Things To Do Outdoors in Chicago

We’re excited to introduce you to the sport of axe throwing! This thrilling traditional Canadian backyard pastime is now bigger than ever in urban

Hone your Segway skills as you take an evening journey past and through some of Chicago’s most popular attractions, and then enjoy a magnificent fireworks

Feel the spine-chilling energy in the air as you and your ghoulish guide pilot your Segways through the streets of Chicago in search of supernatural

Equal parts boat and buildings, this river cruise gives you a from-the-water perspective of Chicago skyline and up-close views of its most iconic structures.

The Best Architecture Walking Tour for Design Lovers is a creative tour of Chicago architecture, designed for curious people. You will learn about

Our Bikes, Bites, & Brews Signature Edition tour combines the flavorful satisfaction of city food tours with the unadulterated fun of bicycling! Bypass

The fun begins with a meet-and-greet with your fun-loving and enthusiastic tour guide. They will take time to make sure you and your children are fitted with

Glide your way through the Windy City at night, humming past its iconic landmarks, zipping through its beautiful parks, and cruising near the shores of Lake

See Chicago’s holiday lights sparkle from the sky on a private VIP helicopter tour, complete with hot cocoa, candy canes, and magical views, for up to 4

Examine the rise of Chicago’s skyline as you wander between stunning modernist structures and elegant minimalist skyscrapers on this fascinating

If you're looking for an exciting and adventurous outdoor activity to do in Chicago after dark, look no further than Bobby’s Chicago Sites @ Night Tour.

Experience the VIP difference on Vertiport Chicago’s 15 Minute Chicago VIP Helicopter Tour and see all that Chicago has to offer from a breathtaking vantage

From shimmering lights to decadent bites, Chicago puts its best foot forward for the Holidays. Experience the magic and tradition that shines during this

Get introduced to some of the world's earliest skyscrapers on a walking tour that shows off the innovations that defined the Chicago school of architecture.

Experience all the plummeting, free falling, and soaring sensations of skydiving without ever getting on a plane. This indoor skydiving experience puts you in

This is the tour that made Bobby famous!Bobby’s Bike Hike is America’s longest running city bicycle tour company, and has been repeatedly recognized for

Appreciate Chicago’s architecture from the comfort of a coach and from the water as you cruise along the shoreline in a stunning streamliner yacht. Get a

Park your car and grab a bike to experience Chicago at your own pace. As one of the most popular bike tours, this adventure around Lincoln Park takes you down

Discover fine dining, upscale entertainment and unparalleled riverfront views aboard the brand new Odyssey Chicago River Narrated Architectural Lunch Cruise!

Chicago’s seedier side will be unveiled on this ride through the South side’s most notorious areas, including the old Bridgeport neighborhood. Learn about

We are Chi-Town foodies of the first order, and we're so excited to share with you all the culinary delights this historic midwestern city has to offer. There

Zip around on a speedy Segway to view Chicago's gorgeous skyline at sunset, flying over paved trails along Lake Michigan's waterfront. Get a new perspective

Savor an afternoon of lunch, drinks, and dancing—all while cruising Chicago's stunning lakefront. Dressed in your favorite cocktail attire, your voyage

We start our tour under the dazzling marquee of the Chicago. First stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an

The Underground Donut Tour is Chicago's Only Donut Tour. Making 4 stops at some of the city's best donut shops, you'll sample all the best donuts Chicago has

Step into magnificent interior spaces and the underground Pedway on a creative route that weaves through buildings and secret short-cuts. Most of the tour

Sweep through the city in serious style—atop your own steerable Segway. Offered by the guys who first came up with the Segway tour, this tour guarantees

Eat, drink and learn on this historic Chicago pub crawl with an educational twist. You’ll explore Chicago’s entertainment history and learn about

Explore the streets of the Windy City with an experienced local guide as you pop between beautiful lakefront parks and gleaming skyscrapers in a comfortable,

Climb aboard the Odyssey for a delicious brunch cruise around Lake Michigan. Board the Odyssey, a sleek cruising vessel with air-conditioned decks and an

Get a new perspective of the Windy City on this guided streamlined adventure. Glide past iconic landmarks, along the scenic shores of Lake Michigan, and

Taste your way through Chicago’s most famous recipes on this relaxing and fun walking food tour. In an exciting two and a half hours, you’ll feast on

Experience all the plummeting, free falling, and soaring sensations of skydiving without ever getting on a plane. This indoor skydiving experience puts you in

