Loading Events
  • bachelorette party in chicago
  • chicago group food tours
  • local wine tasting tour chicago
  • chicago river view

A Sampling of Chicago Desserts

Sweets & Spirits Dessert Walking Tour

Our incredible dessert-and-beverage walking tour is the perfect way to experience everything sweet about Chicago!  You’ll learn all about Chicago’s rich dessert history and taste some of the finest flavors that the Windy City has to offer. Our Sweets & Spirits walking tour is the perfect Chicago walking tour for birthday parties, bachelor/bachelorette parties, girls’ weekends, couples, date nights, or any other sweet celebration.

This tour is totally customizable for your enjoyment—add or subtract stops to best fit your party’s needs! Want to focus on chocolate? Put an emphasis on romance? Let us know and we can craft your perfect afternoon!

Grab your sweethearts and book this private Chicago dessert tour for a guaranteed unforgettable time!

What To Expect

River North is Chicago’s most popular restaurant and nightlife district, home to some of our most highly-esteemed eateries and bars.

Dylan’s Candy Bar, located in the historic Tribune Tower, is one of the largest candy stores in the city and boasts a full-service, candy-focused bar.

Candy-infused cocktails are becoming a global phenomenon, combining the flavors of beloved candies with fine spirits.

Chicago is home to some of the finest gourmet chocolates in the United States, and rich with exotic flavors and influences from all over the world.

The historic Tree Studios Building is located in the heart of the River North neighborhood, and was first established as an artists’ colony in 1894.

Quartino Ristorante is one of the most highly-esteemed Italian restaurants in the city, known for their authentic small plates menu and distinctive vintage decor.

Home to a large sommelier community, there’s no better place for an urban wine tasting than Chicago’s River North neighborhood.

The newly redesigned Chicago Riverwalk is a stunning feat of recreational architecture. The rolling promenade features bike paths, shops, eateries, and plenty of space to relax and watch boats float by.

French Macaroons have become a worldwide sensation, known for their delicate elegance and wide variety of flavors. Chicago is home to some of the United States’ finest macaron bakeries.

Italian pastries like tiramisu are a staple of the Chicago dessert scene, and are served best with some of our fine dessert wines.

Book Our Chicago Chocolate and Dessert Tour Today

Turn date night into an occasion. When you book our dessert tour of Chicago, you can tailor our options to your liking so you get an experience suited to your (and your date’s!) tastes. Plus, with all the walking you do on the tour, you’ll burn off at least some of the calories you take in at the city’s most fabulous dessert and drink destinations.

Our tours are ideal for people of any age and any fitness level. The walking portion perfectly complements the indulgent desserts. Other reasons to book with Bobby’s Bike Hike include:

  • Award-winning service: We have received an award of distinction from Viator.
  • Outstanding value: You can save money when you book in advance on our website.
  • Excellent reputation: We have been the top-rated tour company in Chicago for 10 straight years.

Don’t wait a second longer. Do something different and fantastic on your next date night to show your significant other how imaginative you can be. You will make memories to last a lifetime and you’ll enjoy food and drink you will crave for months to come. Contact us today to book this one of a kind Chicago dessert food tour.

city winery riverwalk tour
dining room at Cruz Blanca in Chicago
chicago riverwalk sign

What Our Customers Are Saying“Loved this tour and would recommend it to anyone! I booked a private tour for my friend’s bachelorette party this past weekend and we had a blast! The guide entertained us and the dessert/beverage samples were perfect! Such a great way to see the city and be active!!”

– Brittany R.  Atlanta, GA

Sweets & Spirits Dessert Walking Tour

Duration: 2.5 hours
Length: 1 mile
Level: Easy
Schedule: Private Groups Only
Age: 21+

(includes Food & Beverage Samples)

Price: Fri-Sun Mon-Thurs
Adults $59.75 $59.75

Reserve Now
Private Tour