(800) 814 COOL Questions? Call Us Now!

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

11 Reviews 4.91 out of 5 stars Based on 11 reviews collected by City Boat Tours and TripAdvisor | Recommended by 100% of reviewers | Chicago, USA

Loading Options
Don't miss out!
On average, this is booked 31 (0) days in advance.

1 hour 15 minutes (approx.)
Mobile ticket
Instant confirmation

Overview

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.

What's Included

  • Restroom on board
  • Snacks
  • Alcoholic beverages Alcoholic Beverages
  • Gratuities
See 3 more

Meeting Location

Meeting point

East Grand Avenue
Chicago, IL 60611, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Chicago Skyline (Pass By)

You'll enjoy a quiet sail, on Tall Ship Windy, while taking in the great views of Chicago famous skyline from the lake!
Read more

Navy Pier (Pass By)

Great view from the lake, and you will also board and return here.
Read more

Lake (Pass By)

We will be sailing on Lake Michigan!
Read more
Show 1 more stop

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • This tour/activity will have a maximum of 150 travelers

Frequently Asked Questions

(7)

Q: Will I get seasick on Sail on Tall Ship Windy, join us for our “Chicago Skyline Sail”?

A: If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy. Read more Feb 2023

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-5560540P2

Traveler Photos

Reviews

4.91
11 reviews

Average 4.91 out of 5 stars based on 11 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
10
4 stars
1
3 stars
0
2 stars
0
1 star
0

Loading Options
Don't miss out!
On average, this is booked 31 (0) days in advance.

Similar Tours & Activities

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

 4 hours 30 minutes  Free Cancellation  Instant Confirmation
from
$89

Chicago Walking Tour: Modern Architecture

Chicago Walking Tour: Modern Architecture

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$35

4 Hours of Chicago City Tour Sedan

4 Hours of Chicago City Tour Sedan

New To The Site!
 4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
from
$640

Chicago Architectural River Cruise

Chicago Architectural River Cruise

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$50

Travelers Who Bought This Tour Also Bought

Chicago River 90-Minute Architecture Tour
Likely to Sell Out

Chicago River 90-Minute Architecture Tour

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$45

Chicago Lake and River Architecture Tour
Likely to Sell Out

Chicago Lake and River Architecture Tour

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$45

Chicago River 45-Minute Architecture Tour from Magnificent Mile
Likely to Sell Out

Chicago River 45-Minute Architecture Tour from Magnificent Mile

 45 minutes  Free Cancellation  Instant Confirmation
from
$28

Chicago Crime and Mob Bus Tour
Likely to Sell Out

Chicago Crime and Mob Bus Tour

 90 to 120 minutes  Free Cancellation  Instant Confirmation
from
$49

What's Included

Activity name

  • Restroom on board
  • Snacks
  • Alcoholic beveragesAlcoholic Beverages
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • This tour/activity will have a maximum of 150 travelers

Report Product Issue

Activity name

Language

Activity name

Currency

Activity name

Free Cancellation

Activity name

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CDT).

Sorting, ranking, and search results

Activity name

City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.