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Available Bowrider, Center Console, Cuddy Cabin boats for sale in Oshkosh Wisconsin

  • 2026 Chaparral 21 SSiCompact in size, bold in spirit — the 2026 21 SSi is proof that big performance can come in a sleek, manageable package. This model in striking Atlas Blue pai... View Details

    $72,175
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  • Chaparral 21 SSi — Compact Bowrider, Big Impact on the WaterThe Chaparral 21 SSi is a standout for boaters who want a nimble, stylish bowrider that’s easy to handle, perfect for d... View Details

    $72,570
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  • Chaparral 21 SSi — Compact, Sporty, and Ready for Everyday Lake AdventuresThe Chaparral 21 SSi is a small-but-mighty bowrider built for boaters who want performance, comfort, and... View Details

    $66,680
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  • Price Drop 2026 Chaparral SSX

    A luxury-level bowrider built for long days on the water, with big V8 power, upscale amenities and room to entertain.Highlights: Mercury 6.2L 350 HP EFX II Electric Folding Arch... View Details

    $168,995
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  • Price Drop 2026 Tidewater CC Adventure

    A true do-it-all center console with the space to fish hard, cruise comfortably and handle choppier water with confidence.Highlights: Mercury 200 XL FourStroke Garmin GPSMAP 943xs... View Details

    $79,995
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  • This 2026 Chaparral will be available for purchase beginning October 1. A deposit may be placed now to reserve the boat and ensure it is yours as soon as it becomes available.The... View Details

    $64,995
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  • Price Drop 2009 Glastron SSV 175

    This 2009 Glastron is in very good shape with low hours on it. The boat is blue and white in color. The boats interior is like new condition. This is a great family boat to get out... View Details

    $6,900
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  • Price Drop 2026 Tidewater LXF

    Big-water capability meets upscale family comfort, with twin Racing outboards, a glass-cockpit helm and thoughtful amenities from bow to stern.Highlights: Twin Mercury 150R Racing... View Details

    $179,995
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  • The 2026 Chaparral 23 SSi delivers the perfect combination of sporty performance, premium comfort, and versatile space for unforgettable days on the water. Powered by a MerCruiser... View Details

    $87,195
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  • The 2016 Yamaha 242 Limited E-Series blends Yamaha’s twin-engine jet propulsion with a comfortable open-bow layout, premium technology, and a stern designed for spending time on t... View Details

    $48,995
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  • The 2020 Chaparral 257 SSX delivers the upscale styling, premium comfort, and strong performance that have made Chaparral’s SSX series a favorite among boaters looking for a refin... View Details

    $89,995
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  • Turn the key and enjoy a nearly new Chaparral without the new-boat price. This 2023 Chaparral 23 SSi has just 38.1 hours and is powered by a 250 HP MerCruiser 4.5L sterndrive, del... View Details

    $64,995
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  • This 2009 Crownline 270CR has tons of head room. Great for overnight weekends up the river. The galley is fitted with a sink and pressurized fresh water system, refrigerator, wood... View Details

    $38,000
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  • 2002 Crownline 202BR Experience the thrill of the open water with the 2002 Crownline 202BR, a stunning blend of performance and elegance. This boat is designed for those who crave... View Details

    $11,999
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  • 2017 Robalo 302 Center Console, LOADED!! Turn heads at the dock and dominate the water in this exceptionally equipped 2017 302 Center Console. Plwered by T-Yamaha 300HP Outboard, t... View Details

    $144,900
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  • 2004 Bayliner 175 Discover the exhilaration of life on the water with the 2004 Bayliner 175, available at SkipperBud's Pewaukee in Pewaukee, WI. This stunning vessel combines cutti... View Details

    $10,402
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  • 2026 Starcraft 210SVXOB Unleash the thrill of the open water with the stunning 2026 Starcraft 210SVXOB. This luxury boat combines exceptional performance with sophisticated design,... View Details

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  • 2022 Bayliner VR5 Bowrider I/O View Details

    $35,995
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  • Introducing the 2026 Yamaha 255 FSH Sport H, iconic design with dock-assisting technology. The 255 FSH Sport H comes equipped with Yamaha's Helm Master EX joystick control. This ad... View Details

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  • Introducing the 2026 Yamaha 222 FSH Sport E, built with value and versatility. The 222 FSH Sport E redefines excellence in 22-foot center console boats with its powerful twin-engin... View Details

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  • Go where the fish are 2026 Yamaha 255 FSH Sport E. Equipped with twin 1.8L supercharged engines delivering a combined 500 horsepower, the 255 FSH Sport E promises exceptional perfo... View Details

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Showing 22 to 42 of 174 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.