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  • Bowrider
    Center Console
    Cuddy Cabin
    Within 100 Miles Of
    Oshkosh, Wisconsin

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

There are 83 new and used Bowrider, Center Console, Cuddy Cabin boats for sale in Oshkosh, Wisconsin. Explore Bowrider, Center Console, and Cuddy Cabin brands like Chaparral, Bayliner, Other, Crownline, Tidewater, and Glastron on BoatCrazy. View a wide selection of Bowrider, Center Console, Cuddy Cabin boats from $500 to $699,995.
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  • Boats
  • Bowrider
    Center Console
    Cuddy Cabin
    Within 100 Miles Of
    Oshkosh, Wisconsin
83 boats found within 100 miles from Oshkosh, Wisconsin
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  • 2026 Bayliner V20

    2026 Bayliner V20

    $50,385
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2026 / New
    • $50,385

    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 location betwe... View Details

    View 18 Photos and Details Contact Seller
    $50,385
    VIEW DETAILS
  • 2010 Other Ray 185 SP/SS

    2010 Other Ray 185 SP/SS

    $14,499
    Madison, WI
    • Madison, WI
    • Bowrider
    • 17'
    • 2010 / Used
    • $14,499

    Listing Title: 2010 Sea Ray 185 SP/SS Unleash Adventure Step aboard the 2010 Sea Ray 185 SP/SS, a vessel designed for those who crave excitement and adventure on the water. With it... View Details

    View 37 Photos and Details Contact Seller
    $14,499
    VIEW DETAILS
  • 2012 Chaparral 206 SSI

    2012 Chaparral 206 SSI

    $27,499
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2012 / Used
    • $27,499

    Experience Luxury on the Water The 2012 Chaparral 206 SSI is the epitome of luxury and performance, designed for the discerning boater. Its sleek lines and elegant design not only... View Details

    View 48 Photos and Details Contact Seller
    $27,499
    VIEW DETAILS
  • 2001 Other Ray 180 BR

    2001 Other Ray 180 BR

    $6,999
    Madison, WI
    • Madison, WI
    • Bowrider
    • 18'
    • 2001 / Used
    • $6,999

    Check out this single-owner 2001 Sea Ray 180 BR (Stock #222863) at SkipperBud’s Madison. Originally purchased directly from SkipperBud's, this classic 18-foot bowrider has been met... View Details

    View 23 Photos and Details Contact Seller
    $6,999
    VIEW DETAILS
  • 2014 Glastron HF GT205 BR

    2014 Glastron HF GT205 BR

    $25,000
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2014 / Used
    • $25,000

    2014 Glastron HF GT205 BR Discover the thrill of the open water with the 2014 Glastron HF GT205 BR, a remarkable fusion of performance, style, and luxury. This stunning vessel is d... View Details

    View 52 Photos and Details Contact Seller
    $25,000
    VIEW DETAILS
  • 2023 Bayliner VR4 Bowrider

    2023 Bayliner VR4 Bowrider

    $30,500
    Madison, WI
    • Madison, WI
    • Bowrider
    • 18'
    • 2023 / Used
    • $30,500

    2023 Bayliner VR4 Bowrider Experience the thrill of the open water with the 2023 Bayliner VR4 Bowrider. This luxury vessel is designed for those who seek adventure without compromi... View Details

    View 19 Photos and Details Contact Seller
    $30,500
    VIEW DETAILS
  • 2005 Other Ray 200 SPORT

    2005 Other Ray 200 SPORT

    $9,999
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2005 / Used
    • $9,999

    2005 Sea Ray 200 SPORT Discover the extraordinary thrill of cruising the shimmering waters with the 2005 Sea Ray 200 SPORT. This stunning vessel combines luxury, performance, and c... View Details

    View 20 Photos and Details Contact Seller
    $9,999
    VIEW DETAILS
  • 2022 Other Ray 400 SLX

    2022 Other Ray 400 SLX

    $649,999
    Sturgeon Bay, WI
    • Sturgeon Bay, WI
    • Bowrider
    • 40'
    • 2022 / Used
    • $649,999

    The 2022 Sea Ray SLX 400 (Stock #209635), represented by SkipperBud's Sturgeon Bay, is an immaculate one-owner freshwater luxury sport boat powered by twin MerCruiser 8.2 MAG HO 43... View Details

    View 41 Photos and Details Contact Seller
    $649,999
    VIEW DETAILS
  • 2026 Other Ray SDX 230

    2026 Other Ray SDX 230

    $500
    Sturgeon Bay, WI
    • Sturgeon Bay, WI
    • Bowrider
    • 23'
    • 2026 / New
    • $500

    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 location betwe... View Details

    View 29 Photos and Details Contact Seller
    $500
    VIEW DETAILS
  • 2026 Scout 188 Sportfish

    2026 Scout 188 Sportfish

    $75,275
    Sturgeon Bay, WI

    Act fast on this limited-time offer!The 2026 Scout 188 Sportfish (Stock #214652) is a versatile 18-foot center console powered by a Mercury 115 hp outboard. Built for fishing, crui... View Details

    View 34 Photos and Details Contact Seller
    $75,275
    VIEW DETAILS
  • 2024 Aviara AV32

