The Best Water Taxis in Chicago

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!

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!

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

I recently had the pleasure of experiencing this boat trip with Captain Z and I can't say enough about how wonderful it was! From start to finish, Captain Z was an exceptional host, making sure every detail was taken care of. The boat itself equipped with everything we needed for a perfect day on water. They were friendly, attentive, and made everyone on board feel welcome and comfortable. We had so much fun exploring the beautiful scenery, enjoying the water and relaxing on the deck. I highly recommend for anyone looking for a memorable and enjoyable boat trip.

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

Captain Jim and his team went above and beyond to make our charter an unforgettable experience. From the moment we departed to the smooth arrival back at the dock, everything was handled with professionalism, confidence, and a warm, friendly attitude. The boat was immaculate, the ride was smooth, and Captain Jim clearly knew the waters like the back of their hand. They made us feel safe, relaxed, and completely taken care of the entire time. Whether it was pointing out interesting sights, adjusting course for the best views, or making sure we had everything we needed on board, their attention to detail was exceptional. You can tell they truly love what they do—and it shows in the way they connect with guests and manage every aspect of the trip seamlessly. I highly recommend Captain Jim and his team, to anyone looking for a top-tier charter experience. Thank you again for an incredible day on the water!

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

After previously dealing with an unresponsive host for another listing, Edward & Team made the experience a 10/10 for us with how promptly they were able to accommodate and communicate. Communication was excellent, Captain Jim was amazing, and the boat was absolutely stunning. We had such an amazing time, and will definitely be renting this boat again in the future.

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

The yacht was incredible and was everything shown in the pictures. Captain Rez did a tremendous job, was very social and outgoing, and clearly had a impressive amount of captaining knowledge. This was perfect for our corporate outing and we will definitely be renting again! Thank you!