Chicago Date Night

A Virgin Experience Gifts Collection

From: $199
Price: $199


Give the gift of romance with a handpicked selection of our favorite experiences for couples.


Your recipient selects their dream date and books a time convenient for them.


Go out, have fun, and create a memory to last a lifetime!

Let Them Choose Their Perfect Date!

Take the guesswork out of gift-giving and let your friend or loved one choose their perfect date with this Chicago Date Night collection! 

Our handpicked selection of top-rated experiences for two allows the happy couple to select the experience of their choice and book a date convenient for them.

Whether seeking a picturesque sunset paddle or an adrenaline-filled adventure to remember - this Date Night gift has something for every type of couple!

No - This Date Night gift is different from our other experience vouchers because you are giving your recipient the gift of choice! We have handpicked a collection of our top-rated experiences for couples and your recipient can choose which experience they would like to do and when.

Of course if your recipient chooses to do an experience not included in the Date Night Collection, they are welcome to exchange this gift and apply the monetary value of the voucher toward any other experience on our site.

Absolutely! The value of this package can be applied towards any experience on the site. To exchange, click on the "My Vouchers" tab in your account.  

No, but some experiences included do have differing guidelines for things like age, weight, and height. Please be mindful of these restrictions when choosing your perfect date!

No problem! Your recipient will have the balance to use for future bookings toward any experience on the site. 

360 Observation Deck Anytime Entry

Admission for 2

Guided Cheese Tasting at the Beautiful Rind

Tasting for 2

Prohibition Cocktail Tour

Tour for 2

360 Chicago Observation Deck Admission and Architecture Cruise for Two

Admission + Cruise for 2

KOVAL Distillery Tour and Tasting for Two with Souvenir Glass

Tour + Tasting for 2

Historic and Architectural Cruise on a Chicago Fireboat

Cruise for 2

River & Lake Architectural Cruise

Cruise for 2

Downtown Donut Tour

Tour for 2

Interactive Candle-Making Class

Class for 2

Legendary Chicago Pizza Tour

For 2

Architectural Kayak Tour

Tour for 2

Spray Paint and Sip Experience

Experience for 2

Private Art Lessons

Two 2-Hour Classes for 2

Bikes, Bites, and Brews Tour - North Side Route

Tour for 2

Murder Mystery Dinner Show

Dinner for 2

60-Minute Game at Immersive Gamebox

60-Minute Game for 2

Sunset Kayak Tour

Tour for 2

Ultimate City Bike Tour

Tour for 2

River North Food Tour

Tour for 2

Fireworks Kayak Tour

Tour for 2

Weekend Climbing Course and Zipline Adventure

Adventure for 2

Chicago River Architecture Cruise From Michigan Avenue

Cruise for 2

Chicago Haunted Booze and Boos Tour

Tour + Pub Crawl for 2

Ultimate Chicago Food & Bike Tour

Tour for 2

Chinatown Food & Culture Tour

Tour for 2

Lakefront Speedboat Tour

Ride for 2

Private Art Lessons

One 2-Hour Workshop for 2

Fireworks Adventure Aboard Historic Fireboat

Adventure for 2

Escape Room

Escape Room for 2

Chicago Walking Food Tour

Tour for 2

Weekend Admission to The Forge Adventure Park

Adventure Park for 2

Chicago Secret Food Tour

Tour for 2

Kayak Tour at Night

Tour for 2

Downtown Chicago TV and Movie Sites Tour

Tour for 2

Best of the West Brewery Excursion

Excursion for 2

Below are 165 reviews from experiences included in this collection:

Guided Cheese Tasting at the Beautiful Rind Chicago Date Night Jan 08, 2024 By: Lindsay F
Great cheese and wine! Well worth it!
Prohibition Cocktail Tour Chicago Date Night Dec 05, 2023 By: Samm Z
Our guide was not only super knowledgeable but a lot of fun! I’d highly recommend this to friends.
Murder Mystery Dinner Show Chicago Date Night Dec 01, 2023 By: Hector C
marginal food, cheesy entertainment, poor execution killer reveal.
Response from Virgin Experience Gifts
Hello Hector,  Thanks for contacting us about recent experience with our partner. It wasn’t our intention to disappoint you.  But we feel fully responsible for what happened and for any inconvenience, this may have caused you. If you have other concerns or additional feedback, please don’t hesitate to reach out to our customer service team. 
Legendary Chicago Pizza Tour Chicago Date Night Nov 01, 2023 By: Charity R
So much fun! Hands down the best way to experience pizza in Chicago. Emphasizes all local establishments and introduced us to restaurants we would have never known about otherwise. Definitely recommend!
Legendary Chicago Pizza Tour Chicago Date Night Nov 01, 2023 By: Veronica T
Very knowledgeable guide! Great transportation. Plenty to eat!
View More Reviews:
$199 Chicago Date Night