    2024 Aviara AV32

    $369,000
    Sturgeon Bay, WI
    • Sturgeon Bay, WI
    • Bowrider
    • 32'
    • 2024 / New
    • $369,000

    Contact us to find out ALL available savings!Experience the pinnacle of luxury, style, and high-performance day boating with this stunning 2024 Aviara AV32 (Stock #209020). Built w... View Details

    View 9 Photos and Details Contact Seller
    $369,000
    VIEW DETAILS
  • 2025 Bayliner V20I

    2025 Bayliner V20I

    $48,148
    Sturgeon Bay, WI
    • Sturgeon Bay, WI
    • Bowrider
    • 20'
    • 2025 / New
    • $48,148

    Act fast on this limited-time offer!The 2025 Bayliner V20i (Stock #212331) is a brand-new 20-foot bowrider powered by a Mercury MerCruiser 4.5L 200 hp engine and backed by factory... View Details

    View 24 Photos and Details Contact Seller
    $48,148
    VIEW DETAILS
  • 2019 Scout 210 DORADO

    2019 Scout 210 DORADO

    $37,995
    Sturgeon Bay, WI

    The 2019 Scout 210 Dorado (Stock #224426), represented by SkipperBud's Sturgeon Bay, is a low-hour 21-foot dual console powered by a Mercury 150 hp four-stroke outboard. With a cus... View Details

    View 29 Photos and Details Contact Seller
    $37,995
    VIEW DETAILS
  • 2023 Bayliner VR5 Bowrider I/O

    2023 Bayliner VR5 Bowrider I/O

    $37,900
    Sturgeon Bay, WI
    • Sturgeon Bay, WI
    • Bowrider
    • 20'
    • 2023 / Used
    • $37,900

    The 2023 Bayliner VR5 Bowrider I/O (Stock #224397), represented by SkipperBud's Sturgeon Bay, is a lightly used, garage-kept 20-foot bowrider powered by a MerCruiser 4.5L 200 hp st... View Details

    View 21 Photos and Details Contact Seller
    $37,900
    VIEW DETAILS
  • 2012 Other Winns 200 HORIZON SS

    2012 Other Winns 200 HORIZON SS

    $26,995
    Sturgeon Bay, WI
    • Sturgeon Bay, WI
    • Bowrider
    • 21'
    • 2012 / Used
    • $26,995

    The 2012 Four Winns 200 Horizon SS (Stock #224658), represented by SkipperBud's Sturgeon Bay, is a lightly used sport bowrider powered by a 4.3L V6 MerCruiser sterndrive. Its open-... View Details

    View 24 Photos and Details Contact Seller
    $26,995
    VIEW DETAILS
  • Price Drop 2004 Chaparral 280 SSi

    2004 Chaparral 280 SSi

    $35,000
    Waterford, WI
    • Waterford, WI
    • Bowrider
    • 28'
    • 2004 / Used
    • $35,000

    Stock #487201 Video of this vessel available at www [dot] popsells [dot] com/view/487201 Reason for selling is "Buying a smaller boat". ANY and ALL offers will be put in front o... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 2014 Cruisers Sport SS 258

    2014 Cruisers Sport SS 258

    $25,497
    Lake Geneva, WI
    • Lake Geneva, WI
    • Bowrider
    • 25'
    • 2014 / Used
    • $25,497

    Stock #501831 Video of this vessel available at www [dot] popsells [dot] com/view/501831 Reason for selling is "Fleet Management". This Cruisers Inc has been on the market for m... View Details

    View 10 Photos and Details Contact Seller
    $25,497
    VIEW DETAILS
  • 2022 Crownline 220 SS

    2022 Crownline 220 SS

    $40,761
    Lake Geneva, WI
    • Lake Geneva, WI
    • Bowrider
    • 22'
    • 2022 / Used
    • $40,761

    Stock #501837 Video of this vessel available at www [dot] popsells [dot] com/view/501837 Reason for selling is "Fleet Management". This Crownline has been on the market for more... View Details

    View 10 Photos and Details Contact Seller
    $40,761
    VIEW DETAILS
  • 2022 Crownline 240 SS

    2022 Crownline 240 SS

    $51,345
    Lake Geneva, WI
    • Lake Geneva, WI
    • Bowrider
    • 24'
    • 2022 / Used
    • $51,345

    Stock #501840 Reason for selling is "Fleet Management". This Crownline has been on the market for more than 30 days (Aug 14th). If you are thinking of making an offer, submit it... View Details

    View 10 Photos and Details Contact Seller
    $51,345
    VIEW DETAILS
  • 2022 Crownline 255 SS Tower

    2022 Crownline 255 SS Tower

    $73,503
    Lake Geneva, WI
    • Lake Geneva, WI
    • Bowrider
    • 25'
    • 2022 / Used
    • $73,503

    Stock #501841 Video of this vessel available at www [dot] popsells [dot] com/view/501841 Reason for selling is "Fleet Management". This Crownline has been on the market for more... View Details

    View 10 Photos and Details Contact Seller
    $73,503
    VIEW DETAILS
Showing 64 to 83 of 83 boats found.
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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.