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About Chicago Sailboat and Yacht Charters
Chicago Sailboat Charters offers premium, private sailboat and yacht charters on Lake Michigan. We specialize in captained boat rentals with transparent, all-inclusive pricing, and no hidden fees. Departing from Chicago’s top harbors, our experienced captains and professional crew deliver first-class experiences for families, groups of friends, birthdays, bachelor and bachelorette parties, corporate outings, and special occasions. Enjoy skyline views, smooth sailing, and a stress-free experience designed around comfort, safety, and exceptional service.
About Chicago Sailboat and Yacht Charters
Chicago Sailboat Charters offers premium, private sailboat and yacht charters on Lake Michigan. We specialize in captained boat rentals with transparent, all-inclusive pricing, and no hidden fees. Departing from Chicago’s top harbors, our experienced captains and professional crew deliver first-c...
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(3) Reviews for this company
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5 Stars
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Agatsal S
We had a fantastic time with Chicago Sailboat Charters. Captain Rob and Jill were excellent hosts, tailoring the trip to our family’s wishes. We enjoyed some swimming and had a wonderful outing. Highly recommended!
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Sierra Clear
We had a fantastic time on a sunset sail with Captain Bill! He was accommodating, personable, and truly a pleasure to ride along with. We brought snacks and drinks, he provided a speaker for music and took us out on such a beautiful sail on … More
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Michelle Stavrou
We had the most perfect day with family and friends! The weather was perfect, views amazing plus as a bonus the air show practice was part of our spectacular day! This was the most organized and professional company to plan this event! We will be back every Summer now! Thank you so much!!
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Reviews
(3) Reviews for this company
1 Stars
(0)
2 Stars
(0)
3 Stars
(0)
4 Stars
(0)
5 Stars
(3)
M
Michelle Stavrou
We had the most perfect day with family and friends! The weather was perfect, views amazing plus as a bonus the air show practice was part of our spectacular day! This was the most organized and professional company to plan this event! We will be back every Summer now! Thank you so much!!
S
Sierra Clear
We had a fantastic time on a sunset sail with Captain Bill! He was accommodating, personable, and truly a pleasure to ride along with. We brought snacks and drinks, he provided a speaker for music and took us out on such a beautiful sail on … More
A
Agatsal S
We had a fantastic time with Chicago Sailboat Charters. Captain Rob and Jill were excellent hosts, tailoring the trip to our family’s wishes. We enjoyed some swimming and had a wonderful outing. Highly recommended!
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