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Available Cruiser boats for sale in Winthrop Harbor Illinois

  • 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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  • 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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  • 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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  • 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 2025 Sea Ray Sundancer 370 Outboard Experience the perfect blend of luxury and performance with the 2026 Sea Ray Sundancer 370 Outboard. This stunning cruiser boast... 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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  • 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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  • 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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  • Price Drop 2005 Regal COMMODORE 4260

    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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  • 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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  • Exceed your expectations with the 2026 Yamaha SX250. With 400 horsepower, an innovative hull design, ample storage, and a functional layout, this boat is an unbeatable value. Key F... View Details

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  • A phenomenon of performance and the sea born of immersive DNA, the Verve 48 favors the most authentic emotions and superior comfort. With the power to travel over the water up to 5... View Details

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  • Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

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  • Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

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  • If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

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1 to 21 of 327 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.