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Windy City Sailing - Private Sails

3600 Recreation Dr, Belmont Harbor, Chicago, IL 60613-6155
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Awesome Evening Cruise

We used WCS late last summer for a Saturday evening cruise. From booking the event to finishing our... read more

Reviewed March 21, 2018
David W
,
Chicago, Illinois
via mobile
Excellent day on lake michigan

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

Review collected in partnership with this attraction

Reviewed September 27, 2017
_mmrich01
,
Buffalo Grove, Illinois
Read all 30 reviews
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PRIVATE SAILING AND POWER YACHT CHARTERS ON THE CHICAGO LAKEFRONT 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 certified captains on our custom yachts. Our charters are personal and private for your group, family or clients. WINDY CITY SAILING PROVIDES THE FOLLOWING SERVICES ON LAKE MICHIGAN: Private Sailboat Charters for 1 – 6 Passengers, our lakefront is the number one “Chicago tourist attraction” Private Power Yacht Charters for 1 – 6 Passengers, cruise the Chicago River and the lakefront! Bed and Breakfast Service on Luxury Sailing Yachts, romantic accommodations paired with sailing in Chicago! Private Firework Charters at Navy Pier, go sailing off the beaten path and end the day with a spectacular overhead fireworks display. Special Events on Chicago’s Lakefront- Jazz Fest, Blues Fest and Taste of Chicago, rent a yacht and arrive in style! July 4th Fireworks – Chicago Air & Water Show both are major Chicago attractions best enjoyed on a Lake Michigan cruise! Celebrations and Once-in-a-Lifetime Events, birthdays, anniversaries, proposals, family reunions, and other very special occasions .
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Open Now
Hours
Hours Today: 9:00 AM - 11:30 PM
Suggested Duration: More than 3 hours
LOCATION
3600 Recreation Dr, Belmont Harbor, Chicago, IL 60613-6155
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"captain mike"
in 5 reviews
"sailing experience"
in 2 reviews
"lake michigan"
in 6 reviews
"nebula"
in 10 reviews
"edwina"
in 8 reviews
"skiing"
in 15 reviews
"charter"
in 5 reviews
"boat"
in 11 reviews
"scheduling"
in 2 reviews
"fun"
in 8 reviews
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1 - 10 of 29 reviews

Reviewed 21 March 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 27 September 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Front Office Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 3 October 2017

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

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Reviewed 19 September 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, General Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 20 September 2017

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

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Reviewed 26 August 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Front Office Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 29 August 2017

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

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Reviewed 16 August 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Front Office Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 17 August 2017

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

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Reviewed 6 August 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Public Relations Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 8 August 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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Reviewed 19 July 2017

Scheduling a reservation was a breeze. The staff is extremely friendly. During our ride Captain Mike and Lori made sure we had everything we needed. Someone in our party started getting sea sick so they made sure to get us to steady waters. We were...More

Review collected in partnership with this attraction
1  Thank Grace M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Guest Relations Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 8 August 2017

Thank you Grace! So happy you had an awesome time. Hope to sail with you again soon!

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Reviewed 5 July 2017

Windy City Sailing is first class. Edwina was easy to work with in planning the sail. Capt. Marty and First Mate Diane were both fun and professional. The expectations of everyone in our group were exceeded. Highly recommend Windy City Sailing.

Review collected in partnership with this attraction
1  Thank kathv120
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Public Relations Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 8 August 2017

Thank you Kathy...come back agin soon!!!!

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Reviewed 15 June 2017

Prompt, professional and friendly. Captian Marty gave extra effort to make sure that our two boys (9 and 11) were engaged and actually had a hands-on learning experience. The boat is well equipped... we brought lunch and had a lovely picnic on the water. It...More

Review collected in partnership with this attraction
1  Thank rodneyb109
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Front Office Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 16 June 2017

Thank you for taking the time to review :) We hope to sail with you again......

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Reviewed 30 September 2016

Captain Marty and his deckhand Alex were phenomenal! Wonderful experience, even thought the swells were 3-4 ft and we had to head in early, Marty still made the evening fun for us! I recommend this company 100% and will use them again! Thank you Windy...More

1  Thank julie k
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Edwina312, Front Office Manager at Windy City Sailing - Private Sails, responded to this reviewResponded 1 October 2016

Thank you Julie and friends...we look forward to sailing with you again :)

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
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Questions & Answers
Edward K
2 August 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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