Chicago's Most Curated Boat and Yacht Rentals
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The Famous 50 Foot Debonair
Voted Best Charter Experience in Chicago 6 years in a Row! Debonair is a 50' SeaRay Yacht with 2 levels. She is privately owned and has more than enough room for 12 guests. She has a huge sundeck out front, and a great swim platform area to allow you to enjoy the sun.
The Magnificent 43 foot Galeon
Experience Chicago yachting at its finest with this perfect boat. Its skybridge offers an open convertible feel, ideal for enjoying the scenery. Enjoy prime seating upfront for fireworks, while the expanding couch area at the rear accommodates larger groups comfortably.
Extraordinary 54 foot Sea Ray
Hypnotize Luxury Yachts: Exclusively modern vessels exuding Italian sophistication, guaranteed to leave you breathless. Experience luxury yacht rentals in Chicagoland with Hypnotize Luxury Charters, catering to both locals and visitors.
Amazing 46 foot Prestige
Located in downtown Chicago at Burnham Harbor, The GYPSY SOUL offers a luxurious private yacht rental for up to 13 passengers, perfect for any occasion. Experience a luxury lifestyle with cabin space, a 2-story deck, multiple bathrooms, a kitchen, and more!
Stunning 44 foot Beneteau.
Experience James Bond vibes at an affordable price. Gather your group and embark on a tailored adventure with us. We prioritize genuine, fun, and peaceful interactions, customizing the experience to your goals.
Stunning 60 ft 2 Level Yacht
The vessel Eclipse offers four spacious entertainment areas that are available for guests onboard. A complimentary cooler is provided to store your ice and beverages. The vessel comes equipped with a roll-out lake pad for water activities!
The Perfect Charter Boat
Elevate your special occasions with a touch of luxury by celebrating on our exquisite yachts. Whether it's a birthday bash, anniversary celebration, or corporate event.
Magnificent 45 ft Sea Ray
The vessel Escape offers three spacious entertainment areas that are available for guests onboard, with a top of the line sound system! A complimentary cooler is provided to store your ice and beverages. The vessel also comes equipped with a roll-out lake pad for water activities.
Sweet 45 ft Cruiser Yacht
Chicago is one of the most beautiful cities by water. Join us for a day of fun our in the Play pen! Enjoy the fireworks shows that happen every Wednesday or Saturday night and celebrate everything from birthdays, bachelor, bachelorette, or corporate outings as a memorable time while here in Chicago.
60 ft of Luxury On the Water
The vessel Eclipse offers four spacious entertainment areas that are available for guests onboard. A complimentary cooler is provided to store your ice and beverages. The vessel comes equipped with a roll-out lake pad for water activities.
Gorgeous 51 ft Sundancer
Enjoy the gorgeous world class Lake Michigan and Chicago lakefront on this beautiful, clean and modern 51' Sea Ray Sundancer. If you’d prefer a personal, elevated charter experience, look no further. This it the height of Luxury!
50 Foot Unique Cranchi Yacht
Be unique: this is the only model in Chicago! Italian Beauty! Cruise aboard the luxury 50ft Italian yacht. This stunning example of Italian craftsmanship combines innovative design, jaw-dropping joinery and workmanship add world-class performance.
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Discover Smart Boating
We make the arrangements. You make the memories.
We believe that exceptional experiences are crafted by extraordinary individuals. Start your journey by choosing from Chicago's most elite captains – captains who don't just navigate waters but orchestrate unforgettable adventures.
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