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TESTIMONIALS
About Windy City Sailing
"This was about the best birthday party venue that could be for my granddaughter’s 17th birthday. Capt. Mike and 1st Mate Lori did everything possible to assure this would be a fun and memorable sailing experience for Katie, her friends, mom and grandma. Thank you to the whole team and the Nebula for doing what you do ….. so well!
I highly recommend Windy City Sailing, Inc. to deliver unforgettable fun!"
Roberta W.
"This is the third year in a row that my friends and I have chartered a trip on the Nebula and it has been a perfect experience every single time! The boat is maintained in great condition and Edwina and Joe were super helpful whenever we have had questions. I highly encourage anyone who wants to charter a boat on Lake Michigan to reach out to this group."
Sam C.
"Wonderful experience with Captain Joe! From planning to day of, and afterwards, the experience booking with Windy City Sailing was exceptional and my friends and I had a memorable day on Lake Michigan. Thank you so much again! Can't wait to book for next year!"
Mary K.
"Look no further ! Hands down the absolute best Chicago boating experience under the command of Capitán Joe. Professional, knowledgeable, and experienced; what an incredible voyage. Conveniently launches from Belmont harbor. Looking forward to a return trip. Already recommending to all my friends and family."
Henry C.
"Absolutely magical time! Captain Joe is first class!"
Colleen C.
"Had an incredible time! Mike Beale is the best. Highly recommend using Windy City Sailing."
Michael D.
"Windy City Sailing always exceeds expectations. My family and I look forward to our annual sailing trip w/ Captain Joe and his crew. Even just unplugging on a three hour tour beats some week long vacations we’ve taken in terms of the chill factor. Our family and friends pretty much compete every year to be the lucky ones who get invited to join us. Our favorite one is the Air & Water Show a couple years back. Can’t wait for this year’s trip."
Andrew G.
"This was the experience of a lifetime!! My now fiancé proposed to me on a sailboat trip provided by this service. Aside from the obvious best night of my life, the sailing experience itself was like no other! Amazing views, exhilarating feeling, and friendly captains. Totally recommend."
Savannah R.
"Windy City Sailing was a once in a lifetime experience for my friends and I. We went out with dinner n cocktails in hand to see our incredible skyline n fireworks. The staff was professional n very accommodating. Already booked our next trip..... this time we’re doing an over-nighter.
Thank you Windy City.... we had a Blast!"
Christi B.
"Captain Joe gave my friends and me an unforgettable evening on the water! My friends were visiting from Chicago for the first time, and they all said the sail was the most memorable part of their trip. From the moment we stepped aboard, Joe made us feel completely safe and comfortable, even when the lake got a little choppy. He truly went above and beyond by providing blankets, plates, cups, and everything we needed to relax and enjoy the experience. If you're looking for the best way to see the Navy Pier fireworks, I can't recommend booking Captain Joe's evening fireworks sail enough. It was the perfect mix of incredible views, a fun atmosphere, and a captain who genuinely cares about his guests. We'll definitely be back!"
Daniella C.
"Captain Joe and Lori were great! Took us exactly where we wanted to go, very safe and good experience for us."
Bryce
"My four dear friends and I were fortunate enough to choose Windy City Sailing for our weekend getaway last month and everything was perfect. Placing our reservation was made so easy with Edwina. She walked me through all of the pertinent information and gave me ideas for food and drinks to bring aboard. The captain couldn't have been any better, he called out points of interest and made us feel comfortable. My friends and I are already planning next year's cruise. I can't wait."
Janice Z.
"We recently had the pleasure of vacationing in Chicago and made an excellent decision by booking a sailing trip with Windy City Sailing on Nebula. Captain Mike provided exceptional guidance, showcasing the city's stunning sights from Lake Michigan. Notably, our group of five, including four Chicago natives, gained valuable insights from Captain Mike's informative commentary, revealing unfamiliar facts about the city. We highly recommend Windy City Sailing for a fantastic experience exploring Chicago's landmarks from Lake Michigan aboard a luxurious yacht."
Raelene N.
"What a beautiful sail! Couldn't have asked for a more perfect day. And Captain Mike was the BEST! Thank you Windy City Sailing for a wonderful day."
Barbara M.
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