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Open today: 9:00 AM - 11:30 PM
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Review Highlights
An awesome day!

We couldn't be happier with our experience! Definitely recommend using Windy City Sailing for a day... read more

Review collected in partnership with this attraction

Reviewed 1 week ago
Monica K
Wonderful Anniversary Celebration!

My sisters and I surprised our parents for their 30th anniversary and it could not have been a... read more

Review collected in partnership with this attraction

Reviewed 1 week ago
edecraene4
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Chicago, Illinois
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Travelers talk about
“captain mike”(5 reviews)
“lake michigan”(6 reviews)
About
Windy City Sailing provides World-Class sailing and power yacht charters for recreational, romantic and educational experiences to individuals and small groups. Experience the thrill of sailing and Chicago sightseeing with United States Coast Guard...more
Open Now
Hours Today: 9:00 AM - 11:30 PM
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Suggested duration: 2-3 hours
Contact
3600 Recreation Dr, Belmont Harbor, Chicago, IL 60613-6155
Website
+1 773-868-0096
Reviews (34)
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1 - 10 of 33 reviews
Reviewed 1 week ago

We couldn't be happier with our experience! Definitely recommend using Windy City Sailing for a day out in the water.

Review collected in partnership with this attraction
Thank Monica K
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded 1 week ago

Thank you! Hope to sail with you again :)

Reviewed 1 week ago

My sisters and I surprised our parents for their 30th anniversary and it could not have been a better night! Seeing the Wednesday night fireworks was fabulous and the views of the skyline were unbeatable. Captain Mike and Lori we’re wonderful and helped make the...More

Review collected in partnership with this attraction
1  Thank edecraene4
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded 1 week ago

Thank you for your review :) Hope to sail with you again!

Reviewed 4 weeks ago

Excellent service and very accommodating. Captain Mike was excellent, we enjoyed the day. Overall from the time we booked and paid they made the entire process easy to understand. We would recommend Windy City Sailing over all the others!

Review collected in partnership with this attraction
Thank mikemeierkort
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded 4 weeks ago

Hope to sail with you again :)

Reviewed July 2, 2018

We had an extraordinary evening with Captain Mike and First Mate Laurie on the Nebula, a beautiful vessel. We felt very safe with Capt. Mike; he's very skilled and is Coast Guard certified. This delightful couple were very accommodating with our birthday celebration preparations and...More

Review collected in partnership with this attraction
Thank Melanie H
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded July 3, 2018

Thank you! Sounds like a great celebration. We hope to sail with you again.

Reviewed March 20, 2018 via mobile

We used WCS late last summer for a Saturday evening cruise. From booking the event to finishing our last drinks at the harbor Joe and crew were awesome. Very easy going and polite. You don’t even know they are there but they’ll tell you anything...More

Thank David W
Reviewed September 27, 2017

The Nebula is a beautiful boat and we had a great day. Captain Mike is a good guy, very knowledgeable and accommodating.

Review collected in partnership with this attraction
Thank _mmrich01
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded October 3, 2017

Thank you for your review, we hope to sail with you again very soon!!

Reviewed September 18, 2017

I would highly recommend Windy City Sailing. We booked the sailboat for two hours on Saturday afternoon for my daughter's bachelorette party weekend. Edwina was fantastic to work with... everything from providing information, to booking, to communication. My daughter also said the captain did a...More

Review collected in partnership with this attraction
Thank beezerritter
Edwina312, General Manager at Windy City Sailing, responded to this reviewResponded September 20, 2017

So happy your daughter enjoyed her special weekend and shared her joy with us! Hope to sail with you in the future!!!!

Reviewed August 26, 2017 via mobile

We enjoyed a great morning on the lake. A little to cool and wavy to swim but we so enjoyed being on the water and having captain mike being on control of steering and sails. We just got to relax, talk and enjoy the beautiful...More

Thank mark N
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded August 28, 2017

Thank you Mark! Glad we could accommodate you and your group....we look forward to sailing with you again!

Reviewed August 15, 2017

Had a great experience on the Nebula, owned by Windy City Sailing ("WCS"). We chartered the boat for 3 hours and it was just an overall fun time for everyone and of course it helped that the weather was perfect. I would absolutely recommend anyone...More

Review collected in partnership with this attraction
Thank Luzmarina L
Edwina312, Front Office Manager at Windy City Sailing, responded to this reviewResponded August 17, 2017

Thank you Luzmarina....looking forward to sailing with you again!

Reviewed August 6, 2017 via mobile

Our family of 6 had an exceptional time on the water with Captain Marty and First Mate Diane. From providing the basics for the first timers and adding considerable knowledge to the more experienced sailors, the crew made sure fun was had by all and...More

2  Thank Jared W
Edwina312, Public Relations Manager at Windy City Sailing, responded to this reviewResponded August 8, 2017

Glad you had an exceptional time! Please plan on another sail soon...so nice to have you and your family aboard!!

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Questions & Answers
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Edward K
August 2, 2016|
Answer
Response from Edwina312 | Property representative |
Thank you for your interest. Our weekday rate is $200 per hour for 6 passengers. Please give me a call for further information. 773-868-0096 Edwina
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