Sail Lake Michigan for sweeping views of Chicago’s skyline
75 minutes
Lake Michigan sail, skyline views
Step aboard Tall Ship Windy for a leisurely sail on Lake Michigan. Explore Chicago’s shoreline and see the city from the water.
All sales are final. Sails operate rain or shine. No-shows are not eligible for rescheduling or refunds. Arrive at least 30 minutes before departure or risk forfeiture.
Product ID: VK6USR
You must be able to walk up and down 6 steps. Wheelchairs and rolling walkers cannot be used aboard, and guests with restricted mobility are limited to the main deck for safety.
The sail operates rain or shine, though the captain may postpone departure for up to 15 minutes during passing inclement weather.
A credit-card processing fee applies. Clarify the amount with Greetwell before booking.
Tall Ship Windy, South Dock, Navy Pier, 600 East Grand Avenue, Chicago, IL 60611
We were on the Windy for 2026 4th of July fireworks. Great experience with a friendly and skilled crew. We will likely be back for future events.
Eddie
July 6, 2026
We were on the Windy for 2026 4th of July fireworks. Great experience with a friendly and skilled crew. We will likely be back for future events.
Eddie
July 6, 2026
Sail Lake Michigan with live blues from Michael Charles and his band
See Chicago’s skyline from Lake Michigan on an evening sail
Watch Navy Pier fireworks from the water with Chicago skyline views
90-minute group sail for Navy Pier fireworks and Chicago skyline views
Ride a new 2026 Yamaha cruiser along Chicago's lakefront