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  • Cruiser
    Cuddy Cabin
    Within 100 Miles Of
    Bay Shore, New York

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Cruiser, Cuddy Cabin boats for sale in Bay Shore New York

There are 29 new and used Cruiser, Cuddy Cabin boats for sale in Bay Shore, New York. Explore Cruiser and Cuddy Cabin brands like Four Winns, Sea Ray, Wellcraft, Beneteau, Boston Whaler, and Chris Craft on BoatCrazy. View a wide selection of Cruiser, Cuddy Cabin boats from $4,500 to $86,999.
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  • Boats
  • Cruiser
    Cuddy Cabin
    Within 100 Miles Of
    Bay Shore, New York
29 boats found within 100 miles from Bay Shore, New York
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  • 1991 Chris Craft 208 Concept

    1991 Chris Craft 208 Concept

    $4,500
    Bay Shore, NY
    • Bay Shore, NY
    • Cuddy Cabin
    • 20' / 0'
    • 1991 / Used
    • $4,500

    Chris-Craft -- AMERICA'S BOATBUILDER SINCE 1874 The legendary brand represents quality craftsmanship that combines beautiful styling with function and reliability. The Concept 208... View Details

    View 6 Photos and Details Contact Seller
    $4,500
    VIEW DETAILS
  • 1984 Beneteau 42 First

    1984 Beneteau 42 First

    $49,500
    Northport, NY
    • Northport, NY
    • Cruiser
    • 42' / 13'
    • 1984 / Used
    • $49,500

    FIRST 42 (BENETEAU) — Classic Quality & Performance!Built by Beneteau and designed by German Frers (1981). Features a fin with spade rudder, LOA 13.08m, and Perkins diesel auxi... View Details

    View 24 Photos and Details Contact Seller
    $49,500
    VIEW DETAILS
  • Price Drop 2011 Chaparral 215 SSI

    2011 Chaparral 215 SSI

    $18,000
    Port Jefferson Station, NY
    • Port Jefferson Station, NY
    • Cuddy Cabin
    • 21' / 0'
    • 2011 / Used
    • $18,000

    Stock #459695 Video of this vessel available at www [dot] popsells [dot] com/view/459695 Reason for selling is "Change in plans". ANY and ALL offers will be put in front of our... View Details

    View 11 Photos and Details Contact Seller
    $18,000
    VIEW DETAILS
  • 2005 Sea Ray 245 Weekender

    2005 Sea Ray 245 Weekender

    $24,999
    Freeport, NY
    • Freeport, NY
    • Cuddy Cabin
    • 24' / 0'
    • 2005 / Used
    • $24,999

    Stock #456547 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent condition. Quicksilver engine with 81... View Details

    View 10 Photos and Details Contact Seller
    $24,999
    VIEW DETAILS
  • 2001 Cobalt 263

    2001 Cobalt 263

    $28,000
    Locust Valley, NY
    • Locust Valley, NY
    • Cuddy Cabin
    • 26' / 0'
    • 2001 / Used
    • $28,000

    Stock #478828 Reason for selling is "moving up". This Cobalt has been on the market for more than 30 days (Feb 1st). If you are thinking of making an offer, submit it today and l... View Details

    View 8 Photos and Details Contact Seller
    $28,000
    VIEW DETAILS
  • 2003 Parker 2120 Sport Cabin

    2003 Parker 2120 Sport Cabin

    $28,000
    New Rochelle, NY
    • New Rochelle, NY
    • Cuddy Cabin
    • 21' / 0'
    • 2003 / Used
    • $28,000

    Stock #470896 This Parker Marine has been on the market for more than 30 days (Feb 4th). If you are thinking of making an offer, submit it today and let's make a deal! 2003 Parke... View Details

    View 1 Photo and Details Contact Seller
    $28,000
    VIEW DETAILS
  • Price Drop 2006 Sea Ray 2006 Amberjack SeaRay

    2006 Sea Ray 2006 Amberjack SeaRay

    $53,500
    Seaside Park, NJ

    Very well maintained - 2nd owner- New Upholstery on seats - beautiful luxurious cabin sleeps up to four people - full kitchen - full bathroom with shower -  View Details

    View 25 Photos and Details Contact Seller
    $53,500
    VIEW DETAILS
  • 2004 Monterey 248LSC

    2004 Monterey 248LSC

    $22,900
    New London, CT
    • New London, CT
    • Cuddy Cabin
    • 24' / 0'
    • 2004 / Used
    • $22,900

    Stock #281279 Reason for selling is "Upgrading". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2004 Cuddy awaits new owners and new adventures!... View Details

    View 10 Photos and Details Contact Seller
    $22,900
    VIEW DETAILS
  • 2023 Four Winns HD3 C

    2023 Four Winns HD3 C

    $64,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 22' / 8'
    • 2023 / Used
    • $64,999

    This beautifully classic red HD3 OB is a hybrid deck boat that raises the bar on everything. The interior is furnished with gorgeous upholstery and plush bucket seats that are desi... View Details

    View 9 Photos and Details Contact Seller
    $64,999
    VIEW DETAILS
  • 2021 Four Winns FL HD 2 C

