On A Boat Sailing offers a polished, easygoing way to experience Chicago from the water. Based at Navy Pier Marina, they create private Lake Michigan charters designed for everything from birthdays and bachelorette parties to roma...
On A Boat Sailing offers a polished, easygoing way to experience Chicago from the water. Based at Navy Pier Marina, they create private Lake Michigan charters designed for everything from birthdays and bachelorette parties to roma...
Had the best time! Loved sailing on Lake Michigan on this fancy sailboat. Captain Greg is super accommodating too, helping make the experience very smooth. We also picked up catering from Reunion on the Southeast corner of the pier. Definitely making it very easy to feed our guests! Can't wait to try again but it will have to be on a Wednesday or Saturday night so we can get some shots of the fireworks!
Jonathan Garcia
June 24, 2026
Had the best time! Loved sailing on Lake Michigan on this fancy sailboat. Captain Greg is super accommodating too, helping make the experience very smooth. We also picked up catering from Reunion on the Southeast corner of the pier. Definitely making it very easy to feed our guests! Can't wait to try again but it will have to be on a Wednesday or Saturday night so we can get some shots of the fireworks!
Jonathan Garcia
June 24, 2026