Great sailboat rentals near Chicago, Illinois.

Sailing Reviews in Chicago

1. SN

   Sergey

   Private Cruise onboard Hunter Legend Sailboat in Chicago

   We (myself and 5 of my friends) had a private boat tour with Captain Mitch, and it was a greta experience. We did plenty of swimming in the open lake (outside the harbor) and did a quick tour along the shoreline. Mitch is very knowledgeable about the lake and the city, and many other things - it was both entertaining and educational to chat with him. Highly recommend!

2. AS

   ARIYA

   Private Cruise onboard Hunter Legend Sailboat in Chicago

   We had an amazing time sailing around Lake Michigan with Captain Mitch! The marina was super easy to locate/get to, the boat was the perfect size for our group of four, and we really enjoyed our time on the water. I would highly recommend booking a trip with 3rd Coast!

3. AK

   Augusta

   Private Cruise onboard Hunter Legend Sailboat in Chicago

   We had a great first experience sailing with Capt. Will and Justin, we felt safe and all our needs and preferences were accommodated, we had great views of the skyline, and the crew had a lot of knowledge and stories to share. Would absolutely do this again!

4. BJ

   Brittany

   Private Cruise onboard Hunter Legend Sailboat in Chicago

   Wonderful experience on the boat! We loved it from start to finish. The whole crew was friendly and hospitable. We all felt safe and secure and our journey on the lake was nothing short of beautiful. Everyone described it as a perfect day! Book with this crew if you’re interested in a welcoming, warm and accommodating experience tailored for your wants. Highly recommended.

5. 

   S

   Private Cruise onboard Hunter Legend Sailboat in Chicago

   One of my favorite experiences out on Lake Michigan! In my opinion, there is no better way to see Chicago than at sunset on a sailboat. Captain and deck hand were professional, friendly, fun - and were part of what made the trip so special. Thank you!!

6. SB

   Susan

   Air & Water Show, SCENE Party, Fireworks, Concerts and MORE! 8-13ppl Bareboat

   I would absolutely recommend everything about this experience. The boat was beautiful and very spacious. Captain Russell was wonderful to work with, very professional and a great communicator. Captain Brian was excellent at navigating wind and choppy water and was so much fun to have aboard with our group. Thank you again for a wonderful time!