Chicago River Cruise

Ready for the ultimate happy hour?

Enjoy an evening on the river with friends, family, or coworkers. We have the boat, cooler, and ice ready to go! All you need to do is bring your crew and grab some booze.

Chicago River Cruise

Meet the boat at City Winery on the river where you and your guests will board. Cruise down the river while listening to music and sipping on a beverage. The captain will take care of everything, you just relax and enjoy your time on the water. At the end of your cruise you will get dropped off at the CIty Winery dock.

10 guests
2 Hour Charter

  • Available Monday through Friday

  • Choose your departure time. 11am, 1:30pm, 4pm, 7pm.

  • 2 hour cruise

  • Captain and fuel fee included (paid on the day of departure per USCG law)

  • Depart/return from City Winery on the River

  • 1 fridge and 1 cooler on board- BYOB

  • Bluetooth connection

  • Fully enclosed bathroom on board

  • Full refund if canceled due to severe weather or unsafe lake conditions

$1750 Total - Includes all fees and taxes. You pay $1000 deposit at time of booking and the balance the day of your chartrer.

Details: Select the day and time of your charter and pay the deposit. The balance will be paid directly to the captain the day of your charter. After you complete your booking you will recieve a detailed email with all the information you need for your charter. You and your group will arrive at the boat 15min before departure to board and get situated. A captain will be arranged for you and will be in direct contact with you on the day of your charter. The captain will set up tables, extend the sun shade, and/or put out the lily pad at your request. You can put out any food or drinks you brought and listen to your music via bluetooth connection.

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Our Customers Love Us!

Captain Paul Is a Fan Favorite and We Always Go The Extra Mile To Show You a Great Time On The Water!

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