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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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    2,203 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      2009 Brooklin Boat Yard 2009

      $2,850,000

      $21,232/mo*

      Newport, RI 02840 | Northrop & Johnson Yachts

      2009 Brooklin Boat Yard 2009
      Dealer Logo

      2005 Jongert 2900M

      $1,995,000

      $14,862/mo*

      West Palm Beach, FL | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo
      • 1972 Hinckley Hinckley 48

        $159,500

        Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

        1972 Hinckley Hinckley 48
        • 2011 Morris M29

          $185,000

          $1,378/mo*

          Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

          2011 Morris M29
          • 2007 Beneteau 373

            $109,000

            $812/mo*

            Charleston, SC 29401 | St. Barts Yacht Sales

            2007 Beneteau 373

            2002 Island Packet 380

            $169,000

            ↓ Price Drop

            Charleston, SC 29401 | Denison Yachting

            2002 Island Packet 380
            • 1987 Hunter Legend 35

              $19,500

              Melbourne, FL 32901 | Private Seller

              1987 Hunter Legend 35
              • 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
                • 2013 J Boats J/70

                  $34,900

                  $304/mo*

                  Northeast Coconut Grove, FL 33133 | Export Yacht Sales

                  2013 J Boats J/70
                  • 2000 Catalina 470

                    $199,900

                    Hutchinson Island, FL 34949 | Private Seller

                    2000 Catalina 470
                    • 1981 Bristol 45.5 Aft Cockpit

                      $105,000

                      Tracys Landing, MD 20779 | Seattle Yachts - Annapolis

                      1981 Bristol 45.5 Aft Cockpit

                      1988 Catalina MkII

                      $21,500

                      ↓ Price Drop

                      Anderson, SC 29625 | Private Seller

                      1988 Catalina MkII
                      • 1992 Hans Christian 33 Traditional

                        $125,900

                        Northport, ME 04849 | Private Seller

                        1992 Hans Christian 33 Traditional

                        1984 Tayana 37

                        $54,900

                        Palm Coast, FL 32164 | United Yacht Sales

                        1984 Tayana 37
                        • 1987 Kelly Peterson 46

                          $69,000

                          Fort Lauderdale, FL 33315 | Private Seller

                          1987 Kelly Peterson 46
                          • 1995 Pacific Seacraft 37

                            $125,000

                            Annapolis, MD 21403 | Seattle Yachts - Annapolis

                            1995 Pacific Seacraft 37

                            1987 Pearson 33-2

                            $16,000

                            ↓ Price Drop

                            Bayboro, NC 28515 | Private Seller

                            1987 Pearson 33-2

                            2018 Jeanneau Sun Odyssey 389

                            $159,000

                            $1,185/mo*

                            Charleston, SC 29401 | United Yacht Sales

                            2018 Jeanneau Sun Odyssey 389

                            2009 Brooklin Boat Yard 2009

                            $2,850,000

                            $21,232/mo*

                            Newport, RI 02840 | Northrop and Johnson

                            2009 Brooklin Boat Yard 2009

                            1989 Custom Schooner Liveaboard

                            $165,900

                            ↓ Price Drop

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

                            1989 Custom Schooner Liveaboard
                            • 1980 Cape Dory 27

                              $12,000

                              Cape Elizabeth, ME 04107 | Private Seller

                              1980 Cape Dory 27

                              1993 Crowther 42

                              $129,000

                              Pensacola, FL 32501 | Edwards Yacht Sales

                              1993 Crowther 42
                              • 2005 Lagoon 440

                                $230,000

                                $1,713/mo*

                                Saco, ME 04072 | The Multihull Company

                                2005 Lagoon 440

                                1988 Cascade 42

                                $136,500

                                Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                1988 Cascade 42
                                • 2022 Bali 4.8

                                  $220,000

                                  $1,639/mo*

                                  Tortola, FL 33101 | Private Seller

                                  2022 Bali 4.8

                                  1988 Island Packet 38

                                  $99,000

                                  St Marys, GA 31558 | Engel Volkers Yachting Americas

                                  1988 Island Packet 38
                                  • 2014 Lagoon 380 S2

                                    $225,000

                                    $1,676/mo*

                                    Charleston, SC 29401 | The Multihull Company

                                    2014 Lagoon 380 S2
                                    • 1994 Island Packet 35

                                      $89,000

                                      Blaine, WA 98230 | Marine Servicenter

                                      1994 Island Packet 35

                                      1990 Island Packet 32

                                      $60,000

                                      Fort Pierce, FL 34946 | United Yacht Sales - Florida SE Coast

                                      1990 Island Packet 32
                                      • 1971 Hinckley Bermuda 40 Custom Yawl

                                        $142,000

                                        Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                                        1971 Hinckley Bermuda 40 Custom Yawl
                                        • 2010 Gemini 105Mc

                                          $130,000

                                          $968/mo*

                                          East End, VI 00820 | The Multihull Company

                                          2010 Gemini 105Mc
                                          • 1994 Catalina 30 Tall Rig

                                            $21,000

                                            Traverse City, MI 49684 | Private Seller

                                            1994 Catalina 30 Tall Rig
                                            • 1991 Catalina 30 MkII

                                              $19,500

                                              Savannah, GA 31419 | Private Seller

                                              1991 Catalina 30 MkII
                                              • 2004 Ta Chiao Custom Pilothouse Cutter

                                                Request a Price

                                                Newport, RI 02840 | Northrop & Johnson Yachts-Ships LLC

                                                2004 Ta Chiao Custom Pilothouse Cutter
                                                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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