- Urban
- Social
- Food
Chicago Social: Skyscrapers, Sails & Street Beats
- 2 days
- Downtown, Chicago, Illinois, United States
- English
- Destination
- Downtown, Chicago, Illinois, United States
- Duration
- 2 days
- Starting price
- 189 USD
- Group size
- Up to 20 people
- Languages
- English
Your Chicago adventure
Discover the best of Chicago in one unforgettable weekend. From Millennium Park and Navy Pier to deep-dish pizza tastings and rooftop socials — connect with travelers and locals while soaking in the Windy City’s rich culture and stunning skyline.
Adventure highlights
Millennium Park & The Bean
Kick off the experience at the iconic 'Cloud Gate' sculpture and enjoy open-air art and music.
Chicago Riverwalk & Architecture Cruise
Take a boat tour through Chicago’s famed river canyon and learn about its iconic skyline.
Deep-Dish Pizza Tasting & Rooftop Mixer
Enjoy a delicious group meal, followed by drinks and games on a downtown rooftop bar.
Your adventure, stop by stop
3 stops- 1 hour at this stop
Millennium Park & The Bean
Kick off the experience at the iconic 'Cloud Gate' sculpture and enjoy open-air art and music.
- 1.5 hours at this stop
Chicago Riverwalk & Architecture Cruise
Take a boat tour through Chicago’s famed river canyon and learn about its iconic skyline.
- 2 hours at this stop
Deep-Dish Pizza Tasting & Rooftop Mixer
Enjoy a delicious group meal, followed by drinks and games on a downtown rooftop bar.
What’s included
Round Trip Transportation
We will pick you up and drop you off at your hotel.
Professional Guide
A professional guide will accompany you throughout the experience.
Bottled Water
Complimentary bottled water is provided.
Dates & meeting points
Check the app for upcoming dates and meeting details.
Good to know
Things to know
Cancellation policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Cut-off times
Cut-off times are based on the experience's local time.
Minimum travelers
This experience requires a minimum number of travelers. If it's canceled because the minimum isn't met, you'll be offered a different date/experience or a full refund.
What to bring
Comfortable Shoes
We’ll be walking and exploring the city for hours.
Photo ID
Required for bar and rooftop entry.
Weather Gear
Check the weather — Chicago can be hot, cold, or windy!
More about this adventure
Must be 21+
This experience includes nightlife venues that require legal drinking age.
Public Transit Access
Easily accessible via CTA trains and buses.
Dietary Options
Vegetarian and gluten-free pizza options available on request.
Your next adventure
Chicago Social: Skyscrapers, Sails & Street Beats
Check the app for upcoming dates. From 189 USD.