Mason Davis

in the last week

Tamara Herber

Just charter with Charles (seriously he is the best!). You will have an unforgettable experience! He was accomadating, kind, “the best” photographer, personal tour guide and so much more! You will not be disappointed! SailingChi will make your time on the lake one you will not forget.

in the last week

Casey Hinkle

We had a blast with Captain Charles! Guppy is an awesome boat and Charles makes every sail fun and customized to how your group wants to spend the day. 10 out of 10 recommend!!

in the last week

Ashley Holbrook

If you're looking for an amazing sailing experience during the Chicago summers, SailingChi is the way to go! From start to finish, our captains were incredibly enthusiastic, welcoming, and genuinely committed to making sure everyone had an amazing time. Their hospitality made us feel like valued ... View more

in the last week

Clark Johnson

I’ve been out with Capt Charles and Guppy twice now. Great experience—so cool seeing the greatest skyline in the world from out in the lake. Also fun to swim off the boat. Highly recommend!

a week ago