Explore the Outdoors: 5 Activities to Get You Out of the City

January 24, 2020

It’s summer in Chicago, and you’re a little tired of staying in the city. You want to be out and about, taking in the natural wonders of the world, but don’t know where to start.

Why not start close by? We at Vimbly hear you, and have compiled a list of 5 outdoor activities that will help you explore the outdoors, while not taking you too far away from Windy City.

(33 activities)
Reset Filters
  • Book Now

    Classic Skyline Lake Tour

    (51)
    What's the one thing everyone must do in Chicago? Besides eating pizza, you need to see that breathtaking skyline! Traveling along the great Lake Michigan on a cruise vessel, learn about Chicago's colorful history and famous landmarks. You'll enjoy the panorama of Chicago's famous skyline, showcasing all the notable skyscrapers, such as the John Hancock, Trump Tower, and Willis Tower. As you progress down the lake, bare witness to the scenic downtown areas like Gold Coast and Buckingham Fountain. For those of you looking for a quick trip that makes the ultimate punch, there's nothing better than heading out on the lake and seeing that irresistible skyline.
    Classic Skyline Lake Tour

    600 E Grand Ave, Chicago

    • Take in the breathtaking views of Chicago's skyline from the calm tides of Lake Michigan
    • Photograph the towering buildings like the John Hancock, Trump Tower, and Willis Tower
    • Travel down Lake Michigan, along the city front, and see bustling downtown areas like Gold Coast and Buckingham Fountain
    BOOK NOW ← Back
    50 positive reviews
  • Book Now

    Chicago Skyline Cruise

    (18)
    Sailboat, water, skyline: that sounds like a recipe for the perfect day of relaxation. See Chicago's skyline the way it was meant to be seen from the water. On this beautiful tour of Chicago, hop on a sailboat to kick back and forget about all worries. You'll tour Lake Michigan as you enjoy the gorgeous skyline in front of you. This optimal vantage point is truly one of the most unique and best ways to see the city. So, whether you're a tourist or a local, sit back, relax, and experience Chicago in a new light.
    Chicago Skyline Cruise

    600 E Grand Ave, Chicago

    • Enjoy Chicago's beautiful skyline from a unique vantage point
    • Take a leisurely trip around Lake Michigan on a sailboat
    • Relax with the wind at your back and gentle waves rocking you back and forth
    BOOK NOW ← Back
    18 positive reviews
  • Book Now

    Mini Bus and Boat Tour

    (6)
    On this tour you'll see Chicago's world renowned architecture and learn about the city's colorful history, including gangsters like Al Capone, and John Dillinger. Drink in the beautiful views of a lake that looks more like an ocean, and a river that now runs backwards! Downtown, you'll see Millennium Park, The Loop, Museum Campus, Soldier Field, The Willis (Sears) Tower and more. Then it's up north, to the fashionable Gold Coast (including the original Playboy Mansion), Lincoln Park and Wrigley Field (legendary home of baseball's Chicago Cubs since 1916). Of course, you'll stop a few times along the way, so that you can get out, stretch your legs and take some pictures of Chicago's many fantastic sights. At the conclusion of your Chicago mini-bus tour, you'll visit Navy Pier. From there, you'll enjoy a 75 minute cruise along the scenic Chicago River, while learning a thing or twenty about architecture, Chicago history, and even how to reverse the direction of a river!
    Mini Bus and Boat Tour

    300 East Ohio St, Chicago

    • Enjoy Chicago sights and sounds on a mini-bus tour and a River Cruise
    • See all of the famous downtown sights, as well as some of Chicago's distinct neighborhoods
    • Explore the sights and sounds of Chicago in style, onboard a climate controlled, large-windowed mini bus
    • Relax and enjoy the city's world-renowned architecture, on the Chicago River
    BOOK NOW ← Back
    6 positive reviews
  • Book Now

    Architectural Tour

    (31)
    Part adventure, part history lesson. If only school had been this fun! This tour will have you paddling through the heart of Chicago as you take on the urban canyon that is the downtown Chicago River. Along the way, your guide will fill you in on the history of the area, pointing out architectural points of interest and other oddities that will make this journey almost as intellectually satisfying as it is visually riveting. All told, you'll spend several leisurely hours on the water, getting a light upper body workout that will leave you feeling rejuvenated and limber. Whether you've never kayaked before or you're an experienced pro, you'll love this intimate introduction to the city's history.
    Architectural Tour

    1220 W LeMoyne Ave, Chicago

    • Kayak across the city on the Chicago River during this energizing adventure tour
    • Learn about the history and architecture of Chicago as you paddle by several famous sites
    • Let a certified instructor show you the ropes during a safe row
    • Feel adrenaline of adventure consume your senses and fuel your sense of wonder
    BOOK NOW ← Back
    31 positive reviews
  • Book Now

    Mini Bus Tour

    (6)
    On this tour you'll see Chicago's world renowned architecture and learn about the city's colorful history, including gangsters like Al Capone and John Dillinger. Drink in the beautiful views of a lake that looks more like an ocean, and a river that now runs backwards! Downtown, you'll see Millennium Park, The Loop, Museum Campus, Soldier Field, The Willis (Sears) Tower and more. Then it's up north, to the fashionable Gold Coast (including the original Playboy Mansion), Lincoln Park, and Wrigley Field (legendary home of baseball's Chicago Cubs since 1916). Of course, you'll stop a few times along the way, so that you can get out, stretch your legs and take some pictures of Chicago's many fantastic sights.
    Mini Bus Tour

