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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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282 more Makes...
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    2,162 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1987 Catalina 36

      $29,900

      Anacortes, WA 98221 | Seattle Yachts - Anacortes

      1987 Catalina 36

      2005 Beneteau 323

      $64,600

      $481/mo*

      San Diego, CA 92101 | Seattle Yachts - San Diego

      2005 Beneteau 323
      • 2019 Lagoon 42 Owners Version

        $499,000

        $3,717/mo*

        Saint Augustine, FL 32084 | The Multihull Company

        2019 Lagoon 42 Owners Version

        2001 North Wind 56

        $389,000

        Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

        2001 North Wind 56

        1990 Catalina 36

        $45,000

        ↓ Price Drop

        North East, MD 21901 | Private Seller

        1990 Catalina 36
        • 2005 Lagoon 440

          $230,000

          $1,713/mo*

          Saco, ME 04072 | The Multihull Company

          2005 Lagoon 440
          • 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
            • 1986 Catalina 22

              $7,500

              Riverton, CT 06065 | Private Seller

              1986 Catalina 22
              • 1994 Catalina 30

                $21,000

                Traverse City, MI 49684 | Private Seller

                1994 Catalina 30

                1990 Pacific Seacraft Flicka

                $24,000

                ↓ Price Drop

                Austin, TX 78734 | Private Seller

                1990 Pacific Seacraft Flicka
                • 2003 Leopard 47

                  $210,000

                  Fajardo, PR 00773 | The Multihull Company

                  2003 Leopard 47
                  • 1987 Hunter Legend 35

                    $19,500

                    Melbourne, FL 32901 | Private Seller

                    1987 Hunter Legend 35

                    2025 Yamaha WaveRunner JetBlaster DLX 3-Up

                    $9,399

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Yamaha WaveRunner JetBlaster DLX 3-Up

                    2026 Yamaha Boats 222SE

                    $80,499

                    $600/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Yamaha Boats 222SE

                    2021 Nitro Z21 XL

                    $3,495

                    Columbus, OH 43224 | Sizzle Marine

                    2021 Nitro Z21 XL
                    • 1980 Cape Dory 27

                      $12,000

                      Cape Elizabeth, ME 04107 | Private Seller

                      1980 Cape Dory 27
                      • 2022 Bali 4.8

                        $220,000

                        $1,639/mo*

                        Tortola, FL 33101 | Private Seller

                        2022 Bali 4.8

                        1989 Custom Schooner Liveaboard

                        $165,900

                        ↓ Price Drop

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

                        1989 Custom Schooner Liveaboard
                        • 1991 Catalina 30 MkII

                          $19,500

                          Savannah, GA 31419 | Private Seller

                          1991 Catalina 30 MkII
                          • 2011 Morris M29

                            $185,000

                            $1,378/mo*

                            Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                            2011 Morris M29

                            1977 Custom 80 Brigantine

                            $998,000

                            ↓ Price Drop

                            Long Beach, CA 90802 | Rick Obey Yacht Sales

                            1977 Custom 80 Brigantine

                            1988 Tayana Vancouver 42

                            $139,000

                            Brunswick, GA 31520 | Edwards Yacht Sales

                            1988 Tayana Vancouver 42
                            • 1980 Morgan 462 Ketch

                              $100,000

                              Cape Canaveral, FL 32920 | Private Seller

                              1980 Morgan 462 Ketch
                              • 1992 Hans Christian 33 Traditional

                                $125,900

                                Northport, ME 04849 | Private Seller

                                1992 Hans Christian 33 Traditional

                                2000 Gemini 105M

                                $75,000

                                ↓ Price Drop

                                San Diego, CA 92118 | Private Seller

                                2000 Gemini 105M

                                1987 Oyster 46.5

                                $145,000

                                Racine, WI 53402 | Racine Riverside Marine, Inc.

                                1987 Oyster 46.5
                                • 1983 Perry 41

                                  $79,000

                                  Pensacola, FL 32501 | Edwards Yacht Sales

                                  1983 Perry 41
                                  • 1979 Custom Colvin Gazelle

                                    $75,000

                                    Baltimore, MD 21230 | Private Seller

                                    1979 Custom Colvin Gazelle

                                    1988 Island Packet 38

                                    $89,000

                                    ↓ Price Drop

                                    St Marys, GA 31558 | Engel Volkers Yachting Americas

                                    1988 Island Packet 38
                                    • 2013 Fountaine Pajot Lipari 41

                                      $289,000

                                      $2,153/mo*

                                      Charleston, SC 29401 | The Multihull Company

                                      2013 Fountaine Pajot Lipari 41

                                      1981 C&C Landfall 35

                                      $29,900

                                      Palmetto, FL 34221 | United Yacht Sales

                                      1981 C&C Landfall 35
                                      • 2011 MacGregor 26

                                        $17,000

                                        Ladue, MO 63124 | Private Seller

                                        2011 MacGregor 26

                                        2014 Gemini Legacy 35

                                        $179,900

                                        $1,340/mo*

                                        Carlyle, IL 62231 | Ozark Yachts & Motorsports

                                        2014 Gemini Legacy 35
                                        • 2020 Tartan 395

                                          $399,900

                                          $2,979/mo*

                                          Annapolis, MD 21403 | Seattle Yachts - Annapolis

                                          2020 Tartan 395
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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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