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Available Bowrider, Center Console, Cuddy Cabin boats for sale in Winthrop Harbor Illinois

  • On Display Now, see this superbly equipped Robalo R250 Center Console. Featuring Robalo's latest design elements, the R250 is truly a big-water boat, with a nine-foot two-inch beam... View Details

    $186,446
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  • On Display Now, see this Robalo R180 Center Console -- Loaded with our favorite factory options! Packed with features, durable quality and paired with Yamaha dependability.  Enjoy... View Details

    $66,244
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  • Robalo's R202 Explorer offers the convenience of a center console layout and ease of maintenance, plus expanded seating comfort for a full day of on-water family fun. Well-padded f... View Details

    $83,728
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  • Price Drop 2024 Cobalt R8 Outboard

    See This stunning 2024 Cobalt R8 Outboard, a remarkable bowrider that combines elegance with performance. Measuring an impressive 27.83 feet in overall length, this vessel is craft... View Details

    $199,900
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  • Meet your next on-the-water obsession: the 2016 Chaparral 307 SSX  a head turning mix of luxury, performance, and pure boating bliss! At 30 feet, she delivers a ride as smooth as s... View Details

    $129,900
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  • See this Gorgeous fresh-water Formula 350 CBR with just 140 engine hours! Recent price reduction. Ready to go boating now. The 350 CBR offers an ideal combination of luxurious cock... View Details

    $325,000
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  • Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a ChaparralONE price including the tr... View Details

    $89,259
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  • Now on display, see this new 2026 Chaparral 21 SSi powered by a hearty 200 HP Yamaha 4-stroke outboard. Chaparral's innovative use of space means an abundance of cockpit space, sto... View Details

    $75,794
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  • The SSX 4 packs more elegance, performance, and innovation than boaters have ever experienced at this widely popular length. Its stylish lines, meticulous attention to detail, and... View Details

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  • Look no further-the SSX 6 is breaking barriers and setting the standard for on-water comfort and performance. Equipped with a state-of-the-art oversized touchscreen display, the he... View Details

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  • This Freshwater only Robalo 242 Explorer is at the top of it's class and for good reason. This 24 foot platform is the pinnacle of what the Explorer series is all about. Providing... View Details

    $119,900
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  • The flagship 360 center console combines unsurpassed quality and state-of-the-art technology with a layout and features designed for maximum versatility. Fish, play, cruise or ente... View Details

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  • Designed and built for offshore anglers, the 242 center console features the Sailfish VDS hull, ensuring smooth, powerful performance. With its larger console headspace, ample seat... View Details

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  • The all-new 2026 Sailfish center console offers an incredible VDS hull design for fuel efficiency and comfort, a striking appearance, ample space, and prioritized safety. It has ev... View Details

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  • With its sleek, dynamic profile and 6th generation VDS hull, combined with a highly functional layout and long-lasting Sailtech Construction, the 241 center console is a powerful f... View Details

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  • Center consolde spaciousness meets family-friendly versatility in the Sailfish 232 center console. With an array of features and options for fishing trips and fun-filled outings, t... View Details

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  • The 2026 Sailfish 272 center console offers next-level comfort with ample fish-fighting room. Enjoy smooth, powerful performance courtesy of the 6th-generation VDS hull design, and... View Details

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  • Introducing the latest game-changer in our Trophy series, the T24CC. This innovative center console boat takes performance and capabilities to new heights, offering an array of exc... View Details

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  • Experience the ultimate blend of fishing versatility and cruising comfort with the T22. This exceptional boat offers a deep V-hull and a spacious bow, providing ample space for bot... View Details

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  • Introducing the T20, the ultimate fusion of functionality and luxury. This exceptional boat effortlessly combines excellent fishability with unrivaled comfort. With a sleek deep V-... View Details

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  • 2003 Bryant 232 BR View Details

    $7,900
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Showing 169 to 189 of 251 boats found.

Cuddy Cabin Boats on Boatcrazy

Cuddy cabin boats offer the perfect blend of open-air fun and enclosed comfort, making them ideal for day cruising, overnight trips, and watersports. With a compact cabin located in the bow, these boats provide shelter, seating, and often a small berth or portable head—perfect for storing gear, escaping the sun, or spending the night on the water.

Ranging from 18 to 28 feet, cuddy cabins are versatile and trailerable, with the performance of a bowrider and the added convenience of an enclosed space. Many models are equipped for fishing, skiing, or family cruising, offering a well-rounded boating experience in a manageable size.

Browse our selection of new and used cuddy cabin boats from top brands. Whether you're looking for a sporty runabout or a compact cruiser with weekend potential, cuddy cabins deliver comfort and capability in one smart design.

Cuddy Cabin Boats manufacturers on Boatcrazy

When considering a versatile and family‑focused Cuddy Cabin boat, explore models from top-tier Cuddy Cabin Manufacturers

Grady White, Sea Ray, Formula, Intrepid, Pursuit, Jeanneau

Cuddy Cabin Boats For Sale by State

Cuddy Cabin Boats Frequently Asked Questions

What is a cuddy cabin boat?

A cuddy cabin boat is a powerboat featuring a small enclosed cabin space—usually in the bow—with amenities like a V-berth and sometimes a head or storage. Ideal for shelter and light overnight use.

They offer compact cabin comfort without sacrificing open deck space—perfect for families, anglers, watersports, and weekend getaways in an affordable and trailerable package.

Most cuddy cabin boats fall between 18 and 30 ft. Prices range from around $5,000 for older used vessels to over $200,000 for well-equipped newer models. Typical listings average around $50,000–$60,000.

Most use stern drive or outboard engines, with hulls ranging from deep-V to modified-V or Sea-V2 designs, optimizing comfort and efficient cruising.

These boats are ideal for day cruising, casual fishing, watersports, and occasional overnight trips—often equipped with swim platforms, rod holders, and basic galley or head.

Yes—most cuddy cabins are trailerable, and with simpler systems than larger cruisers, their maintenance and ownership costs tend to be lower.