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    Ski & Wake
    Within 100 Miles Of
    Oshkosh, Wisconsin

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Cruiser, Ski & Wake boats for sale in Oshkosh Wisconsin

There are 257 new and used Cruiser, Ski & Wake boats for sale in Oshkosh, Wisconsin. Explore Cruiser and Ski & Wake brands like Sea Ray, Yamaha, Cruisers, Tige, Mastercraft, and Aviara on BoatCrazy. View a wide selection of Cruiser, Ski & Wake boats from $8,900 to $1,195,003.
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  • Boats
  • Cruiser
    Ski & Wake
    Within 100 Miles Of
    Oshkosh, Wisconsin
257 boats found within 100 miles from Oshkosh, Wisconsin
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  • 2025 Aviara AV40

    2025 Aviara AV40

    Call for price
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 41'
    • 2025 / New
    • Call for price

    Experience Luxury on Water with the 2025 Aviara AV40 Step into the future of boating with the Aviara AV40, a masterpiece of design and performance. This sleek vessel is the perfect... View Details

    View 19 Photos and Details Contact Seller
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  • 2025 Aviara AV32

    2025 Aviara AV32

    Call for price
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 33'
    • 2025 / New
    • Call for price

    Introducing the 2025 Aviara AV32 Step into a world of luxury and performance with the Aviara AV32. Crafted with precision and style, this masterpiece is a true marvel on the water.... View Details

    View 27 Photos and Details Contact Seller
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  • 2026 Sea Ray SLX 280 Outboard

    2026 Sea Ray SLX 280 Outboard

    Call for price
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 28'
    • 2026 / New
    • Call for price

    2026 Sea Ray 280SLX-OB Immerse yourself in the pinnacle of luxury with the 2026 Sea Ray 280SLX-OB, where exhilaration meets elegance on every wave. This stunning vessel, located at... View Details

    View 30 Photos and Details Contact Seller
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  • 2026 Cruisers 34 GLS

    2026 Cruisers 34 GLS

    Call for price
    Oshkosh, WI
    • Oshkosh, WI
    • 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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  • 1998 Cruisers 2870 Rogue

    1998 Cruisers 2870 Rogue

    $39,995
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 0'
    • 1998 / Used
    • $39,995

    The kind of boat that turns heads at the dock and starts conversations at the fuel pump.This Cruisers Yachts 2870 Rogue has been extensively updated and thoughtfully maintained, b... View Details

    View 14 Photos and Details Contact Seller
    $39,995
    VIEW DETAILS
  • 2006 Cruisers 420 Express

    2006 Cruisers 420 Express

    $199,995
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 0'
    • 2006 / Used
    • $199,995

    Meticulously Maintained and Exceptionally Clean | A Luxurious Blend of Performance and ComfortExperience the perfect harmony of style, power, and luxury with the 2006 Cruisers Yac... View Details

    View 40 Photos and Details Contact Seller
    $199,995
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  • 2025 Crownline SS Series 290 SS

    2025 Crownline SS Series 290 SS

    Call for price
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 28'
    • 2025 / New
    • Call for price

    This 2025 Crownline 290SS checks all the boxes. Onyx (black) and blue diamond in color. Boat has tons of options such as twin touch screen Garnin's in the dash, windless anchor, du... View Details

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  • 2025 Crownline SS Series 270 SS

    2025 Crownline SS Series 270 SS

    $138,000
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 26'
    • 2025 / New
    • $138,000

    This 270SS is Amethyst and Sterling in color. Boat has tons of standard options such as twin touch screen Garmin's in the dash, top of the line Wet Sounds stereo, on-board battery... View Details

    View 30 Photos and Details Contact Seller
    $138,000
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  • 2025 Crownline CR Series 270 CR

    2025 Crownline CR Series 270 CR

    $153,000
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 26'
    • 2025 / New
    • $153,000

    THIS BOAT IS BRAND NEW SELLING AT COST! This 2025 Crownline 270CR is a great weekend boat for the couple that wants be on the water. White and Onyx (Black) in color. Interior is Mi... View Details

