Sailing Trips in Chicago
Top 5 Best Chicago Sailing Trips
Found 3 Sailing Trips activities in Chicago. Sort by Popularity.Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
(4.8 of 26 reviews)
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air! Fun for all ... More
Start From $91.23
Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
-
Chicago
-
Superb26 reviews4.8
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This ....
Start From $91.23
Chicago's Fireworks Show aboard Tall Ship Windy!
(4.7 of 24 reviews)
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in town! Grab a cool drink from our full bar, relax, and enjoy a lei... More
Start From $113.73
Chicago's Fireworks Show aboard Tall Ship Windy!
-
Chicago
-
Superb24 reviews4.7
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Na....
Start From $113.73
Navy Pier Chicago: Private Sailboat Charter with Captain
(5 of 1 review)
On A Boat Sailing offers an all-inclusive, private VIP sailing experience departing from the brand-new Navy Pier Marina in Downtown Chicago. If you appreciate attention to detail, hospitality, and sophisticated service, this is th... More
Free Cancellation
Private Tour
Private Tour
Start From $1,099.00
Navy Pier Chicago: Private Sailboat Charter with Captain
-
Chicago
-
Superb1 review5
On A Boat Sailing offers an all-inclusive, private VIP sailing experience departing from the brand-n....
Free Cancellation
Private Tour
Private Tour
Start From $1,099.00