• 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
    • Get Prequalified
    • 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
    • Open a Dealer Account
  • Research
    droparrow iconResearch
    • Get Advice On:
    • Buying
    • Selling
    • Boating
    • Read
    • Reviews
  • Open a Dealer Account
  • Home//
  • Boats for Sale//
  • Sail//
  • Massachusetts

Sailboats for sale in Massachusetts

Clear AllMAAll sail
Location
State
  • All States
  • Alabama
  • Alaska
  • Arizona
  • Arkansas
  • California
  • Colorado
  • Connecticut
  • Delaware
  • Florida
  • Georgia
  • Hawaii
  • Idaho
  • Illinois
  • Indiana
  • Kentucky
  • Louisiana
  • Maine
  • Maryland
  • Massachusetts
  • Michigan
  • Minnesota
  • Mississippi
  • Missouri
  • Montana
  • Nevada
  • New Hampshire
  • New Jersey
  • New Mexico
  • New York
  • North Carolina
  • North Dakota
  • Ohio
  • Oklahoma
  • Oregon
  • Pennsylvania
  • Rhode Island
  • South Carolina
  • South Dakota
  • Tennessee
  • Texas
  • Utah
  • Vermont
  • Virginia
  • Washington
  • Wisconsin
  • Puerto Rico
  • US Virgin Islands
Cities in Massachusetts
  • South Dartmouth
  • Marblehead
  • Boston
  • Marion
  • Mattapoisett
  • Cataumet
  • Hingham
  • Salem
  • Beverly
  • Dartmouth
  • Newburyport
  • Buzzards Bay
  • Falmouth
  • Gloucester
  • Osterville
  • Scituate
  • Westport Point
  • Dighton
  • Harwich Port
  • Plymouth
41 more Cities...
Condition
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
  • Aluminum Fishing
  • Antique and Classic (Sail)
  • Antique and Classic (Power)
  • Bass
  • Bay
  • Bowrider
  • Catamaran
  • Center Cockpit
  • Center Console
  • Commercial
  • Convertible
  • Crossover Boats
  • Cruisers (Power)
  • Cruisers (Sail)
  • Cuddy Cabin
  • Cutter
  • Daysailer
  • Deck
  • Dinghy (Power)
  • Dinghy (Sail)
  • Dinghy (Unpowered)
  • Downeast
  • Dual Console
  • Expedition Yachts
  • Express Cruiser
  • Flats
  • Flybridge
  • Freshwater Fishing
  • High Performance
  • Houseboat
  • Inflatable
  • Jet
  • Jon
  • Ketch
  • Lobster
  • Motor Yachts
  • Other
  • Passenger
  • Performance
  • Pilothouse
  • Pontoon
  • Power Catamarans
  • Racer/Cruiser
  • Racing
  • Rigid Inflatable
  • Runabout
  • Saltwater Fishing
  • Ski and Fish
  • Ski and Wakeboard
  • Skiff
  • Sloop
  • Sport Fishing
  • Sports Cruiser
  • Tender (Power)
  • Tender (Unpowered)
  • Trawler
  • Tug
  • Unspecified (Power)
  • Unspecified (Sail)
  • Utility
  • Walkaround
  • Yawl
Activity
  • All
  • Fishing
  • Day Cruising
  • Overnight Cruising
  • Watersports
  • Commercial
  • Sailing
  • Long Range Cruising
  • Lakes & Rivers
Make
  • Beneteau
  • Catalina
  • Sabre
  • J Boats
  • Pearson
  • Hunter
  • Island Packet
  • C&C
  • Hinckley
  • Hanse
75 more Makes...
Beam
to
ft.
Max Draft
to
ft.
Fuel Type
  • Diesel
  • Electric
  • Gas
  • Other
Hull
Hull Type
  • Catamaran
  • Displacement
  • Modified Vee
  • Monohull
  • Semi-displacement
Hull Material
    Engines
    Number of Engines
    Any1234+
    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
    Pre-qualify for a boat loan in minutes
    We'll check over 15 marine lenders to get you the best rate.
    We compare rates from 15+ lenders
    Loan Calculator
    Ad Image
    viewable ad alt texteligible ad alt textaccupixel ad alt text
    245 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
    1. 2027 Catamaran Cruisers Island Hopper$495,000, Boston, MA 02109

