35 Products

Chicago in a Day Walking Tour: Food, History & Architecture
$101
Book now
Chicago in a Day Walking Tour: Food, History & Architecture
Summary

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable ...

Inclusions
  • Hear stories of Chicago’s past from Prohibition to the Great Fire and immigrant history
  • Led by expert local guides, passionate storytelling from true Chicago insiders
  • Visit Millennium Park and snap photos at the famous Bean
  • Explore top sights & hidden gems like Riverwalk, Magnificent Mile, Pedway, Wrigley Building
  • Taste Chicago’s iconic eats, including deep‑dish pizza, Chicago‑style hot dogs, and Italian beef
  • Enjoy a relaxed, small‑group experience (maximum 12 travelers)
  • Travel with purpose on a tour operated by a certified B Corp committed to responsible tourism
Exclusions
  • Gratuity
  • Drinks and additional food
Itinerary
  • The Chicago Theatre
  • Chicago Pedway
  • Chicago River
  • Wrigley Building
  • Tribune Tower
  • Millenium Park
  • Cloud Gate
  • The Loop
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, Is this tour child-friendly? Yes! This tour is suitable for families. Children under 4 years old can join free of charge. A reduced child price applies for children aged 4 to 11., Will food options or portion sizes very? Food offerings and portion sizes may vary depending on the season and the stops visited on the day of the tour. However, the total amount of food included is always designed to equal a full meal., Is this tour suitable for all ages and fitness levels? Yes! This tour is suitable for guests of all ages and fitness levels. Please note that it includes approximately 4.8 to 6.4 km (3-4 miles) of walking. at a relaxed pace with regular stops., Can dietary requirements be accommodated? Vegetarian options are available. Unfortunately, we are unable to accommodate other food allergies or dietary preferences. Please let us know in advance if you require a vegetarian option so we can plan accordingly., What happens if the weather isn’t great? Experiences run rain, shine, or snow, so please dress appropriately for the weather on the day of your tour.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Favorites Ultimate Food and Walking Tour

Chicago Favorites Ultimate Food and Walking Tour

3 hrsEco-FriendlyFree cancellation
$85
Book now
Chicago Favorites Ultimate Food and Walking Tour
Summary

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this iconic Chicago Food Tour! Bobby’s Bike Hike & Food Tours, whose food tours ra...

Inclusions
  • Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
  • Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel bliss in every crunchy bite.
  • Italian Beef Sandwich sample—slow-roasted beef, rich au jus, classic peppers, pure Chicago.
  • Led by a local English-speaking guide who’s passionate about Chicago’s eats, streets, & stories!
  • Receive insider tips on must-see attractions, activities, and culinary delights for your stay
  • See iconic Chicago architecture—from historic gems to modern marvels—while tasting city classics.
  • Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
  • Indulge in the original brownie—rich, fudgy, and born in Chicago(AM only). Other dessert on PM Tours
  • Full Chicago-style hot dog with mustard, relish, onions, pickle, peppers—no ketchup allowed!
Exclusions
  • Hotel pickup and drop-off
  • $10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)
Itinerary
  • Palmer House Hilton Historic Lobby
  • Millennium Park
  • Cloud Gate
  • The Chicago Theatre
  • The Magnificent Mile
  • Historic Water Tower
  • Crown Fountain
  • Wrigley Building
  • Holy Name Cathedral
  • Jay Pritzker Pavilion
  • The Loop
  • Chicago Pedway
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, If you have dietary restrictions, please add a note in the special requirements section when booking, and email us after booking to confirm they can accommodate., Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets., VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+), TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002., Our groups have exclusive VIP access to locations we visit., Operates in all weather conditions, please dress appropriately, Chicago's famous foods are built on grit, hard work, and on the backs of labor. They are not for everyone, so come with an open mind as we visit Chicago hot dog stand, Deep dish pizza joint, Italian Beef sample, and the original brownie..
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago River 90-Minute Architecture Boat Tour

Chicago River 90-Minute Architecture Boat Tour

1.5 hrsFree cancellationLikely to sell out
$37
Book now
Chicago River 90-Minute Architecture Boat Tour
Summary

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on ...

Inclusions
  • Fully enclosed interior with air conditioning, seats, & windows
  • Outside seating available (seating is first come first serve basis)
  • Guided architecture cruise of the historic Chicago River
Exclusions
  • Full bar & snacks (available for purchase)
  • $12 to $15 discounted parking lot connected to marina
Itinerary
  • Wrigley Building
  • Aqua Tower
  • Chicago Chinatown
  • Merchandise Mart
  • Navy Pier
Good to know
  • Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Tour times cannot be changed, Cruises are on rain or shine, Minimum drinking age is 21 years, Please arrive 30 min before your cruise time, Seating is first come first serve. If you have a large group, arrive early, Each guest needs a ticket including children & infants, Refunds will not be issued if tour/activity is missed due to late or non-arrival of cruise ship, Vessel has full bar and restroom, Please take note that parking is about $12.00 - $15.00.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago River 90-Minute Architecture Tour

Chicago River 90-Minute Architecture Tour

1.5 hrsFree cancellationLikely to sell out
$45
Book now
Chicago River 90-Minute Architecture Tour
Summary

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the C...

