Tyler Brown

My wife and I recently spent an evening with SailingChi for our wedding anniversary. Couldn't have asked for a more memorable experience sailing in The Guppy along the Chicago coast! If you want a small business, personal experience, without all of the booking agencies and lines... This is the w... View more

in the last week

Atticus Sondy

Best charter experience in all of Chicago! Charlie hosted us last minute and it was better than anything I could have ever asked for. Had an absolute blast and it was a memory we will never forget!

in the last week

Laura Hernandez Muriel

Beautiful sailboat and amazing experience. We really enjoyed sailing on the Guppy! 🫶🏼🙌🏽 Charlie is a great host!

in the last week

Sid

SailingChi was a great experience. Charles took us out for a few hours on a saturday night. He was very professional, easy to talk to and spent a lot of time explaining how everything works - which I really appreciated. We caught the fireworks on the way back and it was absolutely stunning - high... View more

3 weeks ago

Sammie Memije

Charles went above and beyond to accommodate me and my friends on a beautiful Sunday afternoon! We had the best time and it was an amazing first boat experience in Chicago!

a month ago