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    Within 100 Miles Of
    Madison, Wisconsin

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Cruiser boats for sale in Madison Wisconsin

There are 177 new and used Cruiser boats for sale in Madison, Wisconsin. Explore Cruiser brands like Sea Ray, Cruisers, Yamaha, Saxdor, Aviara, and Galeon on BoatCrazy. View a wide selection of Cruiser boats from $8,495 to $389,995.
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  • Boats
  • Cruiser
    Within 100 Miles Of
    Madison, Wisconsin
177 boats found within 100 miles from Madison, Wisconsin
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  • 2026 Cruisers 42 GLS

    2026 Cruisers 42 GLS

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 43'
    • 2026 / New
    • Call for price

    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

    View 9 Photos and Details Contact Seller
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  • 2026 Cruisers 38 GLS Outboard

    2026 Cruisers 38 GLS Outboard

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 38'
    • 2026 / New
    • Call for price

    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

    View 30 Photos and Details Contact Seller
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  • 2026 Galeon 435 GTO

    2026 Galeon 435 GTO

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 45'
    • 2026 / New
    • Call for price

    Galeon's new 2026 Galeon 435 GTO is the yacht that can do everything you ask of her and more. This no-compromise model benefits from an entertainment-friendly layout, including a p... View Details

    View 30 Photos and Details Contact Seller
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  • 2026 Cruisers 38 GLS

    2026 Cruisers 38 GLS

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 37'
    • 2026 / New
    • Call for price

    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

    View 21 Photos and Details Contact Seller
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  • 2026 Cruisers 34 GLS Outboard

    2026 Cruisers 34 GLS Outboard

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 36'
    • 2026 / New
    • Call for price

    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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  • 2006 Regal 3860

    2006 Regal 3860

    $187,488
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 38'
    • 2006 / Used
    • $187,488

    Experience the Luxury of the 2006 Regal 3860 Embark on endless adventures with the 2006 Regal 3860, a stunning vessel that perfectly balances cutting-edge performance and timeless... View Details

    View 30 Photos and Details Contact Seller
    $187,488
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  • 2024 Sea Ray 310 SLX

    2024 Sea Ray 310 SLX

    $299,900
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 31'
    • 2024 / Used
    • $299,900

    2024 Sea Ray 310 SLX Experience the thrill of the open water with the 2024 Sea Ray 310 SLX, a harmonious blend of power and elegance. This luxury vessel is powered by two MERCRUISE... View Details

    View 14 Photos and Details Contact Seller
    $299,900
    VIEW DETAILS
  • 2003 Sea Ray 50 SUNDANCER

    2003 Sea Ray 50 SUNDANCER

    $324,900
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 50'
    • 2003 / Used
    • $324,900

    Performance & Power Unleash exhilarating power with twin CUMMINS QSM-11 engines, delivering a striking total of 616 horsepower. This vessel is designed for adventure, ensuring... View Details

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    $324,900
    VIEW DETAILS
  • 2012 Sea Ray 470 SUNDANCER

    2012 Sea Ray 470 SUNDANCER

    $349,900
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 47'
    • 2012 / Used
    • $349,900

    2012 Sea Ray 470 SUNDANCER View Details

    View 30 Photos and Details Contact Seller
    $349,900
    VIEW DETAILS
Showing 169 to 177 of 177 boats found.
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Cruiser Boats on Boatcrazy

Cruisers are versatile powerboats designed for comfort, extended trips, and overnight stays on the water. Offering the perfect blend of performance and livability, cruisers typically feature spacious cabins, galleys, sleeping quarters, and enclosed heads—making them ideal for weekend getaways, coastal cruising, or even liveaboard life.

Available in a range of sizes—from compact express cruisers to luxurious cabin cruisers—these boats often include features like air conditioning, generator power, swim platforms, and entertainment systems. Many models also offer flybridges, hardtops, or sunpads for added versatility and style.

Explore our selection of new and used cruisers from leading brands. Whether you're looking for a family-friendly cruiser or a sleek performance model for harbor-hopping, you'll find a boat that balances comfort and adventure.

Cruiser Boats manufacturers on Boatcrazy

When looking for a comfortable and capable Cruiser boat, consider these top-tier Cruiser Manufacturers

Sea Ray, Regal, Cruisers Yachts, Beneteau, Tiara Yachts, Boston Whaler

Cruiser Boats For Sale by State

Cruiser Boats Frequently Asked Questions

What is a cruiser boat?

A cruiser boat—also referred to as a cabin cruiser—is a powerboat typically between 21 ft and 45 ft in length, equipped with sleeping berths, a galley, and a head—designed for overnight cruising in comfort.

Most cruisers range from 21 to 45 ft, with cabins located in the bow and amenities like berths, galley, enclosed head, and open cockpit or helm area for both comfort and day-use flexibility.

Typical cabin cruisers cruise at around 20–30 knots. Larger models and luxury cruisers can exceed 30 knots, while fuel-efficient models offer long-range capabilities style-wise akin to small yachts.

Cruisers combine indoor-outdoor living with amenities like cabins, galleys, heads, comfortable cockpits, and often flybridge or sun decks—making them ideal for entertaining, weekend cruising, and family overnight outings.

Prices vary widely—from around $100,000 for modest used models up to $700,000 or more for modern, well-equipped cabin cruisers. Luxury or larger models may exceed $1 million.

Cruiser boats are ideal for boating couples, families, or weekenders who want overnight ability, onboard comfort, and multi-day flexibility without the size or expense of a full yacht.