Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. TF

   Todd

   Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

   This is the boat to book for a sweet sailing experience in Chicago. Super family friendly. Ocean-worthy vessel and Capt Bob and Gabby have been all over the hemisphere with it. They're more than willing to share as much knowledge as you'd like to know. I even pulled up the main sail! Bob and Gabby were great with our young children. Just wonderful people. Swimming spot they chose was excellent. If you're looking for the real deal, this is it. Loved hearing their stories about open ocean sailing and traversing the Caribbean Islands. Kids loved the aqua chair floaty. Worth every penny and more.

2. HC

   Hazel

   Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

   Bob and his wife Gabby are amazing. We had so much fun with them. The boat is gorgeous and Bob is clearly a seasoned captain. Thanks again!

3. AS

   Andy

   Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

   What a wonderful time out on beautiful lake Michigan with Captain Bob! First time my family and I have been on a sailboat and we learned so much! The views of the city coupled with the hospitality onboard made it a day to remember for sure! A+ Highly recommend!

4. LP

   Lijana

   55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand

   We rented this boat for our 30th anniversary and it was better than we hoped! How lucky we were to find Robert B. His boat is beautiful, very clean, perfect for the party of 12 people. And he was so nice to give us the parking pass to be dropped right next to the boat. Thank you so much! We highly recommend this vessel to anybody who wants to have a great time! Lijana and Peter Paulettti ❤️❤️❤️

5. CS

   Carlie

   55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand

   We had an incredible time on the Wet Dream for my bachelorette party! The experience was unforgettable, thanks to our amazing captain Jamie and his deckhand Johnnie. They went above and beyond to make our day special, even rescuing my sunglasses when they fell into the lake. Such fantastic guys and an unforgettable day!

6. AS

   Adam

   55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand

   Robert's boat was exactly as advertised if not nicer than the photos. Our group had a great trip all around and really enjoyed both the vessel and Captain Jamie who came highly recommended and knew the boat and waters extremely well. Would book again and recommend to friends.