Boats for sale in Chicago Illinois - BoatCrazy

1,728 boats found within 100 miles out of 15,592 Boats Found

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2026 Cruisers 42 Cantius

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 43' / 0'
- 2026 / New
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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

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2026 Cruisers 34 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 36' / 0'
- 2026 / New
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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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2026 Cruisers 38 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 2026 / New
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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 38 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 38' / 0'
- 2026 / New
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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

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2026 Cruisers 34 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 2026 / New
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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

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2026 Cruisers 50GLS OB

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 50' / 0'
- 2026 / New
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Seize this exclusive opportunity! The 2026 Cruisers Yachts 50 GLS OB represents the pinnacle of sport luxury boating—where bold performance, intelligent design, and handcrafted qua... View Details

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2026 Galeon 425 HTS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 44' / 0'
- 2026 / New
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The 2026 Galeon 425 HTS is a 44-foot, classic express-style cruiser with options usually seen on much larger vessels. Specificall, the salon and cockpit can convert into a single,... View Details

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2026 Galeon 440 FLY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46' / 0'
- 2026 / New
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Galeon has leverage all of its storied boatbuilding experience to create the 440 FLY, a medium-sized motoryacht packed with intelligent innovations and a fresh approach to onboard... View Details

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2026 Galeon 410 HTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41' / 0'
- 2026 / New
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Galeon's 2026 410 HTC has the same, tried-and-true hull as the builder's popular 400 FLY model, but in a sleek and sporty coupe package. The 410 combines a mega-yacht-quality inter... View Details

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2026 Galeon 470 SKY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 47' / 0'
- 2026 / New
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The Galeon 470 SKY is a versatile cruiser that handles with grace and verve. She features a top deck with incredible viwes and a helm station will impress any captain. This cessel... View Details

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2026 Aquila 28 Molokai Cuddy

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pilothouse
- 31' / 0'
- 2026 / New
- Call for price
Born from the Pacific. Built for wherever "Out There" takes you. All-weather protection. Offshore performance. Profession capability. The 2026 Aquila 28 Molokai Cuddy merges intell... View Details

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2026 Cruisers 46 Cantius

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 47' / 0'
- 2026 / New
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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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2025 Tige Z1

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 23' / 0'
- 2025 / New
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Experience Luxury on the Water with the 2025 Tige Z1 Embark on a journey of unrivaled luxury and cutting-edge performance with the 2025 Tige Z1. Crafted with precision and elegance... View Details

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2025 Tige 24RZX

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 24' / 0'
- 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

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2025 Tige Ultré 25ZX

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 0' / 0'
- 2025 / New
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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

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2025 Tige Ultré 23ZX

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury and Performance with the 2025 Tige Ultré 23ZX Step into a world of opulence and thrill with the 2025 Tige Ultré 23ZX. This luxury boat combines cutting-edge techn... View Details

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2025 Tige Z3

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 23' / 0'
- 2025 / New
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Introducing the 2025 Tige Z3: Luxurious Performance:Elevate your boating experience with the 2025 Tige Z3, a symbol of luxury and power. This vessel promises a thrilling ride on th... View Details

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2025 Tige 22RZX

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 24' / 0'
- 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

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2025 Tige Z5

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Tige Z5 - Luxury Redefined Prepare to elevate your boating experience with the stunning 2025 Tige Z5, a masterpiece of performance and luxury. Unleash Power an... View Details

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2026 Scout 261 XSS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 26' / 0'
- 2026 / New
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The 261 XSS is an inshore/offshore crossover and is loaded with notable features such as the large casting fore and rear deck; port and starboard aerated baitwells; ample rod stora... View Details

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2026 Galeon 400 FLY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41' / 0'
- 2026 / New
- Call for price
The 2026 Galeon 400 FLY provides unrivaled entertainment space for a yacht in its class. Innovative side balconies on either side of the cockpit fold out to create massive amounts... View Details

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Showing 106 to 126 of 1,728 boats found.

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