Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. HW

   Hector

   May, 2024

   Set Sail with 36' Sailing Boat in Downtown, Chicago

   Very professional and yet easygoing captain. Boat was very nice - in excellent shape and well maintained. Highly recommend! We will be back again.

2. OW

   Owen

   September, 2023

   Amazing Party Trips on 34ft Cruiser in Chicago

   Very friendly captain and crew. The communication was great too. The overall experience was very fun! The captain was very professional and experienced. The vessel was a bit old in terms of design, which did not stop us from having fun, but just in case someone was expecting something fancy.

3. ML

   Magda

   August, 2023

   Amazing Party Trips on 34ft Cruiser in Chicago

   Our group of 16 had a great time on the boat! There is space for a few people to sit on the upper deck/crow's nest of the boat so with that the boat felt spacious for all of us. We rented a floaties (inner tubes) from Captain Al which were great and the bluetooth speaker was amazing and could get so loud!

4. LM

   Liz

   July, 2023

   Amazing Party Trips on 34ft Cruiser in Chicago

   We did a 3 hour boat ride with a group of 15 for a bachelorette party. We had a great time! There's counter space for us to set up our food, plenty of cooler storage for drinks, and when the waters were really choppy they recommended a different spot that was more calm. My only watchout is that floaties and ice were extra, so bring more cash than you think you need.

5. BL

   Ben

   July, 2023

   Amazing Party Trips on 34ft Cruiser in Chicago

   Great boat rental for a larger group. Al’s boat is a fishing charter but he was able to accommodate our group that just wanted to cruise around the lake and anchor in the playpen. He had tubes and other floats available to rent for the day that made the trip a fun experience.

6. ER

   Esteban

   September, 2022

   Amazing Party Trips on 34ft Cruiser in Chicago

   Al and Chris do a great job - we had originally booked them to go on the Playpen, but due to weather, ended up going down the river. It was still a great experience and they had everything set up and ready for us to go. Just make sure you bring cash for your captain's fee ahead of time. I would recommend Capt. Al's boat!