• Sell Your Boat
  • Find
    droparrow iconFind
    • Boats For Sale
    • Boat Types
    • Boat Dealers
    • Outboard Motors & Engines
    • Boat Trailers
  • Sell Your Boat
  • Finance
    droparrow iconFinance
    • Boat Loans
    • Boat Loan Calculator
    • Boat Loan Rates
    • FAQ - How to Finance
  • Services
    droparrow iconServices
    • Extended Service Plan
    • Tire & Wheel Plan
    • GAP Protection
    • Roadside Assistance
    • Boat Insurance
    • Boat Transport
    • Boat Warranty
    • Boat Documentation
    • Boat Rental
    • Become a Member
  • Research
    droparrow iconResearch
    • Get Advice On:
    • Buying
    • Selling
    • Boating
    • Read
    • Reviews
  • Home//
  • Boats for Sale//
  • 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
Clear AllAll sail
Location
from
Use My Location
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • All Sail
  • All PWC
  • All Small Boats
  • Aft Cabin
  • Airboat
  • Aluminum Fishing
  • Antique and Classic (Power)
  • Antique and Classic (Sail)
  • Barge (Power)
  • Barge (Sail)
  • Bass
  • Bay
  • Beach Catamaran
  • Bowrider
  • Canoe/Kayak
  • Catamaran
  • Center Cockpit
  • Center Console
  • Commercial (Power)
  • Commercial (Sail)
  • Convertible
  • Cruise Ships
  • Cruisers (Power)
  • Cruisers (Sail)
  • Cuddy Cabin
  • Cutter
  • Daysailer
  • Deck
  • Deck Saloon
  • Dinghy (Power)
  • Dinghy (Sail)
  • Dinghy (Unpowered)
  • Dive
  • Downeast
  • Dual Console
  • Express Cruiser
  • Flats
  • Flybridge
  • Freshwater Fishing
  • Gulet
  • High Performance
  • Houseboat
  • Inflatable
  • Jet
  • Jon
  • Ketch
  • Lobster
  • Mega Yachts
  • Motor Yachts
  • Motorsailer (Sail)
  • Motorsailer (Power)
  • Multi-Hull
  • Narrowboats
  • Other (Power)
  • Other (Sail)
  • Passenger
  • Performance
  • Pilothouse (Power)
  • Pilothouse (Sail)
  • Pontoon
  • Power Catamarans
  • Racer/Cruiser
  • Racing
  • Rigid Inflatable
  • River Cruiser
  • Runabout
  • Saltwater Fishing
  • Schooner
  • Ski and Fish
  • Ski and Wakeboard
  • Skiff
  • Sloop (Sail)
  • Sloop (Power)
  • Sport Fishing
  • Sports Cruiser
  • Tender (Power)
  • Tender (Unpowered)
  • Trawler
  • Trimaran
  • Troller
  • Tug
  • Unspecified (Power)
  • Unspecified (Sail)
  • Utility
  • Walkaround
  • Yawl
Make
  • Beneteau
  • Catalina
  • Hunter
  • Jeanneau
  • Fountaine Pajot
  • Lagoon
  • Dufour
  • Tartan
  • Custom
  • Privilege
285 more Makes...
Fuel Type
  • Diesel
  • Electric
  • Gas
  • Other
Hull Material
    Engine Type
    • All
    • Direct Drive
    • Jet Drive
    • None
    • Other
    • Single Inboard
    • Single I/O
    • Single Outboard
    • Twin Inboard
    • Twin I/O
    • Twin Outboard
    • Triple I/O
    • Triple Outboard
    • V-Drive
    For Sale By
    Instantly Pre-Qualify for a boat loan
    We'll check over 15 marine lenders to get you the best rate with the best terms.
    Pre-Qualify
    viewable ad alt texteligible ad alt textaccupixel ad alt text
    2,141 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
    • Distance: Nearest first
    • Distance: Farthest first
    • Year: Newest first
    • Year: Oldest first
    • Length: Longest first
    • Length: Shortest first
    • Price: High to Low
    • Price: Low to High
      • 2010 Hunter Sailing Diver

