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  • Bowrider
    Within 100 Miles Of
    Madison, Wisconsin

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Bowrider boats for sale in Madison Wisconsin

There are 110 new and used Bowrider boats for sale in Madison, Wisconsin. Explore Bowrider brands like Chaparral, Cobalt, Bayliner, Other, Crownline, and Glastron on BoatCrazy. View a wide selection of Bowrider boats from $500 to $391,445.
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  • Boats
  • Bowrider
    Within 100 Miles Of
    Madison, Wisconsin
110 boats found within 100 miles from Madison, Wisconsin
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  • 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
  • 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 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
  • 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
  • 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
  • Price Drop 2009 Glastron SSV 175

    2009 Glastron SSV 175

    $6,900
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 17'
    • 2009 / Used
    • $6,900

    This 2009 Glastron is in very good shape with low hours on it. The boat is blue and white in color. The boats interior is like new condition. This is a great family boat to get out... View Details

    View 19 Photos and Details Contact Seller
    $6,900
    VIEW DETAILS
  • 2027 Chaparral OSX

    2027 Chaparral OSX

    $391,445
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 30'
    • 2027 / New
    • $391,445

    A premium new-model bowrider loaded with standout upgrades, combining Chaparrals upscale SSX styling with strong Mercury performance and a well-appointed cockpit. Highlights: 300 H... View Details

    View 40 Photos and Details Contact Seller
    $391,445
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2027 / New
    • $74,775

    The Seafoam Green and black color combination gives this SSi a look that stands apart, while a folding arch, extended swim platform and upgraded SeaDek make it equally ready for cr... View Details

    View 37 Photos and Details Contact Seller
    $74,775
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $90,925
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $90,925

    Island Green styling, a black folding arch and a comfort-focused cockpit give this SSi a look that stands out before you ever leave the dock. Highlights: Island Green Hull Sides B... View Details

    View 36 Photos and Details Contact Seller
    $90,925
    VIEW DETAILS
  • 2026 Chaparral SSX

    2026 Chaparral SSX

    $168,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 26'
    • 2026 / New
    • $168,995

    A luxury-level bowrider built for long days on the water, with big V8 power, upscale amenities and room to entertain.Highlights: Mercury 6.2L 350 HP EFX II Electric Folding Arch... View Details

    View 40 Photos and Details Contact Seller
    $168,995
    VIEW DETAILS
  • 2020 Chaparral SSX

    2020 Chaparral SSX

    $89,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 25'
    • 2020 / Used
    • $89,995

    A head-turning SSX with strong 350 HP performance, bold black-and-lime styling and an upscale cockpit built for entertaining from bow to stern.Highlights: Mercury 6.2L 350 HP EFX... View Details

    View 30 Photos and Details Contact Seller
    $89,995
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $90,925
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $90,925

    A sharp, well-equipped SSi built with the upgrades that make a real difference on the water. The Alloy Gray and Black exterior is paired with Mercury MerCruiser sterndrive power, a... View Details

    View 33 Photos and Details Contact Seller
    $90,925
    VIEW DETAILS
  • 2023 Chaparral SSi

    2023 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2023 / Used
    • $64,995

    A great step-up family bowrider with generous seating, strong 250 HP power and smart onboard storage for everything from cruising to tubing.Highlights: MerCruiser 4.5L 250 HP Seat... View Details

    View 36 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2020 Chaparral SSX

    2020 Chaparral SSX

    $56,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2020 / Used
    • $56,995

    A premium bowrider that gives you the upscale feel of a larger boat without sacrificing the sporty, easy-to-enjoy layout that makes a Chaparral so versatile. Premium Chaparral comf... View Details

    View 25 Photos and Details Contact Seller
    $56,995
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $72,175
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / New
    • $72,175

    Sporty, easy-to-handle bowrider with max 250 HP power and the right upgrades for cruising, watersports and long days on the lake.Highlights: Mercury 4.5L 250 HP MTX Folding Arch T... View Details

    View 27 Photos and Details Contact Seller
    $72,175
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $90,770
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $90,770

    A well-optioned SSi with a clean, upscale look and the right upgrades for cruising, entertaining and watersports. Finished in Biscayne Blue with a Cayenne interior, this build adds... View Details