      2027 Catamaran Cruisers Island Hopper

      $495,000

      $3,873/mo*

      Boston, MA 02109 | Sail Away Catamarans Yacht Sales

      2027 Catamaran Cruisers Island Hopper
      Dealer Logo
    2. 2005 Morris M36$273,000, Cohasset, MA 02025

      2005 Morris M36

      $273,000

      $2,136/mo*

      Cohasset, MA 02025 | Eastern Yacht Sales, Inc.

      2005 Morris M36
      Dealer Logo
    3. 1983 Passport 40$77,900, Mattapoisett, MA 02739

      1983 Passport 40

      $77,900

      $610/mo*

      Mattapoisett, MA 02739 | Mattapoisett Yacht Sales

      1983 Passport 40
      Dealer Logo
    4. 1962 Rhodes Cheapeake 32$12,995, Mattapoisett, MA 02739

        1962 Rhodes Cheapeake 32

        $12,995

        Mattapoisett, MA 02739 | Mattapoisett Yacht Sales

        1962 Rhodes Cheapeake 32 sail boat for sale in Massachusetts
      • 1972 Cheoy Lee Offshore 47 Yawl$74,900, Osterville, MA 02655

          1972 Cheoy Lee Offshore 47 Yawl

          $74,900

          Osterville, MA 02655 | K. McCann Yacht Sales

          1972 Cheoy Lee Offshore 47 Yawl sail boat for sale in Massachusetts
        • 1974 Cape Dory CD 25$5,500, Salem, MA 01970

            1974 Cape Dory CD 25

            $5,500

            Salem, MA 01970 | Winter Island Yacht Yard Inc

            1974 Cape Dory CD 25 sail boat for sale in Massachusetts
          • 2026 Dufour 44$623,060, Newburyport, MA 01950

            2026 Dufour 44

            $623,060

            $4,876/mo*

            Newburyport, MA 01950 | ACY Yachts Newburyport

            2026 Dufour 44 sail boat for sale in Massachusetts
          • 1961 Sparkman & Stephens Gulf Stream 42$55,000, Haverhill, MA 01832

              1961 Sparkman & Stephens Gulf Stream 42

              $55,000

              Haverhill, MA 01832 | Private Seller

              1961 Sparkman & Stephens Gulf Stream 42 sail boat for sale in Massachusetts
            • 1983 Dickerson Dickerson 37 Ketch$40,000, Cotuit, MA 02635

                1983 Dickerson Dickerson 37 Ketch

                $40,000

                Cotuit, MA 02635 | Private Seller

                1983 Dickerson Dickerson 37 Ketch sail boat for sale in Massachusetts
              • 2001 C&C 110$75,000, North Falmouth, MA 02556

                  2001 C&C 110

                  $75,000

                  North Falmouth, MA 02556 | Eastern Yacht Sales, Inc.

                  2001 C&C 110 sail boat for sale in Massachusetts
                • 1989 Catalina 30 MkII$7,500, Marblehead, MA 01945

                  1989 Catalina 30 MkII

                  $7,500

                  Marblehead, MA 01945 | Sailboats Northeast

                  1989 Catalina 30 MkII sail boat for sale in Massachusetts
                • 1988 Sabre 36$49,500, Marion, MA 02738

                    1988 Sabre 36

                    $49,500

                    Marion, MA 02738 | Sailboats Northeast

                    1988 Sabre 36 sail boat for sale in Massachusetts
                  • 1981 Southern Cross Southern Cross 39'$84,900, Marblehead, MA 01945