        $200,000

        $1,490/mo*

        Fort Lauderdale, FL 33316 | Denison Yachting

        • 2010 Hunter Sailing Diver
        • 2010 Hunter Sailing Diver
        • 2010 Hunter Sailing Diver
        • 2010 Hunter Sailing Diver
        • 2000 Beneteau Oceanis 50

          $178,000

          Long Beach, CA 90803 | Denison Yachting

          • 2000 Beneteau Oceanis 50
          • 2000 Beneteau Oceanis 50
          • 2000 Beneteau Oceanis 50
          • 2000 Beneteau Oceanis 50

          2014 Leopard 58

          $699,000

          ↓ Price Drop

          $5,207/mo*

          Charlotte Amalie, VI 00802 | 26 North Yachts

          • 2014 Leopard 58
          • 2014 Leopard 58
          • 2014 Leopard 58
          • 2014 Leopard 58
          • 1983 Tayana Vancouver CC

            $120,000

            San Diego, CA 92106 | Private Seller

            • 1983 Tayana Vancouver CC
            • 1983 Tayana Vancouver CC
            • 1983 Tayana Vancouver CC
            • 1983 Tayana Vancouver CC
            • 2005 Lagoon 440

              $230,000

              Saco, ME 04072 | The Multihull Company

              • 2005 Lagoon 440
              • 2005 Lagoon 440
              • 2005 Lagoon 440
              • 2005 Lagoon 440

              2000 Gemini 105M

              $73,000

              ↓ Price Drop

              San Diego, CA 92118 | Private Seller

              • 2000 Gemini 105M
              • 2000 Gemini 105M
              • 2000 Gemini 105M
              • 2000 Gemini 105M

              1989 Custom Schooner Liveaboard

              $165,900

              ↓ Price Drop

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

              • 1989 Custom Schooner Liveaboard
              • 1989 Custom Schooner Liveaboard
              • 1989 Custom Schooner Liveaboard
              • 1989 Custom Schooner Liveaboard
              • 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
                • 2006 Jeanneau Sun Odyssey 49 DS
                • 2006 Jeanneau Sun Odyssey 49 DS
                • 2006 Jeanneau Sun Odyssey 49 DS
                • 1976 Irwin 52

                  $75,000

                  Allyn, WA 98524 | Private Seller

                  • 1976 Irwin 52
                  • 1976 Irwin 52
                  • 1976 Irwin 52
                  • 1976 Irwin 52
                  • 1989 Valiant 40 Cutter

                    $119,900

                    Green Cove Springs, FL 32043 | Edwards Yacht Sales

                    • 1989 Valiant 40 Cutter
                    • 1989 Valiant 40 Cutter
                    • 1989 Valiant 40 Cutter
                    • 1989 Valiant 40 Cutter
                    • 1969 Calkins 50 Pilot House

                      $119,000

                      San Diego, CA 92106 | Marine Servicenter

                      • 1969 Calkins 50 Pilot House
                      • 1969 Calkins 50 Pilot House
                      • 1969 Calkins 50 Pilot House
                      • 1969 Calkins 50 Pilot House
                      • 2010 Gemini 105Mc

                        $130,000

                        $968/mo*

                        East End, VI 00820 | The Multihull Company

                        • 2010 Gemini 105Mc
                        • 2010 Gemini 105Mc
                        • 2010 Gemini 105Mc
                        • 2010 Gemini 105Mc

                        2026 Tracker Bass Tracker Classic XL

                        $18,920

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Tracker Bass Tracker Classic XL
                        • 2026 Tracker Bass Tracker Classic XL
                        • 2026 Tracker Bass Tracker Classic XL
                        • 2026 Tracker Bass Tracker Classic XL

                        2026 Yamaha Boats 222SE

                        $80,499

                        $600/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Yamaha Boats 222SE
                        • 2026 Yamaha Boats 222SE
                        • 2026 Yamaha Boats 222SE
                        • 2026 Yamaha Boats 222SE