    300 East Ohio St, Chicago

    • Explore the sights and sounds of Chicago in style, aboard a climate controlled, large-windowed mini bus
    • You'll see some of Chicago's most interesting and popular downtown sights and neighborhoods
    • Snap beautiful pictures at the photo-ops along the way
    BOOK NOW ← Back
    6 positive reviews
  • Book Now

    River Architecture Tour (Navy Pier)

    (51)
    What is Chicago's distinguishing feature? Is it the size of its pizza? What about the look of its hot dogs? Nope, it's gotta be the skyline. Bringing Chicago's innovative architectural development to the city's vibrant life, explore Chicago's rich history through its iconic landmarks. All of this will be viewed from the scenic Chicago River. Relax on board a cruise vessel as you observe and relish in the towering skyscrapers like Tribune Tower, the Wrigley Building, and Willis (Sears) Tower. Floating along the river, you'll uncover the tactical details behind each building, learning about the architects and designs that truly distinguish Chicago among the prettiest cities in the world.
    River Architecture Tour (Navy Pier)

    600 E Grand Ave, Chicago

    • Enjoy a historical exploration of Chicago's world-renowned architectural landmarks
    • Travel along the Chicago River, and see buildings like Tribune Tower, Trump Tower, and Willis (Sears) Tower
    • Learn about the city's history in architectural development and innovation
    BOOK NOW ← Back
    50 positive reviews
  • Give the gift of fun with a Vimbly gift card!
    Learn More
  • Book Now

    Chicago Ghost Tour

    (11)
    The Windy City is known for her food, architecture, and haunting history! Join this walking tour as the sun sets through downtown Chicago, and hear some of the most gruesome and creepy local stories recounted by your expert guide. First stop is the Congress Hotel, known as the most haunted hotel in Chicago. Walk along the streets that H. H. Holmes, Chicago's first serial killer, wandered as he stalked his prey. Then, visit Death Alley and the site of the Eastland Disaster, and catch a glimpse of Chicago's sordid past through stories of the Everleigh Club, the 1900's Red Light district, and famous downtown prison breaks. But consider yourself warned: this tour is not meant for the faint of heart, taking only those who seek a good thrill and are interested in the underbelly of Chicago.
    Chicago Ghost Tour

    520 S Michigan Ave, Chicago

    • Enjoy a spooky insider's look at the haunted history of The Windy City on this after hours walking tour
    • Visit the locations where H. H. Holmes, Chicago's first serial killer, wandered as he stalked his prey
    • Hear stories of gruesome and creepy happenings in Chicago
    • Gain a unique perspective on Chicago, and mingle with fellow tour goers
    BOOK NOW ← Back
    11 positive reviews
  • Book Now

    By Night Mafia and Blues Tour

    First, you will visit the chilling spot where the St. Valentine's Day Massacre murders took place and talk about the events that "lead" up to it. You'll learn about prohibition and how it still happens today in a different form and see how the music of the slaves known as the Blues became a powerful tool to help grow the Mafia in Chicago. Next you will explore some of the bars and nightlife that now dominates Chicago's north-side and will make a stop at a legendary bar previously owned by Al Capone, a Chicago Landmark. There will be some time to enjoy a drink (not included) and possibly some live music in the spirit of the 1920s. This tour will then end with a short sightseeing drive to enjoy the view of Chicago's skyline at night.
    By Night Mafia and Blues Tour

    Downtown Chicago Hotels, Chicago

    • Get inside tips from a local and expert tour guide
    • The small tour group ensures personal service for you and guests
    • This private tour is operated with just your party and a guide/driver
    • See the sights illuminated at night
    BOOK NOW ← Back
  • Book Now

    Lakefront Segway Tour

    (12)
    Windy city not quite windy enough for you? Feel the joys of your hair blowing back as you cruise around on your very own segway! This guided tour will introduce you to Chicago's majestic lakefront area. Led by a guide whose aim is to entertain and inform, you'll explore Grant Park, Buckingham Fountain, Millennium Park, and Museum Campus. Zipping around at speeds of up to 12 mph, you'll have the chance to take in the majestic views around you, including the Chicago skyline, Soldier Field, the Shedd Aquarium, and the Adler Planetarium. You might even get a few good pictures if you can tear your hand away from the accelerator long enough to fish out your camera.
    Lakefront Segway Tour

    239 E Randolph St, Chicago

    • Enjoy a unique mobile tour of Chicago's waterfront area while you drive your own segway
    • Learn about the area from a local tour guide that's both entertaining and knowledgeable
    • Take in the scenery of the Chicago skyline while the wind blows through your hair
    • See the amazing lakefront and picturesque parks that make the area so beautiful
    BOOK NOW ← Back
    12 positive reviews
  • Book Now

    Front Yard Running Tour

    (23)
    We know what you're thinking, "been there, done that." But have you "BEAN there, done that"?? Join City Running Tours Chicago for a special workout and tour combo! Starting your tour at the famous "Bean," you'll run through Millennium Park and Grant Park, known as Chicago's Front Yard. See the famous Buckingham Fountain and Cloud Gate, and visit "off the path" sites like the John Logan Sculpture and Agora, all the while learning the surprising history of how Chicago's parks came to be. You'll snap plenty of photos along the way, including one with the city's beautiful skyline behind you. You're about to go hard. ChicaGO hard.
    Front Yard Running Tour

    Central Loop, Chicago

    • Enjoy a running tour through Millennium and Grant Park, AKA Chicago's Front Yard
    • See sites like the Buckingham Fountain, Cloud Gate, the John Logan Sculpture and more
    • Snap a bunch of stellar photos on your way, including one of the beautiful Chicago skyline
    • Get a great workout while discovering a whole new side of Chicago
    BOOK NOW ← Back
    23 positive reviews

Page 1 of 4

Kind words from our customers