                      1981 Southern Cross Southern Cross 39'

                      $84,900

                      Marblehead, MA 01945 | Sailboats Northeast

                      1981 Southern Cross Southern Cross 39' sail boat for sale in Massachusetts
                    • 1975 Hallberg-Rassy P 28$18,500, Dighton, MA 02715

                        1975 Hallberg-Rassy P 28

                        $18,500

                        Dighton, MA 02715 | The Cruising Yacht Brokerage, LLC

                        1975 Hallberg-Rassy P 28 sail boat for sale in Massachusetts
                      • 2002 Alerion Express 28$54,500, Orleans, MA 02647

                          2002 Alerion Express 28

                          $54,500

                          Orleans, MA 02647 | K. McCann Yacht Sales

                          2002 Alerion Express 28 sail boat for sale in Massachusetts
                        • 1961 Custom Sparkman & Stephens$50,000, Beverly, MA 01915

                            1961 Custom Sparkman & Stephens

                            $50,000

                            Beverly, MA 01915 | Private Seller

                            1961 Custom Sparkman & Stephens sail boat for sale in Massachusetts
                          • 2006 BSY BSY58$349,000, TURKEY, MA 02090

                              2006 BSY BSY58

                              $349,000

                              $2,731/mo*

                              TURKEY, MA 02090 | Private Seller

                              2006 BSY BSY58 sail boat for sale in Massachusetts
                            • 2024 Fountaine Pajot Astrea 42$699,000, Boston, MA 02109

                              2024 Fountaine Pajot Astrea 42

                              $699,000

                              ↓ Price Drop

                              $5,470/mo*

                              Boston, MA 02109 | ACY Yachts Newburyport

                              2024 Fountaine Pajot Astrea 42 sail boat for sale in Massachusetts
                            • 2003 Pacific Seacraft Dana 24$75,000, Hull, MA 02043

                                2003 Pacific Seacraft Dana 24

                                $75,000

                                Hull, MA 02043 | Eastern Yacht Sales, Inc.

                                2003 Pacific Seacraft Dana 24 sail boat for sale in Massachusetts
                              • 1986 Wauquiez Centurion 47$99,000, Marion, MA 02738

                                  1986 Wauquiez Centurion 47

                                  $99,000

                                  Marion, MA 02738 | Sailboats Northeast

                                  1986 Wauquiez Centurion 47 sail boat for sale in Massachusetts
                                • 2002 Catalina 34 MkII$59,000, Falmouth, MA 02536

                                    2002 Catalina 34 MkII

                                    $59,000

                                    Falmouth, MA 02536 | Eastern Yacht Sales, Inc.

                                    2002 Catalina 34 MkII sail boat for sale in Massachusetts
                                  • 1987 Ericson 38-200$27,500, North Weymouth, MA 02191

                                      1987 Ericson 38-200

                                      $27,500

                                      North Weymouth, MA 02191 | Lawson Yachts LLC

                                      1987 Ericson 38-200 sail boat for sale in Massachusetts
                                    • 1988 Catalina 22$5,995, Dighton, MA 02715

                                        1988 Catalina 22

                                        $5,995

                                        Dighton, MA 02715 | Private Seller

                                        1988 Catalina 22 sail boat for sale in Massachusetts
                                      • 2006 J Boats J/80$45,900, Mattapoisett, MA 02739

                                          2006 J Boats J/80

                                          $45,900

                                          $416/mo*

                                          Mattapoisett, MA 02739 | Eastern Yacht Sales, Inc.