                        2025 Crestliner 2050 Fish Hawk

                        $75,995

                        $566/mo*

                        Fredericktown, OH 43019 | Knox Marine - Ltd

                        • 2025 Crestliner 2050 Fish Hawk
                        • 2025 Crestliner 2050 Fish Hawk
                        • 2025 Crestliner 2050 Fish Hawk
                        • 2025 Crestliner 2050 Fish Hawk
                        • 1989 Little Harbor Ted Hood 58’9 sloop

                          $675,000

                          Pompano Beach, FL 33064 | Private Seller

                          • 1989 Little Harbor Ted Hood 58’9 sloop
                          • 1989 Little Harbor Ted Hood 58’9 sloop
                          • 1989 Little Harbor Ted Hood 58’9 sloop
                          • 1989 Little Harbor Ted Hood 58’9 sloop
                          • 1956 Vic Franck Custom Seaborn

                            $30,000

                            Seattle, WA 98109 | Private Seller

                            • 1956 Vic Franck Custom Seaborn
                            • 1956 Vic Franck Custom Seaborn
                            • 1956 Vic Franck Custom Seaborn
                            • 1956 Vic Franck Custom Seaborn
                            • 1981 Cape Dory 27

                              $25,000

                              Tracys Landing, MD 20779 | Private Seller

                              • 1981 Cape Dory 27
                              • 1981 Cape Dory 27
                              • 1981 Cape Dory 27
                              • 1981 Cape Dory 27
                              • 2022 Bali 4.8

                                $220,000

                                $1,639/mo*

                                Tortola, FL 33101 | Private Seller

                                • 2022 Bali 4.8
                                • 2022 Bali 4.8
                                • 2022 Bali 4.8
                                • 2022 Bali 4.8

                                2026 Fountaine Pajot 44

                                $856,000

                                $6,377/mo*

                                San Diego, CA 92106 | ACY Yachts

                                • 2026 Fountaine Pajot 44
                                • 2026 Fountaine Pajot 44
                                • 2026 Fountaine Pajot 44
                                • 2026 Fountaine Pajot 44
                                • 2003 Leopard 47

                                  $210,000

                                  Fajardo, PR 00773 | The Multihull Company

                                  • 2003 Leopard 47
                                  • 2003 Leopard 47
                                  • 2003 Leopard 47
                                  • 2003 Leopard 47

                                  1955 Classic Custom Full Keel Ketch

                                  $45,000

                                  Galesville, MD 20765 | North Point Yacht Sales

                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1979 Fisher 25 PH Ketch

                                    $29,500

                                    Jacksonville, FL 32225 | Edwards Yacht Sales

                                    • 1979 Fisher 25 PH Ketch
                                    • 1979 Fisher 25 PH Ketch
                                    • 1979 Fisher 25 PH Ketch
                                    • 1979 Fisher 25 PH Ketch
                                    • 2013 Fountaine Pajot Lipari 41

                                      $289,000

                                      $2,153/mo*

                                      Charleston, SC 29401 | The Multihull Company

                                      • 2013 Fountaine Pajot Lipari 41
                                      • 2013 Fountaine Pajot Lipari 41
                                      • 2013 Fountaine Pajot Lipari 41
                                      • 2013 Fountaine Pajot Lipari 41
                                      • 1974 Bristol 40

                                        $7,000

                                        Coltons Point, MD 20626 | Private Seller

                                        • 1974 Bristol 40
                                        • 1974 Bristol 40
                                        • 1974 Bristol 40
                                        • 1974 Bristol 40
                                        • 1992 Hans Christian 33 Traditional

                                          $125,900

                                          Northport, ME 04849 | Private Seller

                                          • 1992 Hans Christian 33 Traditional
                                          • 1992 Hans Christian 33 Traditional
                                          • 1992 Hans Christian 33 Traditional
                                          • 1992 Hans Christian 33 Traditional

