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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 22 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, Monterey, Parker, Wellcraft, and Yamaha on BoatCrazy. View a wide selection of Cruiser, Cuddy Cabin boats from $20,000 to $204,999.
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  • Boats
  • Cruiser
    Cuddy Cabin
    Within 100 Miles Of
    Bay Shore, New York
22 boats found within 100 miles from Bay Shore, New York
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  • Price Drop 2005 Sea Ray 245 Weekender

    2005 Sea Ray 245 Weekender

    $21,999
    Freeport, NY

    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
    $21,999
    VIEW DETAILS
  • Price Drop 2003 Parker 2120 Sport Cabin

    2003 Parker 2120 Sport Cabin

    $20,000
    New Rochelle, NY

    Stock #470896 Reason for selling is "wants bass boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2003 Parker Marine 2120 Sport Cabin powere... View Details

    View 10 Photos and Details Contact Seller
    $20,000
    VIEW DETAILS
  • 2026 Yamaha 295

    2026 Yamaha 295

    $204,999
    Toms River, NJ
    • Toms River, NJ
    • Cruiser
    • 28'
    • 2026 / New
    • $204,999

    The 295SD is the most advanced boat Yamaha has ever builtpairing the spacious luxury of its flagship 29-foot platform with the precision of Helm Master EX. Its the refined day crui... View Details

    View 30 Photos and Details Contact Seller
    $204,999
    VIEW DETAILS
  • Price Drop 2004 Monterey 248LSC

    2004 Monterey 248LSC

    $23,900
    New London, CT

    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
    $23,900
    VIEW DETAILS
  • 2023 Four Winns H4 C

    2023 Four Winns H4 C

    $79,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 23'
    • 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
  • 2004 Sea Ray 240 Sundancer

    2004 Sea Ray 240 Sundancer

    $21,500
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 2004 / Used
    • $21,500

    We don’t expect this one to last long… 2004 Sea Ray 240 Sundancer that delivers the perfect mix of comfort, versatility, and classic cruiser styling. This well-kept model has alway... View Details

    View 24 Photos and Details Contact Seller
    $21,500
    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'
    • 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
  • 2010 Four Winns SL 222

    2010 Four Winns SL 222

    $29,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 22'
    • 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 Four Winns HD 270 OB

    2019 Four Winns HD 270 OB

    $76,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 0'
    • 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
  • 2023 Four Winns HD3 C

    2023 Four Winns HD3 C

    $64,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 22'
    • 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
  • 2022 Four Winns HD5 OB

    2022 Four Winns HD5 OB

    $73,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 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
  • 2022 Four Winns HD5 OB

    2022 Four Winns HD5 OB

    $76,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 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'
    • 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'
    • 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'
    • 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'
    • 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 deck boat that raises the bar on everything. The Lunar/Ebony i... View Details

    View 34 Photos and Details Contact Seller
    $45,999
    VIEW DETAILS
  • 2022 Sea Ray SPX 230

    2022 Sea Ray SPX 230

    $69,900
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 0'
    • 2022 / Used
    • $69,900

    Price reduced! Only 45.5 hours! The SPX 230 delivers even more of what boaters loved about the popular SPX series: effortless operation, head-turning style, tons of seating, and a... View Details

    View 16 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • 2019 Four Winns HD 240

    2019 Four Winns HD 240

    $64,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 2019 / Used
    • $64,999

    Luxury, class, and style all speak of the HD 240. Whether you enjoy a smooth ride or anchoring off the sandbar, she’ll be ready. Quality amenities such as the self-bailing cockpit,... View Details

    View 15 Photos and Details Contact Seller
    $64,999
    VIEW DETAILS
  • 2020 Four Winns HD 240 OB

    2020 Four Winns HD 240 OB

    $62,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 2020 / Used
    • $62,999

    Tailored to meet everyone’s desires, the HD 240 OB is prepared to power through the water or shack up at your favorite spot. Headlined by ample space for up to 13 people, the fully... View Details

    View 14 Photos and Details Contact Seller
    $62,999
    VIEW DETAILS
  • 2024 Four Winns HD5

    2024 Four Winns HD5

    $86,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 2024 / Used
    • $86,999

    Tailored to meet everyone’s desires, the HD5 OB is prepared to power through the water or shack up at your favorite spot. Headlined by ample space for up to 13 people, the fully en... View Details

    View 8 Photos and Details Contact Seller
    $86,999
    VIEW DETAILS
  • 2024 Four Winns HD5

    2024 Four Winns HD5

    $86,999
    Lake Hopatcong, NJ
    • Lake Hopatcong, NJ
    • Cruiser
    • 24'
    • 2024 / Used
    • $86,999

    Tailored to meet everyone’s desires, the HD5 is prepared to power through the water or shack up at your favorite spot. Headlined by ample space for up to 13 people, the fully enclo... View Details

    View 6 Photos and Details Contact Seller
    $86,999
    VIEW DETAILS
1 to 21 of 22 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.