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Available Bowrider boats for sale in Winthrop Harbor Illinois

  • 2015 Chaparral SUNESTA 264 Embark on unforgettable adventures with the stunning 2015 Chaparral SUNESTA 264. This luxurious vessel offers you the perfect blend of performance and st... View Details

    $62,652
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  • The 2009 Sea Ray 175 is a solid entry point into boating—perfect for anyone looking to get out on the water without the price tag of something brand new. This is a used boat in goo... View Details

    $11,995
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  • 2022 Bayliner VR5 Bowrider I/O View Details

    $39,995
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  • Take advantage of limited-time savings on in-stock boats!Embark on Unforgettable Adventures Imagine gliding across the serene waters of Pewaukee, WI, with the sleek and stylish 200... View Details

    $9,995
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  • Contact us to find out ALL available savings! Act fast on this limited-time offer! The latest in our VR Series of highly evolved bowriders the VR4 is easy to tow launch and store a... View Details

    $41,946
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  • Contact us to find out ALL available savings! Act fast on this limited-time offer! 2025 Bayliner V20I Experience the pinnacle of luxury boating with the exquisite 2025 Bayliner V20... View Details

    $51,501
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  • Contact us to find out ALL available savings! Act fast on this limited-time offer! This versatile, entry-level bowrider is great for couples and small families. It brings abundant... View Details

    $31,465
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  • Contact us to find out ALL available savings! Act fast on this limited-time offer! Experience Unmatched Luxury on the Water Introducing the 2025 Bayliner V20I, where sophisticated... View Details

    $51,501
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  • Experience the 2011 Regal 1900. Whether you're cruising the open waters or enjoying watersports with friends and family, the Regal 1900 delivers an unparalleled experience. With it... View Details

    $19,995
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  • Stock #489050 This is a new advertisement, on the market just this week (May 12th). Always accepting offers! Check out this well maintained 2008 Yamaha!! Ready for some summer fu... View Details

    $25,000
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  • Now in stock! Step aboard one of Chaparral's most innovative designs - the spacious, sleek and powerful 307 SSX. With an abundance of comfortably contoured cockpit seating, lot of... View Details

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  • Price Drop 2014 Chaparral 287 SSX

    Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 430 HP V-8 with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam bo... View Details

    $74,900
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  • Price Drop 2021 Chaparral 307 SSX

    One-Owner, Fresh-Water, rack-stored Chaparral 307 SSX. Plushness and Performance! Loaded with all of Chaparral's best features, with an abundance of passenger space, the 307 SSX is... View Details

    $149,900
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  • See This stunning 2024 Cobalt R8 Outboard, a remarkable bowrider that combines elegance with performance. Measuring an impressive 27.83 feet in overall length, this vessel is craft... View Details

    $219,900
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  • Price Drop 2016 Chaparral 307 SSX

    Meet your next on-the-water obsession: the 2016 Chaparral 307 SSX  a head turning mix of luxury, performance, and pure boating bliss! At 30 feet, she delivers a ride as smooth as s... View Details

    $129,900
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  • See this Gorgeous fresh-water Formula 350 CBR with just 140 engine hours! Recent price reduction. Ready to go boating now. The 350 CBR offers an ideal combination of luxurious cock... View Details

    $325,000
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  • In Stock Now See the Chaparral 23 SSi, our best-selling 23-footer! This 23 SSi is superbly equipped with Mercury 300 HP Bravo 3 MPI power and many Chaparral extras. Trailer include... View Details

    $96,864
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  • Price Drop 2023 Chaparral 23 SSi

    Summer isn't over yet with this 2023 Chaparral 23 SSI ! Fully loaded and ready to go, this like new Chaparral comes with a professionally installed Rockford Fosgate sound system th... View Details

    $75,900
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  • Now on display, see this new 2026 Chaparral 21 SSi powered by a hearty 200 HP Yamaha 4-stroke outboard. Chaparral's innovative use of space means an abundance of cockpit space, sto... View Details

    $75,794
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  • The SSX 4 packs more elegance, performance, and innovation than boaters have ever experienced at this widely popular length. Its stylish lines, meticulous attention to detail, and... View Details

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  • Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a ChaparralONE price including the tr... View Details

    $89,259
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Showing 43 to 63 of 82 boats found.

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.