Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. LW

   Leteshia

   Beautiful Four Winns 225 Sundowner Boat w/Big Sound System

   WOW! My birthday boating experience couldn’t have been any greater! Starting with him showing up on time and already having everything ready to go for us and everything was soo nice and clean ! The speaker system was amazing, he was very Courteous and had real genuine good vibes! The scenery was EVERYTHING! I would highly recommend booking him ! He even captured some pictures and videos of us and everything turned out PERFECT! Thanks Samuel my birthday has been made 🙂 DEFINITELY BOOK HIM!

2. HK

   Hawwa

   Beautiful Four Winns 225 Sundowner Boat w/Big Sound System

   Had an amazing experience with him. He was honestly the best person I’ve rented a boat from and from now on will only be renting from him. He was so easy to work with and so accommodating and caring. 10/10 experience. And I loved the boat as well!!

3. dr

   david

   Set Sail with 36' Sailing Boat in Downtown, Chicago

   Went on a 3 hour cruise with Captain Dawn and Ted and wow did we have a great time. It’s well worth it to see Chicago from the lake, and no better way to get out on the water than on a sailboat. Will definitely reach out to this group again when I return to Chicago.

4. RJ

   Robert

   Set Sail with 36' Sailing Boat in Downtown, Chicago

   Ray and Cassidy were great! We didn't have a planned route or destination so Ray chose his own and it was incredible! The views were amazing and we had the best seats in the house to the Air and Water show! Ray and Cassidy were both friendly and knowledgeable through the whole experience. We couldn't have asked for a better crew! The boat was beautiful and a couple of us even had a chance to steer it. All around amazing.

5. BG

   Bradley

   Set Sail with 36' Sailing Boat in Downtown, Chicago

   Ray and Cassidy were very friendly, and allowed us to help sail the vessel as we requested. Ray is very qualified and enjoys sailing. I'm sure we could have laid back and relaxed as they did all of the work, but I think our experience was much better for having been more involved. Thanks, and we'll definitely use Ray again if we are back in the area and have the chance!

6. 

   Beth

   Set Sail with 36' Sailing Boat in Downtown, Chicago

   I can’t say enough for how great my experience was with Captain Ray, Captain Dawn and Captain Ted. From the initial booking all the way through the actual sailing, they were responsive, accommodating and amazing to work with. My fiancé and I did our engagement photos aboard Siren Song and the experience and photos exceeded everything I dreamed this day and these photos could be. Highly recommend!