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Sunset & Skyline Boat Cruises: Private BYOB Jetboat Party on Lake Michigan image 1
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Sunset & Skyline Boat Cruises: Private BYOB Jetboat Party on Lake Michigan

About this Experience

What you'll do:

It’s a floating party with the best skyline view in Chicago! You and your crew will climb aboard Boating Bob’s 25-foot jetboat for a private cruise and swim as on Lake Michigan. Whether you're celebrating a bach party, birthday, or just summer in the city, this experience is all about good vibes. Cruise past the iconic skyline, snap plenty of Instagram-worthy pics, and soak up the sunshine (or sunset) on the water. Bring your crew and get ready to sail, sip, and celebrate!

Why we love it for your party:

  • Bluetooth sound system (DJ your own boat day)

  • Epic Chicago skyline views

  • BYOB-friendly with coolers and ice provided

  • Plenty of photo ops from the deck

About this experience partner:

Boating Bob is a Chicago-based boat rental company offering private charters designed for fun, flexibility, and unforgettable lake days or nights. Whether you're celebrating something big or just soaking up the summer sun, Boating Bob makes it easy to cruise Lake Michigan in style. With a fully equipped 25-foot speed boat, amazing skyline views, and space for up to 10 guests, it’s the perfect setup for bach parties, birthdays, or a unique outing with friends.

Additional information:

  • Max group size: 10

  • Cruise length: 3-8-hour options

  • BYOB: Alcohol and snacks are welcome (no glass bottles)

  • Departs from Diversey Harbor

  • Dress for the weather—swimsuits and themed outfits encouraged!

  • Must be 21+ to drink alcohol onboard. Minors allowed with adult supervision.

Book This Experience

Visit the experience booking site to check availability and book your experience.

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