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Available Cruiser boats for sale in Winthrop Harbor Illinois

  • Unleashed power, wake technology, and style-all decribe the 2026 Yamaha 255XE. The 255XE, with a combined 500 horsepower, showcases advanced technology for exceptional wakesurf per... View Details

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  • Introducing the 2026 Yamaha 255XD, the ultimate jet-powered wakesurfer. The 255XD, with its combined 500 horsepower, features cutting-edge DRiVE X technology, exceptional wakesurf... View Details

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  • Ready for viewing, , Upgraded, Cleaned, 680 Engine Hours, Turn Key!!! Experience timeless styling, impressive performance, and exceptional care with this 1996 Sea Ray 290 Sundancer... View Details

    $34,900
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  • The 2026 Sea Ray SLX 310: Luxury and Style Redefined. The 2026 Sea Ray SLX 310 sets the standard for luxury and style on the water. This exceptional boat combines cutting-edge desi... View Details

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  • 2000 Sea Ray 460 SUNDANCER View Details

    $209,900
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  • Luxurious and practical, introducing the 2026 Sea Ray Sundancer 320. Experience the difference that comes from design that's equal parts luxurious and practical. From the spacious... View Details

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  • Loved by its only owners since new, this exclusively fresh water and locally serviced Regal is awaiting a new home. She boasts a ton of space for her size with the ability to sleep... View Details

    $49,995
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  • Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

    $199,900
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  • Fresh water, 2 owner, Lake Michigan boat! Less than 700 pampered hours on 1100 MAN engines. Seller equipped this beauty with a Yacht Controller for fearless docking. 3 staterooms c... View Details

    $849,900
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  • 2012 Monterey 264FS Enjoy Lake Michigan’s fresh air and the lively scene around North Point Marina aboard this 2012 Monterey 264FS—a sport boat designed for big fun and premium com... View Details

    $37,034
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  • Share the thrill. Expansive social areas, a standard wet bar and plenty of available seating means hosting friends and family has been more comfortable. Aboard the 2026 Sea Ray SLX... View Details

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  • Introducing the 2026 Yamaha 252XE, made with superior design meets function. The 252XE, with its combined 400 horsepower, seamlessly integrates top watersports features with advanc... View Details

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  • Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

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  • Attainable luxury, technology, and performance-meet the 2026 Yamaha 275SD. The 275SD redefines what's possible in a 27-foot jet boat, offering attainable luxury, cutting-edge techn... View Details

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  • Experience total wakesports excitement with the 2026 Yamaha AR250. Experience unparalleled value for its size with the AR250. Its stylish watersports design, powered by robust 1.9L... View Details

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  • Introducing your 2026 Yamaha AR195, supercharge your Saturdays. Enjoy unparalleled supercharged performance, standout styling, and incredible value, all enhanced by a watersports t... View Details

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  • Introducing the 2026 Yamaha SX220, unmatched value, versatility, and affordability. With its roomy cockpit, abundant storage, and fuel-efficient dual engines, this boat offers exce... View Details

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  • Introducing the 2026 Yamaha AR220, value-packed watersports fun. Offering the perfect blend of value, versatility, and convenience in an affordable 22-foot package. Key Features Pe... View Details

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  • Introducing the 2026 Yamaha 275SE, elevaing boating luxury. Experience an exceptional blend of comfort, luxury, and distinctive design. Key Features Luxury and Performance - Step i... View Details

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  • The 2026 Yamaha 222S, timeless style, premium performance. The 222S combines timeless styling, premium refinements, and class-leading performance in an affordable 22-foot package.... View Details

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  • 2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

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1 to 21 of 321 boats found.

Cruiser Boats on Boatcrazy

Cruisers are versatile powerboats designed for comfort, extended trips, and overnight stays on the water. Offering the perfect blend of performance and livability, cruisers typically feature spacious cabins, galleys, sleeping quarters, and enclosed heads—making them ideal for weekend getaways, coastal cruising, or even liveaboard life.

Available in a range of sizes—from compact express cruisers to luxurious cabin cruisers—these boats often include features like air conditioning, generator power, swim platforms, and entertainment systems. Many models also offer flybridges, hardtops, or sunpads for added versatility and style.

Explore our selection of new and used cruisers from leading brands. Whether you're looking for a family-friendly cruiser or a sleek performance model for harbor-hopping, you'll find a boat that balances comfort and adventure.

Cruiser Boats manufacturers on Boatcrazy

When looking for a comfortable and capable Cruiser boat, consider these top-tier Cruiser Manufacturers

Sea Ray, Regal, Cruisers Yachts, Beneteau, Tiara Yachts, Boston Whaler

Cruiser Boats For Sale by State

Cruiser Boats Frequently Asked Questions

What is a cruiser boat?

A cruiser boat—also referred to as a cabin cruiser—is a powerboat typically between 21 ft and 45 ft in length, equipped with sleeping berths, a galley, and a head—designed for overnight cruising in comfort.

Most cruisers range from 21 to 45 ft, with cabins located in the bow and amenities like berths, galley, enclosed head, and open cockpit or helm area for both comfort and day-use flexibility.

Typical cabin cruisers cruise at around 20–30 knots. Larger models and luxury cruisers can exceed 30 knots, while fuel-efficient models offer long-range capabilities style-wise akin to small yachts.

Cruisers combine indoor-outdoor living with amenities like cabins, galleys, heads, comfortable cockpits, and often flybridge or sun decks—making them ideal for entertaining, weekend cruising, and family overnight outings.

Prices vary widely—from around $100,000 for modest used models up to $700,000 or more for modern, well-equipped cabin cruisers. Luxury or larger models may exceed $1 million.

Cruiser boats are ideal for boating couples, families, or weekenders who want overnight ability, onboard comfort, and multi-day flexibility without the size or expense of a full yacht.