Private Lake Michigan sailing and swimming from Navy Pier Marina
4 hours
Up to 12 people
Captain, drinks, snacks
This booking is for the whole experience, which fits up to 12 guests.
Full refund up to 2 weeks before departure; 50% refund up to 48 hours before departure. Full refund if the operator cancels due to lightning or high wind.
Bring a rain jacket or layers for cooler days, boat shoes, sandals, or non-black-soled tennis shoes, and a bathing suit if you plan to swim.
Yes. You may bring your own food and beverages, including beer, wine, champagne, and hard seltzers.
Yes. Every guest in your party must sign the participant waiver before departure.
Navy Pier Marina, 797 E Grand Ave, Chicago, IL 60611
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