    View 30 Photos and Details Contact Seller
    $153,000
    VIEW DETAILS
  • Price Drop 1997 Sea Ray 330 Sun Dancer

    1997 Sea Ray 330 Sun Dancer

    $44,900
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 0'
    • 1997 / Used
    • $44,900

    This 1997 Sea Ray 330 Sun Dancer is in above average shape for it's age. Recent updates are Frideg 2015, new cavas in 2021, $6000 stereo upgrade 2022, 2 way radio in 2024. all mech... View Details

    View 30 Photos and Details Contact Seller
    $44,900
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  • 2024 Crownline 260 XSS

    2024 Crownline 260 XSS

    $125,000
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 0'
    • 2024 / Used
    • $125,000

    Like brand new condition. This Crownline 2024 XSS comes to us as a trade in with only 24 engine hours. Comes equipped with a fold down arch, well equipped head, and a Mercury 350 V... View Details

    View 24 Photos and Details Contact Seller
    $125,000
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  • 2007 Chaparral Signature

    2007 Chaparral Signature

    $54,995
    Oshkosh, WI
    • Oshkosh, WI
    • Cruiser
    • 0'
    • 2007 / Used
    • $54,995

    This 2007 Chaparral 290 Signature is a well-appointed express cruiser built for boaters who want comfort, performance, and overnight capability in one impressive package. With its... View Details

    View 40 Photos and Details Contact Seller
    $54,995
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  • 2025 Tige 24RZX

    2025 Tige 24RZX

    Call for price
    Pewaukee, WI
    • Pewaukee, WI
    • Ski & Wake
    • 24'
    • 2025 / New
    • Call for price

    Experience Luxury and Performance with the 2025 Tige 24RZX Unleash Excitement on the WaterCruise the waves in style with the 2025 Tige 24RZX, a masterpiece of design and engineerin... View Details

    View 30 Photos and Details Contact Seller
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  • 2025 Tige Ultré 25ZX

    2025 Tige Ultré 25ZX

    Call for price
    Pewaukee, WI
    • Pewaukee, WI
    • Ski & Wake
    • 0'
    • 2025 / New
    • Call for price

    Luxury Redefined: 2025 Tige Ultré 25ZX Experience unparalleled luxury and performance with the 2025 Tige Ultré 25ZX, a masterpiece in boating perfection. Sleek Design, Unmatched Cr... View Details

    View 30 Photos and Details Contact Seller
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  • 2025 Tige 22RZX

    2025 Tige 22RZX

    Call for price
    Pewaukee, WI
    • Pewaukee, WI
    • Ski & Wake
    • 24'
    • 2025 / New
    • Call for price

    Luxury Redefined: 2025 Tige 22RZX Prepare to be captivated by the sheer opulence and thrilling capabilities of the 2025 Tige 22RZX. This masterpiece of nautical engineering is the... View Details

    View 9 Photos and Details Contact Seller
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  • 1996 Sea Ray 270 SUNDANCER

    1996 Sea Ray 270 SUNDANCER

    $9,995
    Pewaukee, WI
    • Pewaukee, WI
    • Cruiser
    • 29'
    • 1996 / Used
    • $9,995

    Introducing the 1996 Sea Ray 270 Sundancer - Where Luxury Meets Adventure. Experience the epitome of boating elegance with our meticulously crafted vessel, designed for those who d... View Details

    View 30 Photos and Details Contact Seller
    $9,995
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  • 2019 Sea Ray 280 SLX

    2019 Sea Ray 280 SLX

    $149,995
    Pewaukee, WI
    • Pewaukee, WI
    • Cruiser
    • 28'
    • 2019 / Used
    • $149,995

    2019 Sea Ray 280 SLX Turn heads and make every day on the water unforgettable with this exceptionally well-kept 2019 Sea Ray 280 SLX. Owned by just two owners since new, this premi... View Details

    View 22 Photos and Details Contact Seller
    $149,995
    VIEW DETAILS
  • 2002 Sea Ray 220 SUNDECK

