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    Within 100 Miles Of
    Madison, Wisconsin

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Cruiser boats for sale in Madison Wisconsin

There are 225 new and used Cruiser boats for sale in Madison, Wisconsin. Explore Cruiser brands like Sea Ray, Yamaha, Aviara, Cruisers, Saxdor, and Crownline on BoatCrazy. View a wide selection of Cruiser boats from $8,900 to $389,995.
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  • Boats
  • Cruiser
    Within 100 Miles Of
    Madison, Wisconsin
225 boats found within 100 miles from Madison, Wisconsin
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  • 2025 Aviara AV36 Outboard

    2025 Aviara AV36 Outboard

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 39'
    • 2025 / New
    • Call for price

    Luxury Redefined: 2025 Aviara AV36 Outboard Sleek Elegance and Unmatched PerformanceExperience the pinnacle of luxury boating with the Aviara AV36 Outboard. The cutting-edge design... View Details

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  • 2026 Galeon 335 GTO

    2026 Galeon 335 GTO

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 33'
    • 2026 / New
    • Call for price

    2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

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  • 2026 Azimut Verve 48

    2026 Azimut Verve 48

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 49'
    • 2026 / New
    • Call for price

    A phenomenon of performance and the sea born of immersive DNA, the Verve 48 favors the most authentic emotions and superior comfort. With the power to travel over the water up to 5... View Details

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  • 2026 Cruisers 42 GLS

    2026 Cruisers 42 GLS

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 42'
    • 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 42 GLS Outboard

    2026 Cruisers 42 GLS Outboard

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 44'
    • 2026 / New
    • Call for price

    If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

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  • 2026 Cruisers 42 Cantius

    2026 Cruisers 42 Cantius

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

    Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

    View 17 Photos and Details Contact Seller
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  • 2026 Cruisers 38 GLS

    2026 Cruisers 38 GLS

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    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

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  • 2026 Cruisers 34 GLS

    2026 Cruisers 34 GLS

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

    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

    View 27 Photos and Details Contact Seller
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  • Price Drop 2021 Crownline 264 CR

    2021 Crownline 264 CR

    $88,500
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 26'
    • 2021 / Used
    • $88,500

    FRESHLY DETAILED, BUFFED & WAXED! Turn heads next season with this beautiful 2021 Crownline 264 CR — a perfect combination of luxury, performance, and comfort. With only 150 ho... View Details

    View 23 Photos and Details Contact Seller
    $88,500
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  • 2026 Saxdor 400 GTC

    2026 Saxdor 400 GTC

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 41'
    • 2026 / New
    • Call for price

    The Saxdor 400 GTC is engineered for twin outboard rigs with their unique naval architecture, guaranteeing an unforgettable journey every time. Featuring an innovative main deck de... View Details

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  • 2026 Saxdor 400 GTO

    2026 Saxdor 400 GTO

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 41'
    • 2026 / New
    • Call for price

    The Saxdor 400 GTO is a highly anticipated flagship model that embodies expcetional performance and cruising efficiency. Built on a twin-stepped hull and designed for twin outboard... View Details

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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

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  • 2026 Cruisers 46 Cantius

    2026 Cruisers 46 Cantius

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 47'
    • 2026 / New
    • Call for price

    Step aboard the pinnacle of maritime luxury where tranquility and timelessness converge seamlessly. From the expansive master suite to the gorgeous VIP stateroom, every corner of t... View Details

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  • 2008 Regal 2860 WINDOW EXPRESS

    2008 Regal 2860 WINDOW EXPRESS

    $49,995
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 29'
    • 2008 / Used
    • $49,995

    Loved by its only owners since new, this exclusively fresh water and locally serviced Regal is awaiting a new home. She boasts a ton of space for her size with the ability to sleep... View Details

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    $49,995
    VIEW DETAILS
  • 2005 Regal COMMODORE 4260

    2005 Regal COMMODORE 4260

    $199,900
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 45'
    • 2005 / Used
    • $199,900

    Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

    View 30 Photos and Details Contact Seller
    $199,900
    VIEW DETAILS
Showing 211 to 225 of 225 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.