The Underground Donut Tour is Chicago's Only Donut Tour. Making 4 stops at some of the city's best donut shops, you'll sample all the best donuts Chicago has

In a turbo-charged catamaran, glide up the Chicago River for a closer look at the city's vibrant and diverse architecture, before the power is cranked up for

Take in Chicago's finest sights from the back of a convenient and speedy Segway. This guided, 2-wheeled excursion covers 8 miles (13 km) of spectacular

Discover the neighborhood where Wright's famed Prairie Style of architecture evolved. The tour includes bus transportation to and from Oak Park with

Experience all the plummeting, free falling, and soaring sensations of skydiving without ever getting on a plane. This indoor skydiving experience puts you in

Meet your fellow crime-lovers in the heart of Near North Side and set off into the streets aboard a comfortable bus. With your knowledgeable guide leading the

Meet your fellow pizza-lovers at Pizzeria Uno in the heart of the River North neighborhood. Here, treat yourself to a slice or 2 from a gooey, deep-dish pie

Take a breezy spin around the Windy City as you discover the parks, architecture, and jazzy atmosphere of Chicago on a double-decker bus. Get a lay of the

This land tour will take you past all the sights of Chicago’s Historic South Side. You will head south out of the Loop down Michigan Avenue past Art

The diverse and exciting world of architecture is your destination on this journey through Chicago's remarkable designs. Join the Chicago Architecture

This tour will be a comprehensive tour of everything Chicago has to offer. Comprised of both the Scenic North Side Tour and the Historic South Side Tour you

Begin your luxurious evening cruise on Lake Michigan with the unique tastes of freshly prepared appetizers, and then make your way to the rooftop lounge to

Blast off at dusk in an open-air vessel cruising at 45 miles per hour across Lake Michigan. Marvel at the magnificent skyline as you race across the lake,

Experience Chicago's sights aboard a Segway on a guided excursion. Cruise through the Windy City, past iconic landmarks, gorgeous parks, and magnificent Lake

Enjoy fireworks perfectly synchronized to music over Lake Michigan on this cruise designed for fun. Climb aboard and sip cocktails on the open-air rooftop

Let Airport Supersaver worry about the road ahead so you can sit back, relax and have some peace of mind traveling to your destination. We'll get you safely

See how the lavish style of the Roaring Twenties left its mark on the Second City with a look at the Art Deco towers along Chicago's riverfront. Your expert

Cruise on a high-speed catamaran past Chicago's finest shore-side sights—adrenaline rush included. Board your turbo-charged vessel and shoot for Lake

Starting at the Palmer House Hilton this tour will take you past all the sights of Chicago’s Scenic North Side. Heading north out of the Loop past

A relaxing cruise aboard the Odyssey is the perfect way to take in views of Chicago's iconic skyline and waterfront landmarks. A perfectly prepared 3-course

Explore Pisa at your own leisure on a self-guided tour of the ancient city. Spend your day seeking out cultural sights or shopping at the fashionable

Uncover the Windy City’s exceptional architecture as you stroll between historic department stores, luxurious hotels, and towering office buildings. With a

Onboard Chicago's highest horse-powered passenger boat, feel the spray of the water and the whip of the wind as you slice through Lake Michigan. Your

Let the Windy City carry you away as you explore Chicago top to bottom, scoping out the city's must-see parks, can't-miss lake views, and iconic architecture

Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city's 'Second Lakefront', the Riverwalk contains

Chicago's incredible lakefront is the setting for this outing to see some spectacular sights in the evening. A smooth Segway ride carries you past famous

Using your smartphone, you'll be given nearly 150 objects to find during your scavenger hunt. You'll then wander throughout the downtown area searching for

Experience the vitality and excitement of Chicago’s North Side, home to many flagship retail stores, one of the busiest financial centers in the world, and

Chicago boasts a picturesque Lakefront Trail for cycling, running and walking and this tour aims to show you what we feel is the best part of it. Starting at

Welcome to Chicago’s Millennium Park & Riverwalk audio guide. Millennium Park is home to the famous “Bean”! Millennium Park is one of Chicago’s

Take a morning flight to New York and explore all the exciting art, culture, and history the city has to offer. Your experience includes a convenient hop-on,

On our walking tour of the Noble Square and Wicker Park neighborhoods, we will explore the past and present of the people, architecture, and foods of these

Kick off your holiday season with a trolley tour of the festive Christmas lights. Chicago’s Lincoln Park and the shops along the Magnificent Mile are

Glide along the sidewalks and lakefront while taking in the luminous, iconic Chicago skyline and listening to your guide point out the city highlights. Your

