130 Products

Delicious Donuts & City Sights: Chicago's Original Donut Tour
$70
Book now
Delicious Donuts & City Sights: Chicago's Original Donut Tour
Summary

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 ...

Inclusions
  • Food tasting
Itinerary
  • 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, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, Please advise any specific dietary requirements at time of booking, 100% Money Back Guarantee - If you do not have a good time on the tour, just email us at [email protected] and we will gladly refund your ticket value.
Cancellation Policy

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

High Line and Chelsea Small Group Tour
$39
Book now
High Line and Chelsea Small Group Tour
Summary

Explore the High Line, a cherished repurposed railway in Manhattan's west side, and its surrounding neighborhood, Chelsea, with ExperienceFirst's guided tour. Led by local guides, this top-rated experience offers a unique perspective on the area's architecture and art. Delve into the secrets and l...

Inclusions
  • Visit inside Chelsea Market
  • Professional guide
  • Visit High Line park
  • Guided Tour in the Chelsea and Meatpacking District
Exclusions
  • Food and drinks
Itinerary
  • Chelsea Market
  • Chelsea
  • The High Line
  • Meatpacking District
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, Suitable for all physical fitness levels, A moderate amount of walking is involved. Comfortable walking shoes are recommended, Operates in most weather conditions, please dress appropriately. If canceled due to extreme weather, you will be given the option of an alternative date or full refund
Cancellation Policy

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

Chicago Architecture Center River Cruise aboard First Lady
Summary

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and moder...

Inclusions
  • Local guide (docents)
  • Live commentary on board
  • River sightseeing cruise
  • Climate controlled lower level
Exclusions
  • Drinks & light snacks (available to purchase)
  • Storage for luggage
Itinerary
  • Chicago River
  • Chicago Architecture Center
  • Navy Pier
  • Marina City
  • Merchandise Mart
  • Chicago Mercantile Exchange (CME)
Good to know
  • Wheelchair accessible, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Children must be accompanied by an adult, Not recommended for children younger than 12 years, Operates in all weather conditions, please dress appropriately, IMPORTANT: For safety reasons, motorized scooters and electric wheelchairs cannot be accommodated. Guests who are able to transfer may use the company's manual wheelchair based on availability., WARNING: Tickets are not refundable or transferrable to other departures., Pets are not allowed, IMPORTANT: There is no elevator access to the boat dock., IMPORTANT: Most, but not all, departures are wheelchair accessible, please advise at time of booking if wheelchair assistance is required, All seating is General Admission. Boarding is on a first come, first serve basis, Routes, specific vessels, and schedules are subject to change without notice
Cancellation Policy

All sales are final. No refund is available for cancellations.

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 Architecture River Cruise

Chicago Architecture River Cruise

1.5 hrsFree cancellation
$39
Book now
Chicago Architecture River Cruise
Summary

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Offic...

Inclusions
  • Pet-friendly
  • Live expert commentary on board
  • Guided architecture cruise of the historic Chicago River
Exclusions
  • Drinks (available for purchase)
Itinerary
  • Chicago River
  • Chicago Skyline
  • Navy Pier
  • Tribune Tower
  • John Hancock Center
  • Marina City
  • Skydeck Chicago - Willis Tower
  • Aqua Tower
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, All boats have full restrooms and a full bar., Some boats are single deck vessels, the type of vessel you are placed on cannot be guaranteed., Wheelchairs or other walking assistance equipment are not provided., Cruises are dog-friendly., Tours can be rescheduled through Viator 24 hours prior to the departure dates., Wheelchair accessible from Navy Pier dock only.
Cancellation Policy

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

Chelsea Market and High Line Guided Food Tour

Chelsea Market and High Line Guided Food Tour

3 hrsEco-FriendlyFree cancellation
$88
Book now
Chelsea Market and High Line Guided Food Tour
Summary

Embark on a culinary journey through New York City's Chelsea Market and beyond. This expertly guided tour blends mouth-watering flavors with a commitment to supporting local artisans and sustainable practices. Explore iconic locations and indulge in diverse dishes that showcase NYC’s vibrant gastron...

Inclusions
  • Professional, Local Guide
  • Portuguese Egg Custard Tarts
  • Famous Dumplings
  • Japanese Mexican Fusion Tacos
  • Water available at most stops
  • Specialty Latte (Fall/Winter), Specialty Iced Tea (Spring/Summer)
  • Classic NY Pizza Slice
  • Fresh Hot Mini Donuts
Exclusions
  • Hotel pickup and drop-off
Itinerary
  • Chelsea Market
  • Pier 57
  • The High Line
  • Hudson Yards
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, All areas and surfaces are wheelchair accessible, Travelers should have at least a moderate level of physical fitness, Please advise any specific dietary requirements at time of booking, Operates in all weather conditions, please dress appropriately, Tours run rain, snow or shine!, We ask that all guests are able to move at a moderate pace so we can cover all of the sights.
Cancellation Policy

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

Chicago Murder Mystery Tour

Chicago Murder Mystery Tour

2 hrsEco-FriendlyFree cancellationLikely to sell out
$35
Book now
Chicago Murder Mystery Tour
Summary

You will solve a murder as you learn real Chicago history! Play detective as you unravel a murder mystery, and learn about Chicago's true crime legends and Prohibition secrets. This two-in-one experience combines a rich historical walking tour with an exciting award-winning murder mystery game. Pe...

Inclusions
  • Souvenir Mugshot Photos
Itinerary
  • Water Tower Place
  • The Magnificent Mile
  • Gold Coast
  • Oak Street Beach
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, Suitable for all physical fitness levels, This is an outdoor walking tour experience. 1.2 miles over 2 hours., We do not provide wheelchairs, baby strollers, or other mobility devices, Please contact 872-310-7645 and/or [email protected] with any questions
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.

...