

        $890/mo*

        Roper, NC 27970 | Private Seller

        2008 Hunter 38

        1993 Crowther 42

        $129,000

        Pensacola, FL 32501 | Edwards Yacht Sales

        1993 Crowther 42
        • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version

          $249,900

          $1,862/mo*

          Summerland Key, FL 33042 | The Multihull Company

          2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version

          2021 Fountaine Pajot Isla 40

          $549,900

          $4,097/mo*

          Newburyport, MA 01950 | ACY Yachts

          2021 Fountaine Pajot Isla 40
          • 2023 Lagoon 50

            $1,180,000

            $8,791/mo*

            Annapolis, MD 21401 | The Multihull Company

            2023 Lagoon 50

            2018 Lagoon 400 S2

            $374,900

            ↓ Price Drop

            $2,793/mo*

            Fort Pierce, FL 34946 | The Multihull Company

            2018 Lagoon 400 S2

            1977 Custom Brigantine

            $1,800,000

            Long Beach, CA 90802 | Rick Obey Yacht Sales

            1977 Custom Brigantine
            • 2026 Fountaine Pajot Thira 80

              $9,740,005

              $72,562/mo*

              Fort Lauderdale, FL 33301 | ACY Yachts

              2026 Fountaine Pajot Thira 80
              • 2002 Lagoon 410

                $190,000

                Saint Augustine, FL 32084 | The Multihull Company

                2002 Lagoon 410

                2000 Beneteau Oceanis 40

                $99,900

                ↓ Price Drop

                Green Cove Springs, FL 32043 | St. Barts Yacht Sales

                2000 Beneteau Oceanis 40
                • 2005 MacGregor 26M

                  $15,000

                  Seattle, WA 98117 | Private Seller

                  2005 MacGregor 26M

                  2006 Hake / Seaward 26RK

                  $45,000

                  $392/mo*

                  Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                  2006 Hake / Seaward 26RK

                  2021 Lund 2075 Pro-V Bass

                  $66,995

                  $499/mo*

                  Fredericktown, OH 43019 | Knox Marine - Ltd

                  2021 Lund 2075 Pro-V Bass

                  2026 Sun Tracker Bass Buggy 16 XL Select

                  $29,190

                  $254/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2026 Sun Tracker Bass Buggy 16 XL Select

                  2004 Custom 105mc

                  $83,000

                  ↓ Price Drop

                  Kemah, TX 77565 | Private Seller

                  2004 Custom 105mc
                  • 1982 Catalina 30

                    $12,850

                    Rogers City, MI 49779 | Private Seller

                    1982 Catalina 30
                    • 2005 Lagoon 440

                      $275,000

                      $2,049/mo*

                      Saco, ME 04072 | The Multihull Company

                      2005 Lagoon 440
                      • 1990 Catalina 30

                        $19,000

                        Pick City, ND 58545 | Private Seller

                        1990 Catalina 30
                        • 1995 Beneteau Oceanis 440

                          $79,000

                          Fort Pierce, FL 34950 | Private Seller

                          1995 Beneteau Oceanis 440
                          • 1970 C&C 35 MK1

                            $49,000

                            New York, NY 10464 | Private Seller

                            1970 C&C 35 MK1
                            • 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

                              1974 C&C 61

                              $299,000

                              ↓ Price Drop

                              Roche Harbor, WA 98221 | Seattle Yachts - Anacortes

                              1974 C&C 61

                              1990 Catalina 36

                              $54,500

                              ↓ Price Drop

                              North East, MD 21901 | Private Seller

                              1990 Catalina 36

                              1982 Bristol Yawl

                              $40,000

                              ↓ Price Drop

                              Sag Harbor, NY 11963 | Private Seller

                              1982 Bristol Yawl

                              1980 Custom Horstman Tristar Ketch

                              $65,000

                              ↓ Price Drop

                              Deltaville, VA 23043 | The Multihull Company

                              1980 Custom Horstman Tristar Ketch
                              • 2022 Bali 4.8

                                $220,000

                                $1,639/mo*

                                Tortola, FL 33101 | Private Seller

                                2022 Bali 4.8
                                • 1968 Morgan 41' Classic

                                  $20,000

                                  Michigan City, IN 46360 | Private Seller

                                  1968 Morgan 41' Classic

                                  2018 Fountaine Pajot SABA 50

                                  $599,000

                                  $4,462/mo*

                                  Annapolis, MD 21401 | The Multihull Company

                                  2018 Fountaine Pajot SABA 50
                                  • 1991 Custom Horacio Carabelli Schooner

                                    $199,000

                                    Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                    1991 Custom Horacio Carabelli Schooner

                                    1983 Bristol 41.1

                                    $129,000

                                    ↓ Price Drop

                                    Galesville, MD 20765 | Seattle Yachts - Annapolis

                                    1983 Bristol 41.1
                                    • 1990 Jeanneau Sun Magic 44

                                      $97,500

                                      Seattle, WA 98104 | Marine Servicenter

                                      1990 Jeanneau Sun Magic 44

                                      1990 Hunter Passage 42

                                      $44,900

                                      ↓ Price Drop

                                      St Augustine, FL 32084 | Edwards Yacht Sales

                                      1990 Hunter Passage 42
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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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