Cruising Sailboats for sale in Maryland
72 New and Used Cruising Sailboats
Cambridge, Maryland (United States of America)
29.99 ft.
1975
Used
Powered by the original Atomic-4 gas inboard engine, capable of taking you wherever you want to go! The beauty of the Tartan 30 lay in its resemblance to the popula...
$17,750
Cape Saint Claire... (United States of America)
35.99 ft.
1979
Used
1979 MOODY SAILBOAT 36 BILL DIXON DESIGN.READY TO SET SAIL Do you want to cruise the World? Hop around the Caribbean? Check out this 1979 Moody 36 center cockpit, c...
$23,000
Baltimore, Maryland (United States of America)
27.0 ft.
1977
Used
Beautiful Classic Ericson with trailer and major interior refit Clean Sailboat!! Come take a look!! A great sailboat for a weekend cruise around the bay. This 1977...
$19,900
Crownsville, Mary... (United States of America)
37.01 ft.
1988
Used
Legend 37 with many improvements, solar panel, Garmin 700 chartplotter, propane conversion! The Hunter 37 is a stable and dependable sailing boat that is made to tr...
$27,000
Tracys Landing, M... (United States of America)
32.15 ft.
1984
Used
SPARROW is an exceptional example of a Sabre 32 and we believe in the best condition on the market today. Hull #3 features the rare Tri cabin version giving her addit...
$25,000
Annapolis , Maryland (United States of America)
35.43 ft.
1986
Used
Hull Type: Fin w/spade rudder Rigging Type: Masthead Sloop LOA: 35.50 ft / 10.82 m LWL: 30.00 ft / 9.14 m S.A. (reported): 636.00 ft² / 59.09 m² Beam: 11.80 ft /...
$22,500
Oxford, Maryland (United States of America)
37.01 ft.
1984
Used
Accommodations The Tartan 37 is one of the best received Tartans ever built. Designed by Sparkman and Stephens. They are known for their excellent sailing ability ...
$59,000
Annapolis, Maryland (United States of America)
46.98 ft.
2019
Used
MORE INFO This listing has sold. To check if it, or a sistership, has come back on the market, please call us. Huge Price Improvement - Now Asking $399,000 ...
$435,000
Annapolis (United States of America)
41.99 ft.
1981
Used
MORE INFO PRICE REDUCED 8/7/2024. THE OWNERS WANT THIS BOAT SOLD! Some of CHARDONNAY's highlights: 2013 Volvo D2-55 diesel and transmission with under 400...
$59,900
Solomons, Maryland (United States of America)
35.01 ft.
1998
Used
MORE INFO This listing has sold. To check if it, or a sistership, has come back on the market, please call us. This Island Packet 350 combines classic desig...
$126,000
Annapolis, Maryland (United States of America)
54.0 ft.
2020
Used
MORE INFO This listing has sold. To check if it, or a sistership, has come back on the market, please call us. Major Price Improvement - Now Asking $655,000...
$655,000
Chestertown, Mary... (United States of America)
35.99 ft.
1972
Used
1972 Islander cruising sailboat with wind generator and solar panels. This is not just any 1972 Islander 36, this beauty has been lightly used and she has been heav...
$19,900
Baltimore, Maryland (United States of America)
41.99 ft.
1978
Used
Nice Westsail Cruiser! These boats have sailed all over the world. New Captain wanted! A True Bluewater boat!! Thinking of sailing across the Atlantic or sailing ...
$59,000
Pasadena, Maryland (United States of America)
35.5 ft.
2006
Used
Auto pilot Wing keel 6’ draft Aftermarket rudder A/C Layout & Accommodations Vacu-flush 2022 Galley DC refrigerator Deck & Equipment New Dodger 2023 Electric Winches Electrical, Power & Plumbing Battery charger 2021 Batteries 2023 Engine ser...
$72,500
Annapolis, Maryland (United States of America)
32.41 ft.
1990
Used
Monohull sailboat for sale, equipped with auto pilot and a 12” screen, featuring a wing keel with a 5.5’ draft. The exterior was professionally painted with Awlgrip in 2022, ensuring both style and durability. Galley A/C refrigerator Microwave Toaster Oven A/C Heater/Air Con...
$55,000
Middle River, Mar... (United States of America)
31.99 ft.
1998
Used
This 1998 Beneteau 321, located in Baltimore, MD, is the perfect blend of performance and comfort, ideal for coastal cruising or weekend getaways. With a length of 32’ 10” and a beam of 11’ 3”, this well-maintained cruiser features a 4’ 3” shoal keel and a Yanmar 27 HP diesel engine, o...
$44,995
Galesville, Maryland (United States of America)
54.0 ft.
1997
Used
MORE INFO Feeling Yachts go all the way back to 1912 when the Kirie shipyard, founded by the Kirie family, set up shop in a small garage on Rue de la Foret in t...
$249,000
Baltimore, Maryland (United States of America)
37.99 ft.
1985
Used
Excellent Cruiser. Many updated features. Ready for the next adventure. This Sabre 38 Mark I has a great layout for cruising with guests or living aboard. She has t...
$26,900
Deale, Maryland (United States of America)
43.01 ft.
1995
Used
$10K PRICE DROP 04/14 Dimensions Name...............................................................Bagheera Year....................................................
$92,950
North Beach, Mary... (United States of America)
33.5 ft.
2012
Used
Full Description Cockpit Steering Console Engine Control, Wheel Brake, Lighted Compass, Space for Instruments, & Stainless Steel Wheel Guard Lewmar Folding ...
$79,950
Pasadena, Maryland (United States of America)
39.99 ft.
1985
Used
FULL SPECS Newer lights and cushions Rebuilt transmission, engine injector pump, and oil cooler, new clamps and gaskets New fuel fill and vent hoses New electrica...
$19,900
Annapolis, Maryland (United States of America)
35.99 ft.
2009
Used
MORE INFO This listing has sold. To check if it, or a sistership, has come back on the market, please call us. Borrowing heavily from the ideas of Hunter ow...
$87,500
Annapolis, Maryland (United States of America)
44.0 ft.
2017
Used
MORE INFO This listing has sold. To check if it, or a sistership, has come back on the market, please call us. PRICE REDUCED ON 6/18/24! THE SELLERS WANT TH...
$349,000
Annapolis, Maryland (United States of America)
37.99 ft.
2022
Used
MORE INFO This listing has sold. To check if it, or a sistership, has come back on the market, please call us. Amazing opportunity in this late model, light...
$319,000
* Price displayed is based on today's currency conversion rate of the listed sales price.