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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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290 more Makes...
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    For Sale By
    2,210 boats
    Sort: Recommended
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      2006 Hunter 44 Deck Salon

      $139,000

      $1,036/mo*

      San Diego, CA 92106 | Seattle Yachts - San Diego

      2006 Hunter 44 Deck Salon

      2005 Lagoon 440

      $230,000

      ↓ Price Drop

      $1,713/mo*

      Saco, ME 04072 | The Multihull Company

      2005 Lagoon 440

      1987 Island Packet 38

      $58,500

      Norfolk, VA 23518 | Beaufort Yacht Sales

      1987 Island Packet 38

      2024 Beneteau Oceanis 34.1

      $249,000

      ↓ Price Drop

      $1,855/mo*

      Annapolis, MD 21403 | North Point Yacht Sales

      2024 Beneteau Oceanis 34.1

      1987 Oyster 46.5

      $145,000

      Racine, WI 53402 | Racine Riverside Marine, Inc.

      1987 Oyster 46.5

      1995 Catalina 400

      $99,000

      Edgewater, MD 20779 | YachtSalesInternational.Com

      1995 Catalina 400
      • 2003 Wauquiez 40 Pilot Saloon

        $159,900

        Harwich, MA 02645 | Atlantic Yacht & Ship, Inc.

        2003 Wauquiez 40 Pilot Saloon

        1955 Classic Custom Full Keel Ketch

        $45,000

        Galesville, MD 20765 | North Point Yacht Sales

        1955 Classic Custom Full Keel Ketch
        • 2002 Chris White Hammerhead 54

          $550,000

          North Haven, ME 04853 | Private Seller

          2002 Chris White Hammerhead 54
          • 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
            • 1996 Hinckley Sou'wester 42 MKII

              $289,000

              Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

              1996 Hinckley Sou'wester 42 MKII
              • 1994 Catalina 30 Tall Rig

                $21,000

                Traverse City, MI 49684 | Private Seller

                1994 Catalina 30 Tall Rig
                • 2011 MacGregor 26

                  $17,000

                  Ladue, MO 63124 | Private Seller

                  2011 MacGregor 26

                  2026 Crestliner 2050 Commander

                  $74,163

                  $553/mo*

                  Fredericktown, OH 43019 | Knox Marine - Ltd

                  2026 Crestliner 2050 Commander

                  2023 Nitro Z21 XL

                  $66,995

                  $499/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2023 Nitro Z21 XL

                  2026 Sun Tracker Bass Buggy 16 XL Select

                  Request a Price

                  Columbus, OH 43224 | Sizzle Marine

                  2026 Sun Tracker Bass Buggy 16 XL Select
                  • 1989 Custom Schooner Liveaboard

                    $169,000

                    Shady Side, MD 20778 | YachtSalesInternational.Com

                    1989 Custom Schooner Liveaboard
                    • 1970 Formosa 41

                      $19,900

                      Long Beach, CA 90803 | Private Seller

                      1970 Formosa 41
                      • 1956 Vic Franck Custom Seaborn

                        $30,000

                        Seattle, WA 98109 | Private Seller

                        1956 Vic Franck Custom Seaborn

                        2013 Fountaine Pajot Lipari 41

                        $289,000

                        ↓ Price Drop

                        $2,153/mo*

                        Charleston, SC 29401 | The Multihull Company

                        2013 Fountaine Pajot Lipari 41

                        1990 Pacific Seacraft Flicka

                        $28,000

                        ↓ Price Drop

                        Austin, TX 78734 | Private Seller

                        1990 Pacific Seacraft Flicka

                        1977 Camper & Nicholsons 31

                        $19,500

                        Arapahoe, NC 28510 | Beaufort Yacht Sales

                        1977 Camper & Nicholsons 31
                        • 2017 Fountaine Pajot Lucia 40

                          $339,000

                          $2,525/mo*

                          Fort Lauderdale, FL 33301 | The Multihull Company

                          2017 Fountaine Pajot Lucia 40

                          2003 Lagoon 410-S2

                          $205,000

                          ↓ Price Drop

                          Melbourne, FL 32901 | Edwards Yacht Sales

                          2003 Lagoon 410-S2

                          1987 Cascade Center Cockpit

                          $44,900

                          Bellingham, WA 98225 | Marine Servicenter

                          1987 Cascade Center Cockpit

                          1998 Beneteau 381

                          $64,900

                          ↓ Price Drop

                          Jacksonville, FL 32202 | St. Barts Yacht Sales

                          1998 Beneteau 381
                          • 1985 Endeavour Endeavour 33 Sailing Yacht

                            $29,900

                            Marco Island, FL 34145 | Edwards Yacht Sales

                            1985 Endeavour Endeavour 33 Sailing Yacht

                            2020 Lagoon 42

                            $520,000

                            $3,874/mo*

                            Jacksonville, FL 32202 | The Multihull Company

                            2020 Lagoon 42
                            • 2001 Catana 471

                              $410,000

                              Barrington, RI 02806 | The Multihull Company

                              2001 Catana 471
                              • 2005 Catalina 25

                                $7,000

                                Fort Lauderdale, FL 33316 | Private Seller

                                2005 Catalina 25
                                • 2004 Lagoon 570

                                  $389,000

                                  West Palm Beach, FL 33404 | Private Seller

                                  2004 Lagoon 570
                                  • 2022 Bali 4.8

                                    $220,000

                                    $1,639/mo*

                                    Tortola, FL 33101 | Private Seller

                                    2022 Bali 4.8
                                    • 1983 Baba 30

                                      $25,000

                                      Waukegan, IL 60085 | Private Seller

                                      1983 Baba 30

                                      1979 Fisher 25 PH Ketch

                                      $29,500

                                      ↓ Price Drop

                                      Jacksonville, FL 32225 | Edwards Yacht Sales

                                      1979 Fisher 25 PH Ketch
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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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