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Featured Cruiser (sail) Boats for Sale in Maryland

1997

Hunter 310 1997

310 | N/A

Rock Hall, MD

$34,900

2001

Catalina 380 2001

380 | 708 Hours

Rock Hall, MD

$90,000

1984

Irwin 41 1984

41 | 105 Hours

Severna Park, MD

$69,900

1997

Island Packet 40 1997

40 | N/A

Rock Hall, MD

$139,000

2004

Beneteau Oceanis 473 2004

Oceanis 473 | N/A

Severna Park, MD

$179,900

2002

Hunter 380 2002

380 | 1591 Hours

Rock Hall, MD

$49,000

2008

Jeanneau Sun Odyssey 42 DS 2008

Sun Odyssey 42 DS | 2100 Hours

$1,239 /mo

$15,990 cash down

$159,900

Severna Park, MD

Adjust Terms

2016

Beneteau Oceanis 60 2016

Oceanis 60 | 790 Hours

$4,640 /mo

$59,900 cash down

$599,000

Rock Hall, MD

Adjust Terms

Search The Best Boats Deals In Maryland

Great Deal

1970

Tartan 30 1970

30 | N/A

Galesville, MD

$12,500

Great Deal

1981

Tartan 33 1981

33 | 2485 Hours

Galesville, MD

$14,500

Great Deal

1988

Catalina 34 1988

34 | N/A

Galesville, MD

$26,000

Great Deal

1978

Islander 36 1978

36 | 685 Hours

Severna Park, MD

$34,900

Great Deal

1985

CAL 44 1985

44 | N/A

Severna Park, MD

$44,500

Great Deal

2003

Bavaria 33 2003

33 | N/A

Severna Park, MD

$49,990

Great Deal

1983

Wauquiez 38 1983

38 | 4000 Hours

Galesville, MD

$50,000

Great Deal

2001

Hunter 320 2001

320 | 440 Hours

Rock Hall, MD

$54,500

Great Deal

1984

Stamas 44 1984

44 | 809 Hours

Galesville, MD

$69,000

Great Deal

1994

Hunter Legend 405 1994

Legend 405 | 2422 Hours

Rock Hall, MD

$75,000

Great Deal

1989

Catalina 42 1989

42 | N/A

Rock Hall, MD

$79,000

Great Deal

1990

Beneteau 38 1990

38 | N/A

Severna Park, MD

$79,900

Great Deal

2003

Hunter 386 2003

386 | 1270 Hours

Severna Park, MD

$84,900

Great Deal

2001

Catalina 36 Mark II 2001

36 Mark II | 1025 Hours

Severna Park, MD

$84,900

Great Deal

1985

Bristol Channel Cutter Bristol Chanel Cutter 28 1985

Bristol Chanel Cutter 28 | 530 Hours

Rock Hall, MD

$85,000

Maryland boats from $199/mo

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Search Boats For Sale In Maryland By Activity

Night Cruising

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Flats Boats, Bass Boats, etc

Water Sports

Canoe/Kayak

PWC

Personal Water Craft

Cruiser (sail) Boat Financing and Shopping Tools

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Cruiser (sail) Boats For Sale In Maryland

Featured Cruiser (sail) Boats for Sale in Maryland

Hunter 310 1997

Catalina 380 2001

Irwin 41 1984

Island Packet 40 1997

Beneteau Oceanis 473 2004

Hunter 380 2002

Jeanneau Sun Odyssey 42 DS 2008

Pre-Qualify in minutes with no impact to your credit

Beneteau Oceanis 60 2016

Search The Best Boats Deals In Maryland

Tartan 30 1970

Tartan 33 1981

Catalina 34 1988

Islander 36 1978

CAL 44 1985

Bavaria 33 2003

Wauquiez 38 1983

Hunter 320 2001

Stamas 44 1984

Hunter Legend 405 1994

Catalina 42 1989

Beneteau 38 1990

Hunter 386 2003

Catalina 36 Mark II 2001

Bristol Channel Cutter Bristol Chanel Cutter 28 1985

Search Boats For Sale In Maryland By Boat Type

Center Console Boats

Pontoon Boats

Bay Boats

Jet Boats

Bass Boats

Sport Fisherman

Bowrider

Sail Boat

Deck Boats

Ski & Wake Boats

Flats Boats

Motoryacht

Catamaran

Search Boats For Sale In Maryland By Activity

Night Cruising

Day Cruising

Salt Water Fishing

Fresh Water Fishing

Water Sports

PWC

Cruiser (sail) Boat Financing and Shopping Tools

Explore personalized and custom boat loans, insurance and protection plans for Cruiser (sail) Boat

Instantly Get Pre-Qualified

Compare Multiple Insurance Quotes

Anchoring Dreams with a Boat Loan Calculator

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Top 10 Pontoon Boats and Manufacturers of 2026

The 8 Best Flats Boats and Manufacturers of 2025

The 6 Most Famous Pirate Ships in History

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