Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"





Description
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 ages! You can join our friendly crew, to help raise one of the many sails on Windy, or just relax, and let others do the work! Windy has a full bar, and a gift shop, to help you enjoy the sail.
Tour Options
Itinerary
You'll enjoy a quiet sail, on Tall Ship Windy, while taking in the great views of Chicago famous skyline from the lake!
Great view from the lake, and you will also board and return here.
We will be sailing on Lake Michigan!
Highlights
What's included
Traveller Ratings
Important Information
- Service animals allowed
- Public transportation options are available nearby
- Travelers should have at least a moderate level of physical fitness
Reviews(24)
It was a heat wave in Chicago but the Windy was an awesome time! Very windy on the lake but the crew were amazing! Everyone did a great job and let people help raise the sails and explained everything. Highly recommend!
Friendly and knowledgeable Captain and crew. I had the opportunity to host the sails and take the helm and they even helped with pictures.
Awesome fun relaxing the crew was hilarious. Kid friendly big sailboat lots of room. Really good experience! We will be back
Great day on the water! The crew was friendly and helpful. The views of the Chicago skyline were spectacular. Sailing on a tall ship made it even more special, aye matey!
This was a lot of fun. The crew was all very engaging but was all business when it was time to raise or lower the sails. Granted we had a perfectly clear and windy day, but the sailing conditions were perfect. As someone from the east coast, it's hard to fathom that we were on a lake, not the ocean. The only complaint was it could have been longer.
We have done several cruises on Lake Michigan, but this is our first on Tall Ship Windy. It was special. The crew was friendly, patient, helpful, efficient and FUN (especially with and for kids), but it is the actual sailing that sets this cruise apart from the others. A wonderful trip that we may well repeat next season.
Went a part of my 70th birthday celebration and to also show my 3 1/2 year old grandson the ship. Could not have been happier. Crew is amazing. They looked after me to make sure I was OK and treated my grandson like he was a VIP. Would recommend for everyone. Great stories also.
Very friendly and knowledgeable crew. Clean and well-kept ship. Learned a few things about the ship, sailing and Chicago. Outstanding views of the Chicago skyline. Highly recommend!
We loved the short but real sail beyond the breakwater and lighthouse. I was able to help raise the sails and enjoyed seeing the other sailboats on the water as well as the Navy Pier. Fun crew, decent drinks. Saw the fireworks from the pier afterwards
What a great sail. Nice ship. Nice crew. Great experience. It’s a little pricey, but views of skyline are priceless!



