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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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315 more Makes...
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    2,474 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1993 Crowther 42

      $129,000

      Pensacola, FL 32501 | Edwards Yacht Sales

      1993 Crowther 42
      • 2005 Hunter Passage 456

        $225,000

        $1,676/mo*

        Brunswick, GA 31520 | Private Seller

        2005 Hunter Passage 456
        • 1985 Catalina 25 Pop Top

          $7,000

          Perth Amboy, NJ 08861 | Private Seller

          1985 Catalina 25 Pop Top

          2003 Leopard 47

          $210,000

          ↓ Price Drop

          Fajardo, PR 00773 | The Multihull Company

          2003 Leopard 47
          • 1993 Hunter 26

            $9,500

            Miami, FL 33138 | Private Seller

            1993 Hunter 26

            1977 Custom Brigantine

            $1,800,000

            Long Beach, CA 90802 | Rick Obey Yacht Sales

            1977 Custom Brigantine
            • 2008 Beneteau Oceanis 31

              $76,500

              $570/mo*

              Charleston, SC 29401 | St. Barts Yacht Sales

              2008 Beneteau Oceanis 31
              • 2005 MacGregor 26M

                $15,000

                Seattle, WA 98117 | Private Seller

                2005 MacGregor 26M
                • 1978 Com-Pac 16'

                  $6,000

                  Siloam, NC 27047 | Private Seller

                  1978 Com-Pac 16'
                  • 2007 Gemini 105Mc

                    $87,900

                    $655/mo*

                    Portland, ME 04101 | Private Seller

                    2007 Gemini 105Mc
                    • 2011 Dufour 405 Grand Large

                      $135,000

                      $1,006/mo*

                      Marigot, FL 33317 | Private Seller

                      2011 Dufour 405 Grand Large
                      • 2002 North Wind 58

                        $300,000

                        Fort Lauderdale, FL 33316 | Denison Yachting

                        2002 North Wind 58

                        2004 Custom 105mc

                        $83,000

                        ↓ Price Drop

                        Kemah, TX 77565 | Private Seller

                        2004 Custom 105mc

                        2006 Hake / Seaward 26RK

                        $45,000

                        $392/mo*

                        Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                        2006 Hake / Seaward 26RK

                        2025 Yamaha Boats SX190

                        $34,799

                        $303/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2025 Yamaha Boats SX190

                        2026 Tracker Pro Team 175 Crappie Edition

                        $26,970

                        $235/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Tracker Pro Team 175 Crappie Edition
                        • 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
                          • 1981 Sam Crocker 286

                            $17,500

                            New Harbor, ME 04554 | Private Seller

                            1981 Sam Crocker 286
                            • 2015 Lagoon 450 F

                              $495,000

                              $3,688/mo*

                              Fort Pierce, FL 34946 | Edwards Yacht Sales

                              2015 Lagoon 450 F

                              2003 Catalina 42 MkII

                              $135,000

                              Seattle, WA 98109 | Marine Servicenter

                              2003 Catalina 42 MkII
                              • 1995 Beneteau Oceanis 440

                                $79,000

                                Fort Pierce, FL 34950 | Private Seller

                                1995 Beneteau Oceanis 440
                                • 1985 Endeavour Endeavour 33 Sailing Yacht

                                  $34,900

                                  Marco Island, FL 34145 | Edwards Yacht Sales

                                  1985 Endeavour Endeavour 33 Sailing Yacht

                                  1991 Catalina 30 MkII

                                  $19,500

                                  ↓ Price Drop

                                  Savannah, GA 31419 | Private Seller

                                  1991 Catalina 30 MkII

                                  1997 Beneteau Oceanis 381

                                  $70,000

                                  ↓ Price Drop

                                  Saint Joseph, MI 49085 | Private Seller

                                  1997 Beneteau Oceanis 381

                                  1987 Bristol 35.5

                                  $57,500

                                  Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                  1987 Bristol 35.5

                                  1982 Bristol Yawl

                                  $40,000

                                  ↓ Price Drop

                                  Sag Harbor, NY 11963 | Private Seller

                                  1982 Bristol Yawl
                                  • 1982 Catalina 30

                                    $12,850

                                    Rogers City, MI 49779 | Private Seller

                                    1982 Catalina 30
                                    • 2004 Beneteau Oceanis 423

                                      $129,000

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

                                      2004 Beneteau Oceanis 423
                                      • 1993 Catalina 381

                                        $44,900

                                        Lewisville, TX 75077 | Private Seller

                                        1993 Catalina 381
                                        • 2005 Lagoon 440

                                          $275,000

                                          $2,049/mo*

                                          Saco, ME 04072 | The Multihull Company

                                          2005 Lagoon 440
                                          • 1985 Dickerson Dickerson 37

                                            $19,000

                                            Quincy, MA 02170 | Private Seller

                                            1985 Dickerson Dickerson 37
                                            • 2022 Bali 4.8

                                              $220,000

                                              $1,639/mo*

                                              Tortola, FL 33101 | Private Seller

                                              2022 Bali 4.8
                                              • 2011 MacGregor 26M

                                                $18,000

                                                Mount Dessert, ME 04660 | Private Seller

                                                2011 MacGregor 26M

                                                2012 Beneteau Oceanis

                                                $240,000

                                                ↓ Price Drop

                                                $1,788/mo*

                                                Honolulu, HI 96815 | Private Seller

                                                2012 Beneteau Oceanis
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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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