Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. AR

   Anastasia

   Downtown Chicago, Party on the Lake!

   Ramsey was great, super communicative leading up to and after our trip! We had Captain Scott who was wonderful as well and despite being cut short due to storms navigated through everything and maximized our time. We all had a great time and would definitely rent from Ramsey again

2. MJ

   Meneka

   Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

   Sailing with Nijole and her husband was an incredible experience! From the start, they were very responsive in communication and flexible with our requested times, even allowing us to extend once on the water. Their knowledge, warmth, and passion for sailing made the trip both safe and fun, with stunning views that we’ll never forget. Highly recommend!

3. VK

   VINOD

   Cpt included. A perfect blend of comfort and adventure aboard Sea Ray Sundancer.

   Diego was a great host. The boat was really clean and well maintained. He followed all the rules and was attentive to us, the surroundings, the other boats the whole time. He wasn't distracted and on his phone like several other captains we have been with. He anchored the boat where we asked and it made for our best air and water show experience (of many years). Highly recommend.

4. GF

   Grace

   28ft. Sea Ray Captained Boat Rental in Chicago

   Just like the namesake of the boat, our experience with Captain Memo was truly Unforgettable. If you are looking to create life long memories with friends, this is the boat for you. Captain Memo was generous and kind and the boat had such a homey vibe. The experience made me feel like I was in a movie, and I recommend this trip to anyone who is looking for a little magic in their lives.

5. RM

   Ross

   Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

   Amazing experience from booking until we finally docked after our adventure. Captain Matt, and the deckhand Joe were extremely professional, cool, and accommodating. The boat was better than expected. It was large, very clean, and it had an exceptional sound system, which was easily connected to Bluetooth. I would 100% book again with this boat.

6. CM

   Connor

   Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

   Fantastic day on the water! The entire process was so smooth and easy to get ready for the rental. Finding a captain was easy and Hayden was phenomenal! He was very clear with what we needed and safety in/around the boat. Will definitely be booking again in the future