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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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311 more Makes...
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    2,390 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      • 1986 Cape Dory Motorsailer 300

        $39,000

        LaPointe, WI 54850 | Big Water Boats

        1986 Cape Dory Motorsailer 300
        • 1982 Catalina 30

          $12,850

          Rogers City, MI 49779 | Private Seller

          1982 Catalina 30
          • 2000 Beneteau Oceanis 40

            $99,900

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

            2000 Beneteau Oceanis 40

            1955 Classic Custom Full Keel Ketch

            $45,000

            Galesville, MD 20765 | North Point Yacht Sales

            1955 Classic Custom Full Keel Ketch
            • 2004 Beneteau First 47.7

              $163,900

              Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

              2004 Beneteau First 47.7
              • 1993 Hunter 26

                $9,500

                Miami, FL 33138 | Private Seller

                1993 Hunter 26

                1982 Hinckley Sou'wester 59

                $325,000

                Southwest Harbor, ME 04679 | Luke Brown Yachts

                1982 Hinckley Sou'wester 59

                1984 Hallberg-Rassy HR Kutter 94

                $39,900

                ↓ Price Drop

                Milton, DE 19968 | Private Seller

                1984 Hallberg-Rassy HR Kutter 94

                1985 Alberg Sailboats 34

                $17,900

                ↓ Price Drop

                Grand Rivers, KY | Yachts360

                1985 Alberg Sailboats 34
                • 2020 Beneteau Oceanis 41.1

                  $289,000

                  $2,153/mo*

                  San Diego, CA 92101 | Marine Servicenter

                  2020 Beneteau Oceanis 41.1
                  • 2012 Lagoon 400

                    $225,000

                    $1,676/mo*

                    Fort Lauderdale, FL 33306 | The Multihull Company

                    2012 Lagoon 400
                    • 1985 Dickerson Dickerson 37

                      $19,000

                      Quincy, MA 02170 | Private Seller

                      1985 Dickerson Dickerson 37

                      2021 Jeanneau 54

                      $675,000

                      ↓ Price Drop

                      $5,029/mo*

                      Miami, FL 33133 | Atlas Yacht Sales, LLC

                      2021 Jeanneau 54

                      2006 Hake / Seaward 26RK

                      $40,000

                      ↓ Price Drop

                      $348/mo*

                      Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                      2006 Hake / Seaward 26RK

                      2025 Yamaha WaveRunner VX Cruiser HO

                      $13,399

                      Columbus, OH 43224 | Sizzle Marine

                      2025 Yamaha WaveRunner VX Cruiser HO

                      2020 Tracker Pro Team 175 TXW Tournament Edition

                      $19,995

                      Columbus, OH 43224 | Sizzle Marine

                      2020 Tracker Pro Team 175 TXW Tournament Edition

                      2021 Fountaine Pajot Catamaran Elba 45

                      $799,000

                      $5,952/mo*

                      St Thomas, VI 00802 | ACY Yachts

                      2021 Fountaine Pajot Catamaran Elba 45
                      • 1974 C&C 61

                        $299,000

                        Roche Harbor, WA 98221 | Seattle Yachts - Anacortes

                        1974 C&C 61
                        • 2027 Fountaine Pajot Thira 80

                          Request a Price

                          Fort Lauderdale, FL 33301 | ACY Yachts

                          2027 Fountaine Pajot Thira 80
                          • 2001 Dufour Gib'Sea 43

                            $134,900

                            Brunswick, GA 31520 | The Multihull Company

                            2001 Dufour Gib'Sea 43

                            1993 Crowther 42

                            $129,000

                            Pensacola, FL 32501 | Edwards Yacht Sales

                            1993 Crowther 42
                            • 2002 North Wind 58

                              $300,000

                              Fort Lauderdale, FL 33316 | Denison Yachting

                              2002 North Wind 58

                              1982 Custom Wings 33 Ketch

                              $24,900

                              ↓ Price Drop

                              Stuart, FL 34997 | United Yacht Sales

                              1982 Custom Wings 33 Ketch
                              • 2022 Bali 4.8

                                $220,000

                                $1,639/mo*

                                Tortola, FL 33101 | Private Seller

                                2022 Bali 4.8

                                1982 Catalina 27

                                $3,999

                                ↓ Price Drop

                                Arnold, MD 21012 | Private Seller

                                1982 Catalina 27

                                2012 Beneteau Oceanis

                                $240,000

                                ↓ Price Drop

                                $1,788/mo*

                                Honolulu, HI 96815 | Private Seller

                                2012 Beneteau Oceanis
                                • 2004 Wildcat 350

                                  $134,500

                                  Tampa, FL 33606 | Fillingham Yacht Sales

                                  2004 Wildcat 350
                                  • 1991 Custom Horacio Carabelli Schooner

                                    $199,000

                                    Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                    1991 Custom Horacio Carabelli Schooner

                                    1977 Custom 80 Brigantine

                                    $1,800,000

                                    Long Beach, CA 90802 | Rick Obey Yacht Sales

                                    1977 Custom 80 Brigantine

                                    1990 Hunter Passage 42

                                    $44,900

                                    ↓ Price Drop

                                    St Augustine, FL 32084 | Edwards Yacht Sales

                                    1990 Hunter Passage 42

                                    2004 Custom 105mc

                                    $83,000

                                    ↓ Price Drop

                                    Kemah, TX 77565 | Private Seller

                                    2004 Custom 105mc
                                    • 1990 Catalina 30

                                      $19,000

                                      Pick City, ND 58545 | Private Seller

                                      1990 Catalina 30
                                      • 1968 Morgan 41' Classic

                                        $20,000

                                        Michigan City, IN 46360 | Private Seller

                                        1968 Morgan 41' Classic
                                        • 1985 Endeavour Endeavour 33 Sailing Yacht

                                          $34,900

                                          Marco Island, FL 34145 | Edwards Yacht Sales

                                          1985 Endeavour Endeavour 33 Sailing Yacht
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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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