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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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    4,094 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2026 Lagoon EIGHTY 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $199,000

      $1,527/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

      1999 Custom International Americas Cup Class USCG Certified 20 pax
      Dealer Logo

      1983 Thackwray Custom Pilothouse Motorsailer

      $649,000

      $4,981/mo*

      Wrangell, AK 99929 | Chuck Hovey Yachts- Seattle

      1983 Thackwray Custom Pilothouse Motorsailer
      Dealer Logo

      1992 Oyster 49

      $195,000

      Tracys Landing, MD 20779 | David Walters Yachts

      1992 Oyster 49

      2011 Alerion Sport 33

      $209,000

      $1,604/mo*

      La Playa, CA 92106 | Marine Servicenter - San Diego

      2011 Alerion Sport 33
      • 1995 PDQ 32 LRC

        $65,000

        Miami Beach, FL | Just Catamarans

        1995 PDQ 32 LRC
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28

          2025 Jeanneau Sun Odyssey 350

          $299,842

          $2,301/mo*

          Marina Del Rey, CA 90292 | Marine Servicenter - Marina Del Rey

          2025 Jeanneau Sun Odyssey 350

          2024 Lagoon 46

          $999,000

          $7,667/mo*

          Fort Lauderdale, FL 33316 | Atlas Yacht Sales, LLC

          2024 Lagoon 46
          • 1981 Ta Shing Panda 40

            $99,900

            Olympia, WA 98501 | NW Yachtnet

            1981 Ta Shing Panda 40
            • 1992 Alerion Express 28

              $59,000

              Portsmouth, RI 02871 | PETZOLD'S MARINE CENTER

              1992 Alerion Express 28
              • 2019 Lagoon 42

                $379,000

                $2,909/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42

                1989 Custom Schooner Liveaboard

                $75,000

                ↓ Price Drop

                Galena, MD 21930 | YachtSalesInternational.Com -Martin Bird Associates

                1989 Custom Schooner Liveaboard
                • 1999 Catalina 320

                  $59,000

                  Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                  1999 Catalina 320

                  2013 Gemini Legacy

                  $145,000

                  $1,113/mo*

                  West Palm Beach, FL 33403 | McNally Yacht Sales

                  2013 Gemini Legacy

                  2026 Dufour 41

                  $499,000

                  ↓ Price Drop

                  $3,830/mo*

                  Newport, RI 02840 | ACY Yachts

                  2026 Dufour 41
                  • 2026 Bali 4.2

                    $525,392

                    $4,032/mo*

                    Hollywood, FL 33020 | Catamaran Gurus

                    2026 Bali 4.2

                    1991 Beneteau Oceanis 390

                    $39,000

                    Long Beach, CA 90802 | Adair Yachts

                    1991 Beneteau Oceanis 390
                    • 1983 Catalina 38

                      $36,000

                      Marina Del Rey, CA 90292 | Private Seller

                      1983 Catalina 38

                      1977 Custom 80 Brigantine

                      $1,350,000

                      Long Beach, CA 90802 | Rick Obey Yacht Sales

                      1977 Custom 80 Brigantine
                      • 1986 Stephens Deck Saloon

                        $325,000

                        Portsmouth, RI 02871 | David Walters Yachts

                        1986 Stephens Deck Saloon
                        • 2000 Bavaria 42 Cruiser

                          $125,000

                          Newport Beach, CA 92660 | Seattle Yachts - San Diego

                          2000 Bavaria 42 Cruiser

                          2024 St. Francis 460 Hybrid

                          $1,225,000

                          ↓ Price Drop

                          $9,402/mo*

                          Charleston, SC 29401 | The Multihull Company

                          2024 St. Francis 460 Hybrid
                          • 2001 Catana 471

                            $410,000

                            Barrington, RI 02806 | The Multihull Company

                            2001 Catana 471
                            • 1983 Tayana 55

                              $99,000

                              Emeryville, CA 94608 | Rubicon Yachts

                              1983 Tayana 55
                              • 1989 Sabre 34 MK II

                                $28,900

                                St Simons Island, GA 31522 | Dunbar Yachts

                                1989 Sabre 34 MK II
                                • 1991 Beneteau Oceanis 50

                                  $89,500

                                  Key Largo, FL 33037 | United Yacht Sales

                                  1991 Beneteau Oceanis 50

                                  2006 Island Packet 440

                                  $329,000

                                  $2,525/mo*

                                  Fort Lauderdale, FL 33301 | David Walters Yachts

                                  2006 Island Packet 440
                                  • 1998 Hunter 310

                                    $28,500

                                    Wrightsville Beach, NC 28480 | Private Seller

                                    1998 Hunter 310
                                    • 1990 Sabre 38

                                      $49,000

                                      Scituate, MA 02066 | Eastern Yacht Sales, Inc.

                                      1990 Sabre 38
                                      • 1971 Coronado 35

                                        $16,000

                                        Honolulu, HI 96826 | Private Seller

                                        1971 Coronado 35
                                        • 2005 Gemini 105Mc

                                          $83,500

                                          Saint James, NC 28461 | Private Seller

                                          2005 Gemini 105Mc

                                          2005 Lagoon 440

                                          $215,000

                                          ↓ Price Drop

                                          Charleston, SC 29401 | The Multihull Company

                                          2005 Lagoon 440

                                          2000 Hunter 290

                                          $19,000

                                          ↓ Price Drop

                                          St Petersburg, FL 33701 | Adventure Yacht Sales

                                          2000 Hunter 290
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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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