                                          2006 J Boats J/80 sail boat for sale in Massachusetts
                                        • 1980 Morgan 462$89,900, Wareham, MA 02571

                                          1980 Morgan 462

                                          $89,900

                                          Wareham, MA 02571 | Edwards Yacht Sales

                                          1980 Morgan 462 sail boat for sale in Massachusetts
                                        • 1998 Catalina 42 MkII$69,500, Cataumet, MA 02534

                                            1998 Catalina 42 MkII

                                            $69,500

                                            Cataumet, MA 02534 | Lawson Yachts LLC

                                            1998 Catalina 42 MkII sail boat for sale in Massachusetts
                                          • 2004 Pacific Seacraft 31$99,500, Hingham, MA 02043

                                              2004 Pacific Seacraft 31

                                              $99,500

                                              Hingham, MA 02043 | Lawson Yachts LLC

                                              2004 Pacific Seacraft 31 sail boat for sale in Massachusetts
                                            • 1974 Edey & Duff Stone Horse$9,500, Provincetown, MA 02657

                                                1974 Edey & Duff Stone Horse

                                                $9,500

                                                Provincetown, MA 02657 | Private Seller

                                                1974 Edey & Duff Stone Horse sail boat for sale in Massachusetts
                                              • 2005 Hunter 33$48,500, Hingham, MA 02043

                                                  2005 Hunter 33

                                                  $48,500

                                                  Hingham, MA 02043 | Eastern Yacht Sales, Inc.

                                                  2005 Hunter 33 sail boat for sale in Massachusetts
                                                • 1984 Bristol 31.1$10,500, Scituate, MA 02066

                                                    1984 Bristol 31.1

                                                    $10,500

                                                    Scituate, MA 02066 | Eastern Yacht Sales, Inc.

                                                    1984 Bristol 31.1 sail boat for sale in Massachusetts
                                                  • 1978 Custom Ted Brewer Catboat$24,900, Plymouth, MA 02360

                                                      1978 Custom Ted Brewer Catboat

                                                      $24,900

                                                      Plymouth, MA 02360 | K. McCann Yacht Sales

                                                      1978 Custom Ted Brewer Catboat sail boat for sale in Massachusetts
                                                    • 1983 O'Day 39$29,000, Dennis, MA 02641

                                                        1983 O'Day 39

                                                        $29,000

                                                        Dennis, MA 02641 | Sailboats Northeast

                                                        1983 O'Day 39 sail boat for sale in Massachusetts
                                                      • 2001 Catalina 310$52,500, Hingham, MA 02043

                                                          2001 Catalina 310

                                                          $52,500

                                                          Hingham, MA 02043 | Eastern Yacht Sales, Inc.

                                                          2001 Catalina 310 sail boat for sale in Massachusetts
                                                        • 1938 Alden Yawl$49,900, Westport Point, MA 02791

                                                            1938 Alden Yawl

                                                            $49,900

                                                            Westport Point, MA 02791 | Tripp Marine Group

                                                            1938 Alden Yawl sail boat for sale in Massachusetts
                                                          • 1994 Stuart Mariner Rhodes 19$9,950, Vineyard Haven, MA 02568

                                                              1994 Stuart Mariner Rhodes 19

                                                              $9,950

                                                              $90/mo*

                                                              Vineyard Haven, MA 02568 | Eastern Yacht Sales, Inc.

                                                              1994 Stuart Mariner Rhodes 19
                                                              Dealer Logo
                                                            • 1960 Frans Maas-LeFevre / Holland One Off Custom 47 (Steel)$64,900, Beverly, MA 01915

                                                                1960 Frans Maas-LeFevre / Holland One Off Custom 47 (Steel)

                                                                $64,900

                                                                $508/mo*

                                                                Beverly, MA 01915 | Sailboats Northeast

                                                                1960 Frans Maas-LeFevre / Holland One Off Custom 47 (Steel)
                                                                Dealer Logo
                                                              • <
                                                              • 1
                                                              • 2
                                                              • 3
                                                              • 4
                                                              • 5
                                                              • >
                                                              Connect with Us
                                                              YoutubeInstagramFacebookXReddit
                                                              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
                                                              • Prequalified Boat Loans
                                                              • 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