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Featured Cruiser Boats for Sale in Maryland

1983

Pacific Seacraft Crealock 37 1983

Crealock 37 | N/A

Annapolis, MD

$50,000

2006

Hunter 38 2006

38 | N/A

$639 /mo

$8,250 cash down

$82,500

Annapolis, MD

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2007

Bayliner 288 Classic 2007

288 Classic | 425 Hours

$294 /mo

$3,790 cash down

$37,900

Rock Hall, MD

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2000

Carver 356 Aft Cabin Motor Yacht 2000

356 Aft Cabin Motor Yacht | 685 Hours

Annapolis, MD

$79,000

2019

Tiara Yachts C39 Coupe 2019

C39 Coupe | 465 Hours

$4,261 /mo

$55,000 cash down

$550,000

Annapolis, MD

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2012

Formula 350 Sun Sport 2012

350 Sun Sport | 670 Hours

$1,123 /mo

$14,490 cash down

$144,900

Annapolis, MD

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2001

Hunter 380 2001

380 | 1260 Hours

Annapolis, MD

$88,000

1996

CRUISE BOATS 1996

3670 | 800 Hours

Charlestown, MD

$29,500

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Great Deal

1993

Sea Ray 270 Sundancer 1993

270 Sundancer | N/A

baltimore, MD

$14,999

Great Deal

2003

Rinker Fiesta Vee 250 2003

Fiesta Vee 250 | N/A

Havre De Grace, MD

$15,000

Great Deal

1999

Mariah Z260 MCC 1999

655 Hours

North East, MD

$15,000

Great Deal

2000

Rinker Fiesta Vee 330 2000

Fiesta Vee 330 | N/A

Stevensville, MD

$19,995

Great Deal

2001

Sea Ray 245 Weekender 2001

245 Weekender | N/A

Pasadena, MD

$20,999

Great Deal

2002

Maxum 2700 scr 2002

2700 scr | N/A

Havre De Grace, MD

$22,500

Great Deal

2002

Rinker 270 Express Cruiser 2002

270 Express Cruiser | 375 Hours

baltimore, MD

$23,995

Great Deal

2007

Bayliner 265 2007

265 | N/A

$193 /mo

$2,490 cash down

$24,900

Annapolis, MD

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Great Deal

2001

Regal 2660 Commodore 2001

2660 Commodore | N/A

baltimore, MD

$25,995

Great Deal

2001

REGAL BOATS 2001

COMMODORE 2660 | 237 Hours

Baltimore, MD

$25,995

Great Deal

2009

Sea Ray 260 Sundeck 2009

260 Sundeck | N/A

$278 /mo

$3,590 cash down

$35,900

Havre De Grace, MD

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Great Deal

2005

Rinker 320 Fiesta Vee 2005

320 Fiesta Vee | N/A

Havre De Grace, MD

$39,000

Great Deal

2004

Sea Ray Sundancer 280 2004

Sundancer 280 | N/A

Havre De Grace, MD

$39,700

Great Deal

2006

Rinker 342 Fiesta V 2006

342 Fiesta V | 438 Hours

$309 /mo

$3,990 cash down

$39,900

shady side, MD

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Great Deal

2004

Sea Ray 300 Sundancer 2004

300 Sundancer | 500 Hours

Rock Hall, MD

$45,000

Great Deal

1995

Catalina 36 MkII 1995

36 MkII | 1567 Hours

Annapolis, MD

$45,500

Maryland boats from $199/mo

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Cruiser Boats For Sale In Maryland

Featured Cruiser Boats for Sale in Maryland

Pacific Seacraft Crealock 37 1983

Hunter 38 2006

Bayliner 288 Classic 2007

Carver 356 Aft Cabin Motor Yacht 2000

Tiara Yachts C39 Coupe 2019

Formula 350 Sun Sport 2012

Hunter 380 2001

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CRUISE BOATS 1996

Search The Best Boats Deals In Maryland

Sea Ray 270 Sundancer 1993

Rinker Fiesta Vee 250 2003

Mariah Z260 MCC 1999

Rinker Fiesta Vee 330 2000

Sea Ray 245 Weekender 2001

Maxum 2700 scr 2002

Rinker 270 Express Cruiser 2002

Bayliner 265 2007

Regal 2660 Commodore 2001

REGAL BOATS 2001

Sea Ray 260 Sundeck 2009

Rinker 320 Fiesta Vee 2005

Sea Ray Sundancer 280 2004

Rinker 342 Fiesta V 2006

Sea Ray 300 Sundancer 2004

Catalina 36 MkII 1995

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 Boat Financing and Shopping Tools

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

Instantly Get Pre-Qualified

Compare Multiple Insurance Quotes

Navigating International Waters: Legal Considerations for Boaters

Best Boats for Sale Under $20,000 in 2026

10 Unforgettable family fishing trips across the US to get your family outside

Hurricane Season Boat Prep: What Owners Should Do Before the Next Storm

5 Best Jet Boats of 2026 | Buyer’s Guide and Comparison

Advantages of Traveling by Sea

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