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Cruiser, Cuddy Cabin, Express Cruiser boats for sale in Leesburg Florida

There are 40 new and used Cruiser, Cuddy Cabin, Express Cruiser boats for sale in Leesburg, Florida. Explore Cruiser, Cuddy Cabin, and Express Cruiser brands like Sea Ray, Regal, Four Winns, Cobalt, Chaparral, and Formula on BoatCrazy. View a wide selection of Cruiser, Cuddy Cabin, Express Cruiser boats from $4,000 to $434,950.
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  • Boats
  • Cruiser
    Cuddy Cabin
    Express Cruiser
    Within 100 Miles Of
    Leesburg, Florida
40 boats found within 100 miles from Leesburg, Florida
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  • 1996 Sea Ray 330 Sundancer

    1996 Sea Ray 330 Sundancer

    $24,750
    Palm Harbor, FL

    Stock #344352 Video of this vessel available at www [dot] popsells [dot] com/view/344352 ANY and ALL offers will be put in front of our seller! Submit your offer today! Spacious... View Details

    View 10 Photos and Details Contact Seller
    $24,750
    VIEW DETAILS
  • Price Drop 2001 Sea Ray 380 Sundancer

    2001 Sea Ray 380 Sundancer

    $94,000
    Palm Harbor, FL

    2001 Sea Ray 380 Sundancer with Low Hour 8.1S Mercruiser V-Drives, Fresh Bottom Paint, Buff/Wax, Newer Raymarine Axiom Plotter/Radar, VHF, Auto Pilot, Near New Full Custom Camper E... View Details

    View 56 Photos and Details Contact Seller
    $94,000
    VIEW DETAILS
  • Price Drop 2010 Monterey 280 SCR

    2010 Monterey 280 SCR

    $52,950
    Palm Harbor, FL
    • Palm Harbor, FL
    • Cruiser
    • 29'
    • 2010 / Used
    • $52,950

    Very Well Kept, Always Dry Stored Under Cover 2010 Monterey 280 Sport Cruiser with Only 442 Hours On Volvo 8.1 375HP and Dual Prop Drive. Garmin Electronics With Radar, A/C/ Heat,... View Details

    View 78 Photos and Details Contact Seller
    $52,950
    VIEW DETAILS
  • Price Drop 2006 Sea Ray 320 Sundancer

    2006 Sea Ray 320 Sundancer

    $49,950
    Palm Harbor, FL

    One Owner 2006 320 Sundancer with Only 490 Hours on Twin Inboard 5.7 300 Mercruisers, Sleeps 5, Full Head w/Shower, Garmin GPS/Plotter, Sea Deck, Full Enclosure, Custom V-Birth Mat... View Details

    View 46 Photos and Details Contact Seller
    $49,950
    VIEW DETAILS
  • 1998 Sea Ray 370 Sundancer

    1998 Sea Ray 370 Sundancer

    $74,900
    Clearwater, FL

    This is an extremely well maintained 1998 Searay Sundancer 370. It was repowered with larger Mercruiser 8.1 Horizon 370 HP engines in 2007 (now 680 hrs) for increased performance... View Details

    View 52 Photos and Details Contact Seller
    $74,900
    VIEW DETAILS
  • 2021 Regal 38 XO

    2021 Regal 38 XO

    $434,950
    Clearwater Beach, FL
    • Clearwater Beach, FL
    • Cruiser
    • 38'
    • 2021 / Used
    • $434,950

    The 2021 Regal 38 XO is a luxury sport yacht that combines style, performance, and comfort. It offers a spacious design both above and below deck, making it a great choice for crui... View Details

    View 22 Photos and Details Contact Seller
    $434,950
    VIEW DETAILS
  • Price Drop 2007 Sea Ray Sundancer 40

    2007 Sea Ray Sundancer 40

    $235,000
    Clearwater Beach, FL

    2007 Sea Ray Sundancer 40 with the highly desirable 425 HP Cummins QSB5.9 diesel power package with only 1080 hours. The 9 KW Onan generator also has low hours with only 740 h... View Details

    View 65 Photos and Details Contact Seller
    $235,000
    VIEW DETAILS
  • 2011 Regal 2565 Windows Express

    2011 Regal 2565 Windows Express

    $45,997
    Saint Petersburg, FL

    Stock #476198 Video of this vessel available at www [dot] popsells [dot] com/view/476198 ANY and ALL offers will be put in front of our seller! Submit your offer today! Extended... View Details

    View 10 Photos and Details Contact Seller
    $45,997
    VIEW DETAILS
  • 2008 Chaparral 250 Signature

    2008 Chaparral 250 Signature

    $33,300
    Saint Augustine, FL

    Stock #365739 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Lots of Headroom/Space/Storage in Cabin!! Air Co... View Details

    View 10 Photos and Details Contact Seller
    $33,300
    VIEW DETAILS
  • Price Drop 1984 Chris Craft #217 scorpion

    1984 Chris Craft #217 scorpion

    $4,000
    Largo, FL

    21 foot Chris Craft with a 1999 150 hp Yamaha Motor and a 1995 Troi Trailer. Used all in good shape In good shape uses non ethanol gas recently added new yamaha carburator. Thermo... View Details

    View 3 Photos and Details Contact Seller
    $4,000
    VIEW DETAILS
  • 2002 Chaparral Signature 260

    2002 Chaparral Signature 260

    $14,500
    Melbourne, FL

    Stock #455465 Video of this vessel available at www [dot] popsells [dot] com/view/455465 Reason for selling is "not using". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $14,500
    VIEW DETAILS
  • 2005 Sea Ray 420 Sundancer

