• 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//
  • Antique and Classic

Antique and Classic Sailboats for sale

Clear All sail-antique
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
  • Custom
  • Beneteau
  • Catalina
  • Cherubini
  • Pearson
  • Sailboat
  • Cape Dory
  • Cheoy Lee
  • Downeast
  • Hinckley
43 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
    82 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

      1955 Classic Custom Full Keel Ketch

      $45,000

      $392/mo*

      Galesville, MD 20765 | North Point Yacht Sales

      1955 Classic Custom Full Keel Ketch
      Dealer Logo

      1984 Beneteau First 42

      $49,500

      $431/mo*

      Northport, NY 11768 | Engel Volkers Yachting Americas

      1984 Beneteau First 42
      Dealer Logo

      2020 Leonardo Yachts Eagle 44

      $269,900

      $2,011/mo*

      Belfast, ME 04915 | East Coast Yacht Sales-Camden

      2020 Leonardo Yachts Eagle 44
      Dealer Logo

      1977 Custom 80 Brigantine

      $998,000

      ↓ Price Drop

      Long Beach, CA 90802 | Rick Obey Yacht Sales

      1977 Custom 80 Brigantine
      • 1965 Alberg 35

        $22,500

        Coronado, CA 92118 | Private Seller

        1965 Alberg 35
        • 1983 Baba 30

          $25,000

          Waukegan, IL 60085 | Private Seller

          1983 Baba 30

          1955 Classic Custom Full Keel Ketch

          $45,000

          Galesville, MD 20765 | North Point Yacht Sales

          1955 Classic Custom Full Keel Ketch

          2009 Brooklin Boat Yard 2009

          $2,850,000

          $21,232/mo*

          Newport, RI 02840 | Northrop and Johnson

          2009 Brooklin Boat Yard 2009

          1978 Com-Pac 16'

          $5,500

          ↓ Price Drop

          Liberty, NC 27298 | Private Seller

          1978 Com-Pac 16'

          1970 Hinckley Bermuda 40 Custom

          $135,000

          Annapolis, MD 21409 | Hinckley Yacht Brokerage

          1970 Hinckley Bermuda 40 Custom

          1990 Pacific Seacraft Flicka

          $28,000

          ↓ Price Drop

          Austin, TX 78734 | Private Seller

          1990 Pacific Seacraft Flicka

          1967 Columbia Yacht 50

          $41,500

          Marina Del Rey, CA 90292 | Marine Servicenter

          1967 Columbia Yacht 50

          1984 Sadler 34

          $14,999

          ↓ Price Drop

          Boynton Beach, FL 33426 | Private Seller

          1984 Sadler 34
          • 1980 Pearson 323 Pearson

            $32,300

            Redwood City, CA 94063 | Seattle Yachts - Alameda

            1980 Pearson 323 Pearson
            • 1988 Cabo Rico 38

              $75,000

              Saint Augustine, FL 32084 | The Multihull Company

              1988 Cabo Rico 38

              1994 Pacific Seacraft 34

              $110,000

              Racine, WI 53402 | Racine Riverside Marine, Inc.