    2002 Sea Ray 220 SUNDECK

    $14,995
    Pewaukee, WI
    • Pewaukee, WI
    • Cruiser
    • 23'
    • 2002 / Used
    • $14,995

    2002 Sea Ray 220 SUNDECK View Details

    View 20 Photos and Details Contact Seller
    $14,995
    VIEW DETAILS
  • 1998 Four Winns 190 RS

    1998 Four Winns 190 RS

    $9,500
    Pewaukee, WI
    • Pewaukee, WI
    • Cruiser
    • 19'
    • 1998 / Used
    • $9,500

    This Four Winns 190 RS has been meticulously maintained and is water ready! Boat Includes; -Four Pairs of skis -Two tow ropes -One new tube -life Preservers -Bimini top Give us a c... View Details

    View 18 Photos and Details Contact Seller
    $9,500
    VIEW DETAILS
  • 2026 Mastercraft ProStar

    2026 Mastercraft ProStar

    Call for price
    Pewaukee, WI
    • Pewaukee, WI
    • Ski & Wake
    • 20'
    • 2026 / New
    • Call for price

    The 2026 MasterCraft Prostar is a purpose-obsession wakeski boat-refined for today's skiers and ready for the next generation. With perfected ergonomics, a meticulously designed hu... View Details

    View 21 Photos and Details Contact Seller
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  • 2026 Mastercraft NXT24

    2026 Mastercraft NXT24

    Call for price
    Pewaukee, WI
    • Pewaukee, WI
    • Ski & Wake
    • 24'
    • 2026 / New
    • Call for price

    Introducing the 2026 MasterCraft NXT24. It is the biggest and boldest in the NXT family, now with standout style and thoughtful upgrades throughout. Premium vinyl pleating, powder-... View Details

    View 30 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
Showing 43 to 63 of 257 boats found.
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Ski & Wake Boats on Boatcrazy

Ski & Wake boats are purpose-built for watersports enthusiasts who crave precision, performance, and fun on the water. Whether you're carving perfect slalom turns or launching wakeboard tricks, these boats are engineered to deliver the ideal pull and wave shape for each sport. With inboard or V-drive propulsion, integrated ballast systems, and wake-shaping technologies, Ski & Wake boats create custom wakes for every rider’s style and skill level.

Many models feature tower mounts, rear-facing seating, premium sound systems, and touchscreen control panels to dial in the experience. Whether you're into waterskiing, wakeboarding, or wakesurfing, these Ski & Wake boats offer a smooth ride, fast acceleration, and rider-focused features that maximize time on the water.

Browse our selection of new and used Ski & Wake boats from top tow-sport brands. Whether you're a tournament competitor or a weekend thrill-seeker, these boats are built to ride.

Ski & Wake Boats manufacturers on Boatcrazy

When looking to buy a quality Ski or Wake boat, consider these top Ski or Wake Manufacturers:

Malibu, MasterCraft, Nautique, Tige, Supra, Moomba, Axis, Heyday, Chaparral, ATX, Scarab.

Ski & Wake Boats For Sale by State

Ski & Wake Boats Frequently Asked Questions

Ski & Wake boats are built for fun on the water. They offer powerful towing capabilities for water sports and have features like ballast systems and wake-shaping technology for a customized ride. They're also spacious enough for groups and family outings.

These Ski & Wake boats can be on the higher end due to their performance features. Entry-level models can start around $90k, but fully loaded wake boats can easily exceed $200k depending on size, engine, and technology.

While they’re not designed for fishing, it’s still possible on calmer days. However, these boats are optimized for towing, and fishing-focused features like rod holders and livewells are not standard.

Yes! With more families and thrill-seekers looking to get into wake sports, Ski & Wake boats have become a popular category on Boatcrazy.com with a wide range of options for every budget and style.

Prices vary widely. Pre-owned Ski & Wake boats start around $40k–$60k, while new high-end models can run $150k to over $250k. Financing is commonly available.

Most Ski & Wake boats run between 35–45 MPH. While speed is important, they’re really optimized for creating the ideal wake, not racing.