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Duration: 2 hours
Package: For 2 People

Overview

Looking for the perfect date night? This wine tasting date night in Chicago’s vibrant River North neighborhood offers the ideal blend of romance, education, and indulgence. Uncover the secrets of winemaking during a guided wine tour, sip on five expertly crafted wines, and finish the evening with a gourmet dinner in a modern, cozy setting.

💡 A memorable date night wine tasting that blends sophistication with fun

🍷 Taste five exquisite Chicago Winery wines (and yes, you can choose favorites to purchase by the bottle of wine)

🎁 Great gift idea for anniversaries, birthdays, or "just because" moments

📍 Prime River North location, ideal for post-dinner strolls

🍽️ Enjoy gourmet dining with a Chef's Whim, a unique version of a charcuterie board, and a $100 dining credit

Availability

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round,
Thursday, Friday, & Saturday

Full description

Experience Highlights:

  • Winemaking Insights: Gain in-depth knowledge about winemaking, from grape sourcing to blending and bottling, guided by experts.
  • Historical Journey: Trace the origins of this winery from Brooklyn to Chicago, uncovering the fascinating story of the winery's growth.
  • Wine Tasting Extravaganza: Enjoy a seated tasting session featuring five exquisite Chicago Winery wines, elevating your wine appreciation.
  • Gourmet Dining: Extend your experience with a dinner reservation and relish a unique Chef's Whim, a delightful twist on a charcuterie board, at the onsite seasonal American restaurant.

Practical information

Any restrictions to participate?

  • Age: 21+ with a valid ID

Who can you accommodate for?

  • Individuals with disabilities: Accessibility for wheelchairs

 

What to expect on the day of the experience?

  • Duration: 2 hours
  • What’s included: 60-minute winery tour and wine tasting of 5 wines. Restaurant reservation following the tour, with a Chef's Whim charcuterie board and a $100 dining credit. 
  • Who will be present: You will have a wine expert with you at all times during the tour and tasting as well as up to 12 additional participants. The dinner is private, just for the two of you!
  • Photo/ video: You can take your own photos.

How to prepare?

  • Weather dependency: This is an indoor experience.
  • Arrival: Plan to arrive 15 minutes in advance.
  • Parking: You can park your vehicle at One W. Superior for $19. Directions and codes will be given after booking.
  • Restrooms: Restrooms are available on site.

FAQs

What’s included in this wine tasting date night, and is dinner part of the experience?
Yes! You’ll enjoy a guided wine tour, a seated wine tasting of five wines, and a Chef’s Whim dinner experience with a $100 dining credit.

Is this a good date night idea for couples looking for something unique and fun?
Absolutely. It’s a fun experience that’s part educational, part indulgent—making it a top-tier date night idea in Chicago.

Do we get to enjoy a glass of wine or bottle of wine during the wine tour?

Yes. Each guest receives five tasting pours. After the tasting, you’re welcome to order your favorite glass of wine or bottle of wine to enjoy with dinner (available for purchase).

Can I choose from different wines during the wine tasting, or is it a set menu?

The tasting includes five pre-selected wines, but you'll learn the secrets behind each and have options to buy your favorites afterward.

What do I need to know before booking this perfect date night experience?

This experience is popular and likely to sell out, so booking in advance is recommended. Dietary accommodations are available, and the dinner reservation follows the tasting. You’ll receive all relevant details—including payment methods and what you need to know—at checkout.

Returns, exchanges and cancellation

Unused Experience Vouchers can be returned within 15 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 48 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 48 hours in advance means losing the value of your experience.

How it works

Find the perfect gift

Choose from 5000+ experience gifts for your recipient - or treat yourself!

Send with ease

Email it to their inbox or yours. Enjoy a free printable voucher or upgrade to a premium gift box.

Book and enjoy

Follow the booking instructions in your email or gift box. We’ll handle the rest!

Duration: 2 hours
Package: For 2 People
Regular price $247
$247 Regular price Sale price
You save $-247

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Here's what others have to say!

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/5

Based on 0 reviews

Diana A

It was an excellent experience. Great wines and the sommelière was awesome! The dinner was wonderful and the team at the restaurant was very friendly.

Glen T.

We had an amazing time on the Date Night Tour at Chicago Winery! The tour was well-organized, and we enjoyed learning about the wine production while tasting some truly excellent wines. The dinner that followed was exquisite—each course complemented the wines perfectly. The staff went above and beyond to make sure we had a great experience. It was such a delightful way to spend an evening together, and we left feeling relaxed and satisfied. Definitely planning to come back with friends!

Karen J.

This Date Night Tour at Chicago Winery exceeded our expectations! The combination of the winery tour, wine tasting, and a fantastic dinner made for a perfect evening. We loved sampling different wines while learning about their unique flavors and the vineyard's history. The dinner was delicious, with thoughtful pairings that enhanced each dish. Our guide was personable and made the experience even more enjoyable. It’s a great way to connect over good food and wine in a beautiful setting. Highly recommend for couples looking for a special night out!

Regular price $247
$247 Regular price Sale price
Save $-247
2 hours For 2 People

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