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Birthday Sailing Charter

Simply going out to eat for your birthday celebration is getting old. So, add a new, exciting flair to your next party by taking you and your guests on a private birthday sailing charter. Regardless of your setting, whether in front of a Chicago sunset or during a fireworks show, our crew will ensure the birthday charter is smooth and enjoyable. A birthday sailing cruise is simple, charming, and EXTREMELY memorable.

Family on the Nebula, bareboat charter with Windy City Sailing

About Our Yacht

Our yacht, a 40-foot sloop, is an intimate yet luxurious way to celebrate. Below deck, it provides a full kitchen galley, salon, and two full staterooms. Above, the Nebula has a spacious foredeck, cockpit, and bow area that gives our guests plenty of room to kick back, relax, and enjoy their cruise.

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FIVE STAR RATINGS ON TRIPADVISOR AND GOOGLE

WINDY CITY SAILING HAS PROUDLY BEEN OFFERING EXCEPTIONAL SERVICE FOR TWO DECADES, AND WE HAVE SATISFIED RETURNING CUSTOMERS TO PROVE IT!

Frequently Asked Sailing Questions

About Our Captains

Our US Coast Guard licensed captains will sail you along Chicago’s skyline in style. Some of our guests enjoy hearing interesting facts about Lake Michigan and our city’s history. But others prefer to enjoy the intimate setting without interruption. Either way, our captain and crew are here to cater to your wishes and ensure that you enjoy every moment of your anniversary charter. 

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