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:

Interactive Candle-Making Class Chicago Date Night Jul 28, 2023 By: Iva P
SO much fun! Mo was a blast, and really made the whole process that much more entertaining. Would recommend to anyone. The process is easy to follow, picking out scents is fun and there are a lot of places to grab a drink nearby while you wait for your candle to set!
Chinatown Food & Culture Tour Chicago Date Night Jul 17, 2023 By: JENNIFER B
Great experience! Jeff was awesome and the food was amazing!
Lakefront Speedboat Tour Chicago Date Night Jul 17, 2023 By: Graham H
Good fun!
Prohibition Cocktail Tour Chicago Date Night Jul 17, 2023 By: Patricia N
WONDERFUL! It was such a fun afternoon! The tour was a perfect blend of fun and information. Our tour guide was great ! As native Chicagoans, and one a history teacher we anticipated a good time but not learning what we did. This is a great fit for locals and visitors alike. I can't wait until we have visitors to go again!
Prohibition Cocktail Tour Chicago Date Night Jul 10, 2023 By: Eric S
Very informative and interesting tour. The guide was highly knowledgeable, and very personable!
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$199 Chicago Date Night