Recently voted one of TripAdvisor's top food tours in the US. 

Discover the sweet side of the Windy City on the Underground Donut Tour, Chicago's Delicious Donut Adventure. We'll kick things off at the legendary Doughnut Vault, tucked beside the historic Merchandise Mart, where you'll enjoy one of Chicago's most beloved treats. From there, we'll stroll across the Chicago River, taking in picture-perfect skyline views before heading to a local artisan donut shop crafting fresh, handmade creations daily. As we wind our way through downtown, we'll make our way toward Michigan Avenue, home to two iconic stops. First, indulge in a California-style donut shop bursting with flavors and flair, followed by a visit to Do-Rite Donuts, famous for their creative combinations, seasonal specials, and perfectly glazed classics. Equal parts tasty and scenic, this walking tour is the ultimate way to explore Chicago's flavors, views, and charm. We hope you can join us!

Delicious Donuts & City Sights: Chicago's Original Donut Tour

We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we'll walk the Randolph corridor, learning about the history of Chicago's West Loop, a historic neighborhood which has gone through a series of revitalizations since its days as the industrial backbone of the City of Big Shoulders. We'll sample the wacky, matcha-infused creations of a hidden-gem––Matcha-Cita cafe, where you'll definitely need to pause for a photo-op! We'll enjoy the over-the-top donut stylings of a newcomer shop trying to break onto the scene, Voodoo Donuts, a Portland transplant featuring indulgent flavors and unexpected toppings. Finally, we'll stroll through a magical, old-time brickwork alley laden with beautiful, floral street-art, before emerging at Sawada Coffee, owned by the world renown latte artist, Hiroshi Sawada. Throughout our journey, we'll provide anecdotes and history of each of the locations, the surrounding neighborhood as well as Chicago history in general. 

Delicious Donuts & Sweet Treats: West Loop Walking Tour

Delve into Chicago's one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most prominent neighborhoods of the city and immerse yourself in its tastes and flavors. 

Stroll through the Loop and Millenium Park, wander down the Riverwalk and discover iconic sights and hidden gems from another perspective. 

Get inside Chicago's life through food and connect your heart and soul to the Windy City vibe while tasting classic deep-dish pizza, dipped Italian beef, and Chicago-style hot-dogs.

• Benefit from small-group experience and undivided attention from your local guide
• Savor the classic Chicago eats and get to know the history of their creation
• Witness fascinating art objects, architecture landmarks, and beautiful cityscapes
• Get useful recommendation of where to eat and drink from your guide

Chicago Foods Tour with The Loop, Skyline, Millennium Park

Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding a bike. 

Dive into the atmosphere of the city's movement and combine it with tasting the most delicious and iconic treats of the Chi after whetting your appetite, absorbing the unique beauty of the city.

Discover more sights in a shorter time using a bike
Get a true taste of the City by the Lake following the tips of a local guide
Discover iconic neighborhoods and be entertained with historical insights.
Learn about the peculiarities of local cuisine and its origins.


Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Get ready to experience Chicago in full color with Tea Around Town. Step aboard our signature pink double-decker bus, beautifully adorned with vibrant wildflowers that bring a whimsical touch to the Windy City streets. Sip fine teas, enjoy delicious treats, and sing along with our entertainers as you journey past Chicago's most iconic landmarks—from Millennium Park and the Magnificent Mile to the historic Riverwalk.

Dessert Tours in Chicago

Delicious Donuts & City Sights: Chicago's Original Donut Tour

Delicious Donuts & Sweet Treats: West Loop Walking Tour

Chicago Foods Tour with The Loop, Skyline, Millennium Park

Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Tea Around Town Chicago Tea Bus Experience with City Views