                                          1999 PDQ 36

                                          $99,900

                                          Brunswick, GA 31520 | Dunbar Yachts

                                          • 1999 PDQ 36
                                          • 1999 PDQ 36
                                          • 1999 PDQ 36
                                          • 1999 PDQ 36
                                          • 1992 Alerion Express 28

                                            $62,500

                                            Portsmouth, RI 02871 | PETZOLD'S MARINE CENTER

                                            • 1992 Alerion Express 28
                                            • 1992 Alerion Express 28
                                            • 1992 Alerion Express 28
                                            • 1992 Alerion Express 28

                                            1982 Hinckley Sou'wester 59

                                            $325,000

                                            Southwest Harbor, ME 04679 | Luke Brown Yachts

                                            • 1982 Hinckley Sou'wester 59
                                            • 1982 Hinckley Sou'wester 59
                                            • 1982 Hinckley Sou'wester 59
                                            • 1982 Hinckley Sou'wester 59

                                            1981 C&C Landfall 35

                                            $29,900

                                            Palmetto, FL 34221 | United Yacht Sales

                                            • 1981 C&C Landfall 35
                                            • 1981 C&C Landfall 35
                                            • 1981 C&C Landfall 35
                                            • 1981 C&C Landfall 35
                                            • 1999 Technologie Marine Entincelle 60

                                              $649,000

                                              Mathews, VA 23109 | The Multihull Company

                                              • 1999 Technologie Marine Entincelle 60
                                              • 1999 Technologie Marine Entincelle 60
                                              • 1999 Technologie Marine Entincelle 60
                                              • 1999 Technologie Marine Entincelle 60
                                              • 1976 Cheoy Lee Clipper Ketch

                                                $42,000

                                                Green Cove Springs, FL 32043 | Private Seller

                                                • 1976 Cheoy Lee Clipper Ketch
                                                • 1976 Cheoy Lee Clipper Ketch
                                                • 1976 Cheoy Lee Clipper Ketch
                                                • 1976 Cheoy Lee Clipper Ketch

                                                1987 Bristol 35.5

                                                $57,500

                                                Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                                • 1987 Bristol 35.5
                                                • 1987 Bristol 35.5
                                                • 1987 Bristol 35.5
                                                • 1987 Bristol 35.5

                                                2009 Brooklin Boat Yard 2009

                                                $2,850,000

                                                $21,232/mo*

                                                Newport, RI 02840 | Northrop and Johnson

                                                • 2009 Brooklin Boat Yard 2009
                                                • 2009 Brooklin Boat Yard 2009
                                                • 2009 Brooklin Boat Yard 2009
                                                • 2009 Brooklin Boat Yard 2009
                                              • <
                                              • 1
                                              • 2
                                              • 3
                                              • 4
                                              • 5
                                              • >
                                              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

                                              In partnership with:

                                              |
                                              Connect with Us
                                              YoutubeInstagramFacebookTwitterReddit
                                              Download the BoatTrader app
                                              App StoreGoogle Play
                                              • Boats for Sale
                                              • Outboard Motors & Engines
                                              • Boat Trailers
                                              • Boat Research
                                              • Boating Lifestyle Calculator
                                              • About Boat Trader
                                              • Private Sellers
                                              • Dealers
                                              • My Boats
                                              • Boat Loans
                                              • Boat Loan Calculator
                                              • Boat Loan Rates
                                              • FAQ - How to Finance
                                              • Extended Service Plan
                                              • Tire & Wheel Plan
                                              • GAP Protection
                                              • Roadside Assistance
                                              • Boat Insurance
                                              • Boat Transport
                                              • Boat Warranty
                                              • Boat Documentation
                                              • Boat Rental
                                              • Become a Member
                                              • Cookies
                                              • Do Not Sell My Personal Information
                                              • Community Guidelines
                                              • Security Center
                                              • Site Map
                                              Copyright © 2026 Boats Group. All Rights ReservedAd and Sponsorship Policy|Advertiser Agreement|Copyright|Privacy Policy|Terms of Use|AdChoices