    2005 Sea Ray 420 Sundancer

    $239,900
    Ruskin, FL
    • Ruskin, FL
    • Cruiser
    • 45'
    • 2005 / Used
    • $239,900

    2005 Sea Ray 420 Sundancer "NaviGator" | Twin Cummins Diesels | 1,903 Hours | Simrad Electronics | Fully Documented Service | SIONYX Nightwave™ Ultra Low-Light Marine CameraNaviGat... View Details

    View 59 Photos and Details Contact Seller
    $239,900
    VIEW DETAILS
  • 2005 Four Winns 288 Vista

    2005 Four Winns 288 Vista

    $30,000
    Saint Petersburg, FL

    Stock #472077 Video of this vessel available at www [dot] popsells [dot] com/view/472077 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $30,000
    VIEW DETAILS
  • 2002 Sea Ray 280 Sundancer

    2002 Sea Ray 280 Sundancer

    $32,895
    Saint Petersburg, FL

    Stock #484973 Video of this vessel available at www [dot] popsells [dot] com/view/484973 ANY and ALL offers will be put in front of our seller! Submit your offer today! Twin eng... View Details

    View 10 Photos and Details Contact Seller
    $32,895
    VIEW DETAILS
  • 2000 Regal 2660 Commodore

    2000 Regal 2660 Commodore

    $19,500
    Middleburg, FL

    Stock #317343 Reason for selling is "Does not use as they expected.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2000 REGAL 2660 COMMODORE E... View Details

    View 10 Photos and Details Contact Seller
    $19,500
    VIEW DETAILS
  • 2005 Formula F-48 Yacht

    2005 Formula F-48 Yacht

    $249,000
    Palmetto, FL

    Stock #399568 Video of this vessel available at www [dot] popsells [dot] com/view/399568 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our selle... View Details

    View 10 Photos and Details Contact Seller
    $249,000
    VIEW DETAILS
  • 1998 Formula 27 PC

    1998 Formula 27 PC

    $29,995
    Palmetto, FL

    Stock #502194 Video of this vessel available at www [dot] popsells [dot] com/view/502194 Reason for selling is "Not using enough to keep". This Formula has been on the market fo... View Details

    View 10 Photos and Details Contact Seller
    $29,995
    VIEW DETAILS
  • 1998 Sea Ray 330 Sundancer

    1998 Sea Ray 330 Sundancer

    $29,977
    Bradenton, FL
    • Bradenton, FL
    • Cruiser
    • 33'
    • 1998 / Used
    • $29,977

    1998 Sea Ray 330 Sundancer – Repowered Luxury Cruising at Boater’s World BradentonExperience the timeless appeal of a true cruising classic with this used 1998 Sea Ray 330 Sundance... View Details

    View 27 Photos and Details Contact Seller
    $29,977
    VIEW DETAILS
  • 2000 Sea Ray 290 AMBERJACK

    2000 Sea Ray 290 AMBERJACK

    $14,977
    Bradenton, FL
    • Bradenton, FL
    • Cruiser
    • 29'
    • 2000 / Used
    • $14,977

    2000 Sea Ray 290 Amberjack – Repowered Family CruisingDiscover a classic built for adventure with this used 2000 Sea Ray 290 Amberjack, now available at Boater’s World Bradenton. T... View Details

    View 20 Photos and Details Contact Seller
    $14,977
    VIEW DETAILS
Showing 22 to 40 of 40 boats found.
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Express Cruiser Boats on Boatcrazy

Express cruisers are sleek, stylish powerboats built for speed, comfort, and extended cruising. With a low-profile design and open cockpit layout, express cruisers combine the performance of a performance sport boat with the overnight amenities of a cabin cruiser. Below deck, you’ll typically find a spacious cabin, galley, head, and sleeping accommodations—perfect for weekend getaways or coastal adventures.

These boats are ideal for boaters who want a mix of luxury and excitement, often featuring sunpads, swim platforms, entertainment systems, and powerful twin engines. Designed for both daytime fun and overnight comfort, express cruisers are equally at home island-hopping or dockside entertaining.

Explore our selection of new and used express cruisers from leading brands. Whether you're cruising solo or with a group, these boats offer performance, comfort, and head-turning style on every trip.

Express Cruiser Boats manufacturers on Boatcrazy

When looking to buy a stylish and powerful Express Cruiser, consider these leading Express Cruiser Manufacturers

Sea Ray, Regal, Tiara Yachts, Cruisers Yachts, Formula, Jeanneau.

Express Cruiser Boats For Sale by State

Express Cruiser Boats Frequently Asked Questions

What is an express cruiser boat?

An express cruiser is a fast cruising power boat with open cockpit and below-decks accommodations including a cabin, head, galley and sleeping berths—built for both speed and comfort. Unlike larger motor yachts, they don’t usually have a flybridge.

Express cruisers typically range from 25 ft to 60 ft, most averaging around 35–45 ft. They cruise comfortably at 25–30 knots, and some capable models can exceed 30–35 knots depending on power and design.

They offer sleek styling, large open cockpit space, indoor-outdoor living flow, sleeping berths, a galley, and a head. Ideal for day tripping and weekend cruising in style.

Prices range from as low as $12,900 for older used models to nearly $3M for high-end express cruisers. The average listing price typically falls around $200K–$300K.

Most express cruisers use twin engines—stern drives or inboard diesels. Some newer models have pod drives or even outboard power, depending on size and model.

Ideal for boating families or individuals who want speed, style, day-trip fun, and occasional overnight stays without the size or crew requirements of a full motor yacht.