Inclusions
  • Indoor and outdoor seating available (indoor is climate controlled)
  • Narrated tour on board by professionally trained tour guide.
  • Expert Local Guide
Exclusions
  • Gratuities
Itinerary
  • Wendella
  • Centennial Fountain And Water Arc
  • Merchandise Mart
  • Michigan Avenue Bridge
  • Wrigley Building
  • Chicago Riverwalk
  • Lyric Opera of Chicago
  • Marina City
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, Weapons prohibited by US Coast Guard, Outside alcohol is prohibited, All bags subject to search, Arrive 30 Minutes prior to your departure time., Contact tour operator for wheelchair & ADA access, Indoor and outdoor seating is available on a first come, first served basis, Maps are available with highlights in simplified Chinese. They can picked up per request at the ticket window., Special requests entered at checkout cannot be guaranteed
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

1.5 hrsFree cancellationLikely to sell out
$45
Book now
Chicago Lake and River Architecture Tour
Summary

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close pe...

Inclusions
  • All taxes, fees and handling charges
  • Outdoor and Indoor climate-controlled seating option
  • Local Expert Guide
Exclusions
  • Alcoholic drinks, non-alcoholic drinks, and snacks available for purchase on board
  • Storage
Itinerary
  • Chicago River
  • Lake Michigan
  • Centennial Fountain And Water Arc
  • Merchandise Mart
  • Marina City
  • Michigan Avenue Bridge
  • Wrigley Building
  • Chicago Riverwalk
  • The Lyric Opera House
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Weapons prohibited by US Coast Guard, Outside alcohol is prohibited, All bags are subject to search, Arrive 30 Minutes prior to your departure time, Contact tour operator for wheelchair & ADA access, Indoor and outdoor seating is available on a first come, first served basis, Special requests entered at checkout cannot be guaranteed
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Chicago River 45-Minute Architecture Tour from Magnificent Mile

45 minsFree cancellationLikely to sell out
$28
Book now
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Summary

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop ab...

Inclusions
  • All Fees and Taxes
  • Enclosed climate-controlled lounge/shelter from bad weather
Exclusions
  • Alcoholic, non-alcoholic drinks & snacks available for purchase on board
  • Storage
Itinerary
  • Chicago River
  • Chicago Riverwalk
  • Michigan Avenue Bridge
  • Wrigley Building
  • Merchandise Mart
  • Lyric Opera of Chicago
  • Marina City
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Weapons prohibited by US Coast Guard, Outside alcohol is prohibited, All bags subject to search, Arrive 30 minutes prior to your departure time, Contact tour operator for wheelchair & ADA access, Indoor and outdoor seating is available on a first come, first served basis, Special requests entered at checkout cannot be guaranteed
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Walking Tour: Historic Treasures of Chicago

Chicago Walking Tour: Historic Treasures of Chicago

2 hrsEco-FriendlyFree cancellation
$35
Book now
Chicago Walking Tour: Historic Treasures of Chicago
Summary

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour. After the World's Columbian Exposition of 1893, Chicago was determined t...

Inclusions
  • Admission to the Galleries of the Chicago Architecture Center
  • Narration by a professional and certified guide
  • Walking tour of Chicago Architecture
Exclusions
  • Hotel pick-up or drop-off
  • Storage for luggage or strollers
  • Coat check
Itinerary
  • Wrigley Building
  • Palmer House Hilton Historic Lobby
  • Carbide and Carbon Building
  • Reliance Building
  • Chicago Cultural Center
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels, Access to building interiors featured on this tour may be subject to change, due to weekend and holiday schedules or unforeseen closures., Pets are not allowed.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Sightseeing River and Lake Cruise
$46
Book now
Chicago Sightseeing River and Lake Cruise
Summary

Our popular 90-minute daytime river and lake sightseeing tour delights family members of all ages with incredible views of Chicago's world-renowned buildings and stunning skyline. Lively, knowledgeable tour guides bring Chicago’s rich history to life with fun stories and interesting facts. Relax and...

Inclusions
  • All taxes, fees and handling charges
  • Live commentary on board
Exclusions
  • Food and drinks
Itinerary
  • Chicago River
  • Lake Michigan
  • Navy Pier
  • John Hancock Center
  • Field Museum
  • Shedd Aquarium
  • Adler Planetarium
  • Soldier Field
  • Clarence F. Buckingham Fountain
  • Wrigley Building
  • Marina City
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Suitable for all physical fitness levels, Children must be accompanied by an adult, Operates in all weather conditions, please dress appropriately, Discounted parking available at 111 E. Wacker Drive. Please visit the dockside box office for parking ticket validation
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago: Architecture Boat Tour with Drinks
$42
Book now
Chicago: Architecture Boat Tour with Drinks
Summary

Experience the iconic scenery, skyscrapers, and architecture of Chicago on a guided boat cruise through the heart of the city. Pass by the Willis Tower, Wrigley Building, Tribune Tower, and more.

Chicago Walking Tour: Connecting Past and Present

Chicago Walking Tour: Connecting Past and Present

1.8 hrsEco-FriendlyFree cancellation
$35
Book now
Chicago Walking Tour: Connecting Past and Present
Summary

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions. On this tour, we'll make seven stops in downtown Chi...

Inclusions
  • Admission to the Galleries of the Chicago Architecture Center
  • Walking tour featuring some of Chicago's most famous buildings
  • Narration by a professional and certified guide
Exclusions
  • Coat check
  • Food and drink
  • Storage for luggage and strollers
Itinerary
  • Wrigley Building
  • Daley Center
  • Reliance Building
  • Jay Pritzker Pavilion
Good to know
  • Service animals allowed, Public transportation options are available nearby, Infants and small children can ride in a pram or stroller, All areas and surfaces are wheelchair accessible, Transportation options are wheelchair accessible, Wheelchair accessible, Suitable for all physical fitness levels, Pets are not allowed., The itinerary of this tour is subject to change without notice.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.