              1994 Pacific Seacraft 34
              • 1978 Morgan 415

                $29,900

                Cocoa, FL 32922 | Edwards Yacht Sales

                1978 Morgan 415
                • 1986 Cherubini 44

                  $285,000

                  Punta Gorda, FL 33938 | The Multihull Company

                  1986 Cherubini 44
                  • 1965 Cheoy Lee Rhodes Reliant

                    $33,500

                    Summerville, SC 29486 | Private Seller

                    1965 Cheoy Lee Rhodes Reliant

                    1959 Custom Geerd Hendel Raised-Deck Cutter

                    $29,000

                    ↓ Price Drop

                    Savannah, GA 31404 | Engel Volkers Yachting Americas

                    1959 Custom Geerd Hendel Raised-Deck Cutter
                    • 1982 Custom Wings 33 Ketch

                      $24,900

                      Stuart, FL 34997 | United Yacht Sales

                      1982 Custom Wings 33 Ketch
                      • 1969 Kenner Skipjack 35

                        $25,000

                        Annapolis, MD 21401 | Private Seller

                        1969 Kenner Skipjack 35
                        • 1939 Kettenburg Pacific Class

                          $25,000

                          San Diego, CA 92106 | Seattle Yachts - San Diego

                          1939 Kettenburg Pacific Class
                          • 1936 Alden 618F

                            $21,000

                            Ashtabula, OH 44004 | Private Seller

                            1936 Alden 618F
                            • 1980 Frers F&C 44 Ketch

                              $132,500

                              Annapolis, MD 21403 | North Point Yacht Sales

                              1980 Frers F&C 44 Ketch
                              • 2023 C.W. Hood 32 Daysailer

                                $139,000

                                $1,036/mo*

                                Annapolis, MD 21403 | North Point Yacht Sales

                                2023 C.W. Hood 32 Daysailer

                                1979 Hughes 3910

                                $69,900

                                Green Cove Springs, FL 32043 | Engel Volkers Yachting Americas

                                1979 Hughes 3910

                                1967 Morgan M34

                                $49,500

                                ↓ Price Drop

                                Key Largo, FL 33037 | United Yacht Sales

                                1967 Morgan M34
                                • 1903 Sailboat Yawl

                                  $75,000

                                  Solomons, MD 20688 | Private Seller

                                  1903 Sailboat Yawl
                                  • 2020 Leonardo Yachts Eagle 44

                                    $269,900

                                    $2,011/mo*

                                    Belfast, ME 04915 | East Coast Yacht Sales-Camden

                                    2020 Leonardo Yachts Eagle 44
                                    • 1964 Hinckley Pilot

                                      $54,500

                                      Georgetown, ME 04548 | East Coast Yacht Sales

                                      1964 Hinckley Pilot
                                      • 1980 Cape Dory 27

                                        $12,000

                                        Cape Elizabeth, ME 04107 | Private Seller

                                        1980 Cape Dory 27

                                        1968 Sailboat 24

                                        $14,499

                                        ↓ Price Drop

                                        Upper Key Largo, FL 33133 | Adonai Yachts International

                                        1968 Sailboat 24

                                        1958 Concordia Yawl

                                        $99,500

                                        Rockport, ME | Yachting Solutions

                                        1958 Concordia Yawl
                                        • 2003 Tartan 4100

                                          $155,000

                                          $1,155/mo*

                                          Georgetown, ME 04548 | East Coast Yacht Sales

                                          2003 Tartan 4100
                                          Dealer Logo
                                          • 1977 Alajuela A38

                                            $39,000

                                            $340/mo*

                                            San Diego, CA 92106 | Yachtfinders Windseakers

                                            1977 Alajuela A38
                                            Dealer Logo
                                          • <
                                          • 1
                                          • 2
                                          • 3
                                          • >

                                          Expert Antique and Classic Sailboats Reviews

                                          In partnership with:

                                          |

                                          What are antique and classic sailing vessels?

                                          Antique and Classic sailboats are larger size, sailing vessels generally used for time-honored on-the-water activities such as overnight cruising and day sailing. They can differ in size, with the shortest vessel now listed measuring 11 feet in length, up to the longest vessel listed at 88 feet long. Antique and Classic sailing vessels are assembled by a wide variety of boat makers with hull types including monohull, displacement and other designs. These sailboats have a minimum total sail area of 329 square feet, a maximum total sail area of 1,226 square feet and an average of 735 square feet. Boat Trader currently has 82 antique and classic sailboats for sale, including 0 new vessels and 82 used and custom yachts listed by both individual owners and professional boat dealers mainly in United States.

                                          What are the best antique and classic sailing vessels?

                                          Some of the best-known, masterful builders of antique and classic sailing vessels right now include: Custom, Beneteau, Catalina, Cherubini and Pearson. These builders may produce antique and classic sailing vessels with secondary inboard, outboard, electric and inboard/outboard propulsion systems, available in diesel, gas, electric and other fuel systems.

                                          How much do antique and classic sailing vessels cost?

                                          Antique and Classic sailing vessels for sale on Boat Trader are listed for a swath of prices, from $2,931 on the relatively lower-priced, classic models all the way up to $2,275,880 for the most expensive yachts.

                                          Why are antique and classic sailing vessels popular?

                                          Antique and Classic sailing vessels have a rich legacy as vessels that are sought-after due to their greater draft and exceedingly wide beam - traits that make these vessels exceptionally great for overnight cruising and day sailing. The maximum number of passengers for antique and classic sailing vessels currently listed on Boat Trader is 14 people, with an average capacity of 11 people.

                                          The most viewed brands for antique and classic sailing vessels this month were Boeing, Boston Whaler, Chris-Craft, Classic and Rybovich. With 82 antique and classic sailboats currently listed for sale, as well as 8 added in the past 30 days, Boat Trader is confident that you’ll find the boat you are looking for.

                                          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 © 2025 Boats Group. All Rights ReservedAd and Sponsorship Policy|Advertiser Agreement|Copyright|Privacy Policy|Terms of Use|AdChoices