    2021 Four Winns FL HD 2 C

    $38,800
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 20' / 8'
    • 2021 / Used
    • $38,800

    The 2021 Four Winns HD2: a stylish and spacious bowrider built for luxurious boating and entertaining. With an open cockpit layout, comfortable bow seating, and smart storage throu... View Details

    View 6 Photos and Details Contact Seller
    $38,800
    VIEW DETAILS
  • 2003 Four Winns H200

    2003 Four Winns H200

    $12,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 20' / 0'
    • 2003 / Used
    • $12,999

    Don’t miss out on this 2003 Four Winns H200 – a standout bowrider in a classic blue and white color combo from one of boating’s most trusted brands! This model is no longer in prod... View Details

    View 6 Photos and Details Contact Seller
    $12,999
    VIEW DETAILS
  • 2010 Four Winns SL 222

    2010 Four Winns SL 222

    $29,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 22' / 0'
    • 2010 / Used
    • $29,999

    Turnkey Pre-Owned Package! Tailored to meet everyone’s desires, the SL 222 is prepared to power through the water with an impressive Volvo Penta 300 HP engine, along with the ameni... View Details

    View 34 Photos and Details Contact Seller
    $29,999
    VIEW DETAILS
  • 2019 Crownline E 235 XS

    2019 Crownline E 235 XS

    $49,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 23' / 0'
    • 2019 / Used
    • $49,999

    Motivated seller! This Crownline E 235 XS is ready to give you and your family countless summer days on the water! Recent service history on this professionally maintained deck boa... View Details

    View 12 Photos and Details Contact Seller
    $49,999
    VIEW DETAILS
  • 2019 Four Winns HD 270 OB

    2019 Four Winns HD 270 OB

    $76,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 0' / 8'
    • 2019 / Used
    • $76,999

    The magnitude of how much space this boat has for you, your friends, refreshments and necessities is breathtaking. Revered for comfortably; convenient, cavernous storage and a surf... View Details

    View 4 Photos and Details Contact Seller
    $76,999
    VIEW DETAILS
  • 2022 Four Winns HD5 OB

    2022 Four Winns HD5 OB

    $73,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24' / 8'
    • 2022 / Used
    • $73,999

    Tailored to meet everyone’s desires, the Four Winns HD5 OB is prepared to power through the water or anchor at your favorite spot. Headlined by ample space for passengers, the full... View Details

    View 5 Photos and Details Contact Seller
    $73,999
    VIEW DETAILS
  • 2023 Four Winns H4 C

    2023 Four Winns H4 C

    $79,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 23' / 9'
    • 2023 / Used
    • $79,999

    Sophisticated, gorgeous Four Winns bowrider that’s sure to turn heads. This 2023 Four Winns H4C features a striking black exterior with red gel stripe and cognac interior color sch... View Details

    View 29 Photos and Details Contact Seller
    $79,999
    VIEW DETAILS
  • 2022 Four Winns HD5 OB

    2022 Four Winns HD5 OB

    $76,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24' / 8'
    • 2022 / Used
    • $76,999

    Luxury, class, and style all speak of the HD5. Whether you enjoy a smooth ride or anchoring off the sandbar, she’ll be ready. All she needs is a family and a captain! Features incl... View Details

    View 6 Photos and Details Contact Seller
    $76,999
    VIEW DETAILS
  • 2022 Four Winns HD3 OB

    2022 Four Winns HD3 OB

    $54,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 22' / 8'
    • 2022 / Used
    • $54,999

    The HD3 OB is the only Deck boat available that raises the bar on everything. The interior is furnished with gorgeous upholstery and plush bucket seats that are designed with so mu... View Details

    View 6 Photos and Details Contact Seller
    $54,999
    VIEW DETAILS
  • 2022 Four Winns H2 OB

    2022 Four Winns H2 OB

    $59,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 20' / 8'
    • 2022 / Used
    • $59,999

    Simply gorgeous! This 2022 Four Winns H2C OB has fine appointments throughout including leather wrapped grab handles, stainless cup holders, quilted stitching and all the details t... View Details

    View 30 Photos and Details Contact Seller
    $59,999
    VIEW DETAILS
  • 2021 Four Winns HD5

    2021 Four Winns HD5

    $71,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24' / 0'
    • 2021 / Used
    • $71,999

    Luxury, class, and style all speak of the HD5. Whether you enjoy a smooth ride or anchoring off the sandbar, she’ll be ready. Quality amenities such as the self-bailing cockpit, st... View Details

    View 5 Photos and Details Contact Seller
    $71,999
    VIEW DETAILS
  • 2020 Four Winns HD 220 OB

    2020 Four Winns HD 220 OB

    $45,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 22' / 8'
    • 2020 / Used
    • $45,999

    This beautiful white and jet black boat with liquid blue gel stripe will surely turn some heads. The HD 220 OB is the only Deck boat available that raises the bar on everything. Th... View Details

    View 34 Photos and Details Contact Seller
    $45,999
    VIEW DETAILS
1 to 21 of 29 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.