This 1/2 hour ride takes you on a trip over the Northwest suburbs covering Woodfield Mall, beautiful Barrington Hills, the Fox River, and the Grand Victoria

Day 1: Complimentary airport pickup between 9:00AM to 9:00PM at O'Hare Airport. No complemetary pick up service at Midway airport. There is a paid 24 hour

Day 1: In the morning, we are heading to the capital of automobiles-Detroit. We will stop at the headquarters of the General Motors Company, and then visit

Day 1: Complimentary Airport pickup from 9:00AM to 9:00PM at O'Hare Airport. A 24 hour charged pick up service is also avaliable. Thouse who arrive before

The Magnificent Mile. Considered by many to be one of the great retail boulevards in the world. On this tour, you'll find out why. Stand on the same spot as

Spend an enchanting evening biking to Chicago's main attractions as they're illuminated by the twinkling lights of the city. See The Bean sculpture at

Take a detour off the beaten path and explore the flavors of Chicago’s vibrant Near West SIde neighborhoods! This four-hour guided food and bicycle tour is

Get ready to brave your way through the Windy City with excellent narrators as they unleash their annual Halloween tour. This guided bike tour explores some

Visit: Chicago Architecture Center, Chicago, IllinoisYour voucher grants you access to two floors of imaginative exhibits at Chicago's newest cultural

Chicago Safaris provides the city’s guests and locals a city touring experience, escorting them in a luxury excursion vehicle through a private tour of the

Experience the best of bustling Chicago in just a day on this easy adventure from New York City. Touch down in the Windy City in just a few hours and head off

This is a very thorough and relaxing city highlights tour! We pick up at three downtown hotels before beginning our adventure at 875 N. Michigan, the former

Fly doors-off for the ultimate photo experience on this 12-15 minute flight and capture the perfect images for your social media posts. This two passenger all

This experience is as unique as it gets, as you will be allowed to take to the controls and see just what it takes to fly a helicopter! With advice from our

Make memmories that last a lifetime and experience the city of Chicago like never before! Your adventure begins at the schaumburg regional airport, located

This land tour will take you past all the sights of Chicago’s Scenic North Side. Heading north out of the Loop past Millennium Park and up the Magnificent

ItineraryThis is a typical itinerary for this productStop At: Chicago Cultural Center, Chicago, IllinoisBe amazed by the stunning mosaics and the art glass of

Welcome to Millennium Park - home to the famous “Bean”. Learn how architects, artists, and engineers collaborated with Chicago’s movers and shakers to

See Chicago in a different light on our panoramic Chicago Night Tour. Tours begin at Stop 1: Chicago Riverwalk and will take you on a journey down the

Take in the spectacular sights of the Chicago and see the fascinating history of city’s famous landmarks during this private 30 min tour. This breathtaking

Vertiport Chicago’s Private Tour for 5 provides thrilling views of Chicago -VIP style – with a private tour aboard a luxurious sightseeing helicopter.

Want to get a visceral feel for Chicago? This tour explores the Chicago river, which has been the lifeblood of the city right from the start. This tour starts

Chicago’s iconic skyline takes center stage with our evening bike tour where you'll enjoy some of the best views of the city on one of our comfy cruiser

Join us on a tour of some of Chicago’s greatest hits: incredible architecture both old and new, delicious local treats, a uniquely Chicago transit ride,

Your Chicago food tour will take you through the River North neighborhood — the original Chicago foodie destination — to sample some world-famous Chicago

Experience our “Chicago 101” tour which offers you all of the City’s most popular attractions rolled into one memorable activity.This tour includes our

When you arrive at the designated meeting spot, you will be greeted by your friendly local tour guide, who will be wearing a t-shirt or holding a sign with

River North Food Tour Come enjoy the luxury and opulence of the Magnificent Mile and Gold Coast on a River North Food Tour, a tour through the historically

Follow your guide through one of the oldest Chinatown neighborhoods in America, and treat your taste buds to delicious Chinese cuisine. Your local guide will

During this cultural mile tour, you'll see many impressive sights but one of the most impressive is the largest Tiffany Stained Glass Dome in the world at the

Chicago is recognized as one of the most bike-friendly cities in the United States by cycling enthusiasts, and for good reason. Get set up with a comfortable

This once-in-a-lifetime experience takes you on an epic journey through Chicago’s amazing cityscape and rich history. Day tours showcase the most popular

Experience a tour that explores Chicago's various neighborhoods. Discover five charming communities from the seats of an open-top bus and get a stimulating