Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. CM

   Caley

   Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

   Amazing time! Ben is a very experienced and knowledgeable captain , he taught us how to steer the boat and answered all our questions. Hes very nice and made the ride great! You also get an amazing view of the city that you can’t get anywhere else I brought my boyfriend as a birthday present and it was perfect!

2. 

   Ravid

   38-ft Party Pontoon for Up to 20 Guests in Chicago

   My friends and I had an amazing time on Captain Greg's boat! The boat had speakers, cooler, a bathroom, floaties, pretty much everything we needed. The boat was very spacious and comfortable. The crew were very friendly and welcoming as well! We had so much fun sailing around Chicago and swimming in the lake, it was a perfect boating experience!

3. 

   Ben

   Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

   Ben was an awesome captain and a pleasure to be around during our two-hour trip. His boat is the perfect setting for a romantic date night, and I highly recommend experiencing the sunset on board, the views were absolutely amazing!

4. 

   Matthew

   Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

   The boat was great, fit our party of 12 well! Shay was communicative and flexible with the itinerary, and Captain Scott and Dave made our day on the boat a blast.

5. LV

   Louie Chelle

   42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

   We had an amazing time on Captain John's yacht! The boat was very nice, spacious, and exactly as described. It was perfect for a group of girls celebrating a college reunion! Captain John helped coordinate and get us set up right before takeoff, then we had Captain Dee and Hussein with us for the ride. They were all great and courteous! FYI - you will need to reach out to their list of captains to confirm (this was told to us the week of), but honestly, it sounded like they made sure someone was available regardless, so likely a formality. Definitely would book again for future Chicago trips!

6. SK

   Shahzeb

   Good Vibes Only Aboard This Spacious 34’ Silverton Yacht

   This was a very fun experience! The boat was super nice and had a lot of space for our group to spread out. Booking was very easy and Candice was very accommodating of our time. Would definitely book again!