    View 33 Photos and Details Contact Seller
    $90,770
    VIEW DETAILS
  • 2021 Bayliner Bowrider

    2021 Bayliner Bowrider

    $26,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 20'
    • 2021 / Used
    • $26,995

    A versatile sterndrive bowrider built around maximizing usable space for cruising, watersports and days with family or friends. Highlights: 200 HP MerCruiser 4.5L Single I/O Stern... View Details

    View 33 Photos and Details Contact Seller
    $26,995
    VIEW DETAILS
  • 2023 Chaparral SSi

    2023 Chaparral SSi

    $48,495
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2023 / Used
    • $48,495

    A sporty, well-equipped Chaparral bowrider with premium cockpit finishes, versatile seating, upgraded electronics and SeaDek throughout the main entertaining areas. Highlights: Mer... View Details

    View 32 Photos and Details Contact Seller
    $48,495
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $74,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2026 / Used
    • $74,995

    A roomy 23-foot bowrider with 250 HP power, wraparound seating and a well-equipped cockpit for cruising, watersports and entertaining.Highlights: Mercury 4.5L 250 HP MTX Folding A... View Details

    View 26 Photos and Details Contact Seller
    $74,995
    VIEW DETAILS
  • 2025 Chaparral SSi

    2025 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2025 / Used
    • $64,995

    Set up for watersports and weekend cruising, with 250 HP power, a folding tower and a well-appointed cockpit thats ready for full days on the lake.Highlights: MerCruiser 4.5L 250 H... View Details

    View 37 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2027 Chaparral SSX

    2027 Chaparral SSX

    $253,401
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 26'
    • 2027 / New
    • $253,401

    Black Edition SSX 6 with serious presence, premium comfort, and the performance to match. Powered by a 380 HP Mercury 8.2L DTS, this boat is loaded with standout upgrades for cruis... View Details

    View 36 Photos and Details Contact Seller
    $253,401
    VIEW DETAILS
Showing 43 to 63 of 110 boats found.
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Bowrider Boats on Boatcrazy

Bowriders are versatile, family-friendly boats known for their open bow seating, sporty performance, and all-around fun on the water. With comfortable seating in the front (the “bow”) and plenty of room in the cockpit, bowriders are perfect for cruising, watersports, swimming, or simply relaxing with friends and family. Most models range from 17 to 28 feet and are powered by outboard or sterndrive engines.

Designed for day boating on lakes, rivers, and bays, bowriders offer easy handling, stylish layouts, and a smooth, stable ride. Many include features like sun pads, swim platforms, tow bars, and premium sound systems—making them ideal for tubing, wakeboarding, or casual sightseeing.

Browse our wide selection of new and used bowrider boats from leading brands. Whether you're a first-time buyer or upgrading for more space and power, bowriders deliver a fun, flexible boating experience for everyone on board.

Bowrider Boats manufacturers on Boatcrazy

When looking to buy a versatile and family-friendly Bowrider, consider these top Bowrider boat Manufacturers:

Sea Ray, Bayliner, Chaparral, Regal, Four Winns, Cobalt, Crownline, Monterey, Stingray and Glastron.

Bowrider Boats For Sale by State

Bowrider Boats Frequently Asked Questions

Why is it called a Bowrider?

A Bowrider gets its name from its open bow area, which features additional seating in front of the helm. This design allows passengers to “ride” in the bow, making it a popular choice for recreational boating and water sports.

On average, Bowriders typically range between $25,000 and $60,000 for new models. However, high-end or larger models can exceed $100,000, while used Bowriders can be found starting around $10,000 on Boatcrazy.

Most Bowriders have a top speed ranging from 35 to 60 mph, depending on the engine and model. Performance-oriented models can go even faster.

Sea Ray is one of the most recognized and respected names in the Bowrider segment. Known for their quality, comfort, and innovative design, Sea Ray Bowriders are a favorite among boaters. You can find full listings of Sea Ray boats at Boatcrazy.

Bowriders are ideal for families and day cruising thanks to their open seating, easy handling, and multi-use design. They’re great for watersports, entertaining, and relaxing on the water. Their shallow draft also makes them suitable for lakes and coastal areas.

The best time to buy a new Bowrider is typically in the late summer and fall (August through October), when dealers offer end-of-season deals, manufacturer rebates, and inventory clearance discounts.