Boat Rentals Near You

Local Reviews

1. cf

   carolynn

   Sail & Swim from a Luxury Sailing Yacht

   This is an iconic trip in Chicago. I have always been on the river walk or on a kayak looking at people boats and thought "Those lucky kids." So this time I rented a sailboat to go out on the lake- even luckier! The operators are very organized and helpful. Everything was as expected from the site. Communication throughout was excellent. Thanks for lovely and memorable sail. I'm coming back to jump in the lake when the water temperature is a bit warmer :)

2. AH

   Ashlee

   Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

   What an amazing experience! Armand has a beautiful boat with nearly every amenity you need. We had some slight changes with our schedule, but our captains, Matt & Craig every step of the way. Special shout out to Captain Matt! He was an amazing host, especially to our guests who weren't feeling well or who just needed to talk. The vibes were amazing, and everyone had a 10/10 time on the boat. Can't wait to hopefully book again this summer.

3. M

   Mark

   Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.

   Another Great Day on the Water This was my second trip with Captain Russell, and it won’t be my last. The boat is better than advertised — super clean and comfortable. Captain Russell just makes it easy. He knows what he’s doing, keeps everything relaxed, and makes you feel like you’ve got your own personal captain for the day. Always a great time out on the lake with him.

4. KS

   Kathleen

   Li'l Red, Crownline CR250 Cabin Cruiser.

   Ariel was responsive and ensured we still got out and had a great day on the water, despite emergency circumstances that easily could have ruined the day. I very much recommend the experience.

5. DV

   Danielle

   Sail & Swim from a Luxury Sailing Yacht

   We had a great experience with Captain Greg. The boat was very nice and clean, and we had a great sunset sail! Our kids loved their first sailing experience. Captain Greg even taught my 9 year old how to steer and let all 3 kiddos help with hoisting the sails. Couldn’t have asked for a better night in Chicago!

6. LM

   Lara

   31' Captained Sea Ray Sundancer, Fun in Chicago Aboard

   Saulius and his wife were great hosts! The boat was perfect, exactly what we were looking for. Will definitely go back!