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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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    For Sale By
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    3,239 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2005 Jongert 2900M

      $1,995,000

      $14,862/mo*

      West Palm Beach, FL | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo

      1983 Palmer Johnson 110 Cruising Sloop

      $2,250,000

      $16,762/mo*

      Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

      1983 Palmer Johnson 110 Cruising Sloop
      Dealer Logo

      2027 Fountaine Pajot Power 80

      Request a Price

      Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

      2027 Fountaine Pajot Power 80
      Dealer Logo

      1989 Endeavour 42

      $29,900

      St Augustine, FL 32084 | Sunshine Cruising Yachts

      1989 Endeavour 42

      2017 Bali 4.0

      $368,000

      $2,742/mo*

      Stuart, FL 34996 | McNally Yacht Sales

      2017 Bali 4.0

      1981 Sabre 30-1

      $8,000

      New Bern, NC 28560 | Sunshine Cruising Yachts

      1981 Sabre 30-1
      • 1996 Hinckley Sou'wester 42 MKII

        $289,000

        Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

        1996 Hinckley Sou'wester 42 MKII
        • 1981 Island Trader 46

          $159,000

          North East, MD 21901 | Sunshine Cruising Yachts

          1981 Island Trader 46

          1989 Taswell 43

          $155,900

          ↓ Price Drop

          Hayes, VA 23072 | Severn Yachting Center

          1989 Taswell 43
          • 2013 Fountaine Pajot Lipari 41

            $289,000

            $2,153/mo*

            Charleston, SC 29401 | The Multihull Company

            2013 Fountaine Pajot Lipari 41
            • 2006 Lagoon 440

              $299,500

              $2,231/mo*

              Hayes, VA 23072 | Severn Yachting Center

              2006 Lagoon 440
              • 2022 Lagoon 46

                $779,000

                $5,803/mo*

                Fort Lauderdale, FL 33316 | Yachts International

                2022 Lagoon 46
                • 1980 Kaiser Gale Force 34

                  $59,900

                  Dartmouth, MA 02748 | Mattapoisett Yacht Sales

                  1980 Kaiser Gale Force 34

                  2022 Lagoon 46

                  $899,000

                  $6,697/mo*

                  Fort Pierce, FL 34950 | The Multihull Company

                  2022 Lagoon 46

                  2009 Prout 45S

                  $249,000

                  ↓ Price Drop

                  $1,855/mo*

                  Jacksonville, FL 32210 | Sunshine Cruising Yachts

                  2009 Prout 45S

                  2000 Hunter 290

                  $26,500

                  ↓ Price Drop

                  St Augustine, FL 32084 | Sunshine Cruising Yachts

                  2000 Hunter 290

                  1976 Islander Islander Freeport

                  $39,900

                  Titusville, FL 32796 | Sunshine Cruising Yachts

                  1976 Islander Islander Freeport

                  1982 Cape Dory 30

                  $26,000

                  St Augustine, FL 32084 | Sunshine Cruising Yachts

                  1982 Cape Dory 30
                  • 1982 Pan Oceanic 43

                    $36,950

                    St Augustine, FL 32084 | Sunshine Cruising Yachts

                    1982 Pan Oceanic 43
                    • 1986 Slocum 43

                      $65,000

                      Green Cove Springs, FL 32043 | Sunshine Cruising Yachts

                      1986 Slocum 43
                      • 2006 Island Packet 440

                        $347,000

                        $2,585/mo*

                        Marathon, FL 33050 | Sunshine Cruising Yachts

                        2006 Island Packet 440

                        1999 Beneteau Oceanis 400

                        $48,000

                        ↓ Price Drop

                        Indiantown, FL 34956 | Sunshine Cruising Yachts

                        1999 Beneteau Oceanis 400
                        • 1972 Custom 53 Catamaran

                          $139,900

                          Salinas, PR 00751 | Sunshine Cruising Yachts

                          1972 Custom 53 Catamaran

                          1989 Custom Schooner Liveaboard

                          $95,000

                          ↓ Price Drop

                          Shady Side, MD 20778 | YachtSalesInternational.Com

                          1989 Custom Schooner Liveaboard
                          • 1994 Beneteau Oceanis 400

                            $45,000

                            Miami, FL 33133 | Private Seller

                            1994 Beneteau Oceanis 400
                            • 2006 Lagoon 410-S2

                              $215,000

                              $1,602/mo*

                              Vero Beach, FL 32960 | The Multihull Company

                              2006 Lagoon 410-S2

                              2013 Gemini Legacy

                              $145,000

                              ↓ Price Drop

                              $1,080/mo*

                              West Palm Beach, FL 33403 | McNally Yacht Sales

                              2013 Gemini Legacy

                              2019 Lagoon 42

                              $379,000

                              $2,823/mo*

                              Fort Lauderdale, FL 33301 | The Multihull Company

                              2019 Lagoon 42
                              • 1993 Med Marine Montevideo 43

                                $77,500

                                Deltaville, VA 23043 | YaZu Yachting

                                1993 Med Marine Montevideo 43
                                • 1988 Quickstep 24

                                  $3,500

                                  Oak Bluffs, MA 02557 | Lawson Yachts LLC

                                  1988 Quickstep 24
                                  • 2000 Crowther Catamaran

                                    $80,900

                                    Dighton, MA 02715 | The Multihull Source

                                    2000 Crowther Catamaran
                                    • 1979 Pearson 323 Pearson

                                      $3,500

                                      Weymouth, MA 02191 | Lawson Yachts LLC

                                      1979 Pearson 323 Pearson
                                      • 2023 Rapido 60

                                        $2,200,000

                                        $16,390/mo*

                                        Commerce, GA 30529 | Private Seller

                                        2023 Rapido 60

                                        2006 Hunter 38

                                        $47,000

                                        ↓ Price Drop

                                        $409/mo*

                                        Highland Beach, FL 33487 | McNally Yacht Sales

                                        2006 Hunter 38
                                        • 2026 Lagoon Eighty 2

                                          Request a Price

                                          Fajardo, PR | Atlas Yacht Sales, LLC

                                          2026 Lagoon Eighty 2
                                          Dealer Logo
                                          • 2001 Vitters Aft Cockpit

                                            $11,500,000

                                            $85,673/mo*

                                            West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

                                            2001 Vitters Aft Cockpit
                                            Dealer Logo
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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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