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Available Aft Cabin, Cruiser, Cuddy Cabin boats for sale in Oshkosh Wisconsin

  • Adventure awaits with the 2026 Sea Ray SLX 400. Winner of an NMMA Innovation Award, Sea Ray's SLX 400, the "The Entertainer", combines peak performance, superior comfort, incredibl... View Details

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  • Orchestrated excellence. The 2026 Sea Ray's SLX 400 Outboard, "The Entertainer", is an outboard variant of the Innovation Award-winning SLX 400, with massive capacity, deluxe ameni... View Details

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  • Introducing the 2026 Sea Ray SLX 350 Outboard, luxury elevated. The SLX 350 Outboard incorporates top SLX features and enhancements that set the standard for large dayboats. The SL... View Details

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  • The 2026 Cruisers Yachts 34 GLS inboard includes open bow seating, a spacious cockpit with galley, and joystick piloting allowing you to navigate at speeds up to 47 mph. Feel the p... View Details

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  • The 2026 Cruisers Yachts 38 GLS Outboard combines the unmatched performance and entertainment capabilities of the 38 GLS with powerful, easy-to-maintain outboards. Expand your swim... View Details

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  • The 2026 Cruisers Yachts 34 GLS Outboard for sale near you offers all of the excitement of the 34 GLS I/O with the unsurpassed ease of maintenance of outboard engines. THe 34 GLS'... View Details

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  • Introducing the 2026 Cruisers Yachts 38 GLS. With a drop-down beach door, hydraulic swim platform, and spacious bow lounge, the 38 GLS I/O for sale near you brings your day boating... View Details

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  • Contact us to find out ALL available savings! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat f... View Details

    $139,995
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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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  • Introducing the 2025 Aviara AV32 Step into a world of luxury and performance with the Aviara AV32. Crafted with precision and style, this masterpiece is a true marvel on the water.... View Details

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  • Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's locati... View Details

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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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  • Price Drop 2007 Chaparral 290 Signature

    2007 Chaparral 290 Signature | Well-Maintained Cruiser with Recent UpgradesThis 2007 Chaparral 290 Signature is a spacious, well-equipped express cruiser that has been thoughtfull... View Details

    $47,995
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  • The kind of boat that turns heads at the dock and starts conversations at the fuel pump.This Cruisers Yachts 2870 Rogue has been extensively updated and thoughtfully maintained, b... View Details

    $39,995
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  • Monterey always packs a lot of features into their sport cruisers, and the Monterey 282 has everything a family needs to enjoy a long weekend afloat. This one makes it even easier... View Details

    $54,995
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  • Price Drop 2024 Crownline 260 XSS

    Like brand new condition. This Crownline 2024 XSS comes to us as a trade in with only 21.5 engine hours. Comes equipped with a fold down arch, well equipped head, and a Mercury 350... View Details

    $123,900
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  • well maintained two owner boat that has been exclusively used on Lake Michigan. Always stored in a heated building during the off-season. Features of this boat include radar, chart... View Details

    $79,995
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  • You choose the weather. The Saxdor 320 GTC drives like no other because of its refined, economic and performance-oriented hull design. A lower center of gravity, low weight, sharp... View Details

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  • This Four Winns 190 RS has been meticulously maintained and is water ready! Boat Includes; -Four Pairs of skis -Two tow ropes -One new tube -life Preservers -Bimini top Give us a c... View Details

    $6,995
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  • Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

    $100,329
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  • Orchestrated excellence. The 2026 Sea Ray's SLX 400 Outboard, "The Entertainer", is an outboard variant of the Innovation Award-winning SLX 400, with massive capacity, deluxe ameni... View Details

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1 to 21 of 136 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.