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All listings in Chicago

Affordable water taxis in Chicago, Illinois.

Page 1 of 17 listings

50' Multi-level Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

50' Multi-level Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$300/hour
Instant Book
62' $2M Italian Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

62' $2M Italian Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$800/hour
Instant Book
Diversey Harbor Relax and Enjoy on this 52ft Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Relax and Enjoy on this 52ft Yacht

5.0
Superowner
Best of 2025
$225/hour
Luxury 31ft Bayliner 3055 Ciera for your Playpen Party
Events in Chicago · 8 guests

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

5.0
$195/hour
51ft Sea Ray Sundancer Yacht at Diversey Harbor!
Events in Chicago · 12 guests

51ft Sea Ray Sundancer Yacht at Diversey Harbor!

5.0
$600/hour
Explore the Waves with Ease! Rent Your Dream Boat Today!
Events in Chicago · 11 guests

Explore the Waves with Ease! Rent Your Dream Boat Today!

New
$275/hour
Willard Marine SeaForce!! Former Military Adventure Boat!
Powerboats in Chicago · 6 guests

Willard Marine SeaForce!! Former Military Adventure Boat!

New
$270/hour

Water Taxi Reviews in Chicago

  1. CR

    Celine

    Diversey Harbor Relax and Enjoy on this 52ft Yacht

    Kevin did an amazing job of making sure we had a positive experience. He called to let us know that there would be a change in of time and captain and made that process seamless. Anytime I’m in Chicago I will be sure to reach out for a rental!

  2. AL

    Anthony

    Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

    Captain was the BEST!!! Very accommodating due to weather. took us on the tour & then to the beach. Would definitely recommend.

  3. Max

    Max

    Diversey Harbor Relax and Enjoy on this 52ft Yacht

    10/10 will definitely do it again. Captain Evan was amazing. We had a friend get sick and they brought a jet ski to come grab her so the rest of the group can stay. Amazing experience

  4. Mark

    Mark

    Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

    Ali was EXCEPTIONAL with the logistics, and Captain Z was AWESOME with the boating!!! We had group of five, and the accommodations fit our group exceptionally well. Our only regret is that the four hours went by so fast! lol! Highly recommend, and will DEFINITELY keep him in mind for the next excursion!

  5. AJ

    Amy

    Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

    We had a great experience with Captain Z! He and the owner were very accommodating and communication was easy. The boat fit our party of 8. There was a good storage area in the cabin downstairs with a restroom on board. Coolers were provided for our food and beverages. We appreciated that fuel was included in the total cost. We enjoyed cruising around and spending time at the playpen with the beautiful Chicago skyline in the background!

  6. JS

    Joelle

    50' Multi-level Luxury Yacht with Party up to 12

    This was my first time chartering a boat for the playpen and it was one for the books. Everyone had a blast and the boat was perfect. Thank you Captain Jim for an amazing and safe experience! You were the best!!!!