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 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 163 reviews from experiences included in this collection:

Prohibition Cocktail Tour Chicago Date Night May 20, 2024 By: Amanda B
It was very informative.
Legendary Chicago Pizza Tour Chicago Date Night May 10, 2024 By: Jess S
We had a great time with James on our pizza tour! We loved hearing the history of each restaurant, we're local but hadn't been to Pizano's or Flo & Santos and both were great! Highly recommend, you will not leave hungry!
Spray Paint and Sip Experience Chicago Date Night May 07, 2024 By: Alicsander O
Fantastic eco
Murder Mystery Dinner Show Chicago Date Night Apr 16, 2024 By: Tiffany S
We attended the Murder Mystery dinner show. Was fun, entertaining and we'd recommend this. Minus 1 star for the food not being good; portions were minute.
Chinatown Food & Culture Tour Chicago Date Night Feb 20, 2024 By: Curtis E
Jeff was an excellent and knowledgeable guide. There a group of nine of us and the tour lasted for almost three hours from about 4 to 7. We sampled food at four different restaurants, all of which was delicious. It is a very good experience of learning about food and culture.
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$199 Chicago Date Night