All Tours

To filter the tours that show on the page, please select the tour options that you would like to see.

  • Bike Tours
  • Walking Tours
  • Electric Bike Tours
  • Kayak Tours
  • Food Tours
  • Year-Round Tours
  • Family Friendly
  • Holiday Theme
  • Clear Selection
  • chicago lakefront neighborhood

    Lakefront Neighborhoods Bike Tour

    1pm Daily (added 10:30am & 2:30pm Weekends)

    Rated the best Chicago sightseeing tour of 2017 by TripAdvisor, Most Organized Bike Ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch! This quintessential Chicago bike tour is what made Bobby's famous, taking you off the tourist beat and i...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    1pm Daily (added 10:30am & 2:30pm Weekends)
    LEVEL
    Ridiculously Easy
    DURATION
    3 hours
    LENGTH
    7 mi/11 km
    PRICE

    (includes bike)
    Adults: $42.75
    Students/Military/Seniors: $37.75
    Kids (under 12): $25.75
    Kids (under 4): $13.75

    Adult
    $42.75
    Student / Military
    Student
    Students / Seniors 65+
    Students
    Kids under 12
    $25.75
    Kids under 4
    $13.75
    Highlights
    Gold Coast Mansions
    Old Town Historic District
    Lincoln Park Zoo
    North Avenue Beach
    St. Michael’s Church
    Oprah’s Old Chicago home
    Playboy Mansion
    Chicago Lakefront
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpg
    Bottom Link -1

    Bottom Link -2

    Custom Line
    1pm Daily (added 10:30am & 2:30pm Weekends)
    Reserve Now
    Private Group Request
    PRICE
    Starting from $25.75
    Gift Certificates
    Learn More
  • bike tours around chicago to park

    Chicago’s ‘Greatest Hits’ Bike Tour

    9:30am Daily (added 6:00pm Sunset Tour in Summer)

    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 most popular parks, fountains, attractions, and lakefront museums! A...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    9:30am Daily (added 6:00pm Sunset Tour in Summer)
    LEVEL
    Easy
    DURATION
    2.5 hours
    LENGTH
    6 mi / 10km
    PRICE

    (includes bike)
    Adults: $42.75
    Students/Military/Seniors: $37.75
    Kids (under 12): $25.75
    Kids (under 4): $13.75

    Adult
    $42.75
    Student / Military
    $37.75
    Students / Seniors 65+
    $27.75
    Kids under 12
    $25.75
    Kids under 4
    $13.75
    Highlights
    Museum Campus
    Northerly Island
    Buckingham Fountain
    Adler Planetarium
    Soldier Field
    Grant Park
    Chicago Lakefront
    Amazing Sunsets
    Custom Line
    9:30am Daily (added 6:00pm Sunset Tour in Summer)
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $25.75
    Gift Certificates
    Learn More
  • Best ways to explore chicago - a food tour!

    Chicago Favorites Walking & Food Tour

    11:30am Daily

    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 Chicago culinary legends such as deep dish pizza, locally crafted beer, a Chicago-style hot dog, and the...

    Learn MoreGiordano’s Lake Street
    SCHEDULE
    11:30am Daily
    LEVEL
    Totally Walkable
    DURATION
    2.5 hours
    LENGTH
    1.25 miles
    PRICE

    Adults: $50.75
    Students/Military/Seniors: $45.75

    Adult
    $48.75
    Student / Military
    $43.75
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Chicago Loop
    Chicago Style Deep Dish Pizza
    Millennium Park
    Famous Chicago-mix popcorn
    Locally Crafted Beer
    Chicago-style Hot Dog
    State Street (that Great Street)
    Michigan Avenue
    Cloud Gate
    The Art Institute
    the start of Route 66
    The Original Brownie
    Custom Line
    11:30am Daily
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at: $45.75
    Gift Certificates
    Learn More
  • Best way to tour the best pizza joints in chicago

    Bikes, Bites & Brews Tour – Signature Dishes

    11:30am Mon-Sat / 12:30pm Sunday

    Working up an appetite won't be a problem on this tour! We'll be sampling from each of Chicago's four favorite food groups - pizza, hot dogs, cupcakes and beer. You'll learn the history behind the foods that made Chicago famous and als...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    11:30am Mon-Sat / 12:30pm Sunday
    LEVEL
    Somewhat Easy/Moderate
    DURATION
    4 hours
    LENGTH
    13mi / 21km
    PRICE

    (includes bike)
    Adults: $69.75
    Students/Military/Senior: $64.75

    Adult
    $69.75
    Student / Military
    $64.75
    Students / Seniors 65+
    $64.75
    Kids under 12
    Kids under 4
    Highlights
    Gold Coast
    Chicago Style Pizza
    Lincoln Park
    Savory Cupcake
    Wrigleyville
    Chicago-style Hot Dog
    Locally Crafted Beer
    Amazing Lakefront
    Custom Line
    11:30am Mon-Sat / 12:30pm Sunday
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpg
    Bottom Link -1

    Bottom Link -2

    Private Group Request
    PRICE
    Starting at $64.75
    Gift Certificates
    Learn More
  • fireworks over chicago

    Electric Bikes @ Night Tour

    7:30pm Nightly

    Our nighttime Chicago electric bike tour is a party on wheels! Roll through the Windy City on two-wheels with ease, and see some of our most beautiful landmarks lit up after dark. This tour will ride up and down our incredible lakefront, exploring a few of Chicago's ...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    7:30pm Nightly
    LEVEL
    E-E-Easy
    DURATION
    2.5 hours
    LENGTH
    8 mi/13 km
    PRICE

    (Includes Electric Bike)
    Adults: $52.75
    Students (16+)/Military/Seniors: $47.75

    Adult
    $59.75
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Electric Bikes
    Oak Street Beach
    Rush Street Nightlife
    Chicago River
    Millennium Park
    Cloud Gate at Night
    Buckingham Fountain
    Museum Campus
    Chicago Lakefront & Fireworks
    Custom Line
    7:30pm Nightly
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $47.75
    Gift Certificates
    Learn More
  • Best Pizza Tours in Chicago - Bobby's Bike Hike

    Bikes, Bites & Brews Tour – Westside Foodie Ride

    12:30pm Fri-Sat / 11:30am Sunday

    Hop on two wheels and discover a whole new side of Chicago dining! Taste your way through diverse neighborhoods as we explore Chicago's immigrant history through food. Enjoy the local eateries and unique foods that make Chicago such an...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    12:30pm Fri-Sat / 11:30am Sunday
    LEVEL
    Somewhat Easy/Moderate
    DURATION
    4 hours
    LENGTH
    12mi / 20km
    PRICE

    (includes bike)
    Adults: $69.75
    Students/Military/Senior: $64.75

    Adult
    $69.75
    Student / Military
    $64.75
    Students / Seniors 65+
    $64.75
    Kids under 12
    Kids under 4
    Highlights
    Fulton Market
    Rick Bayless Cruz Blanca
    Ukrainian Village
    World Famous Pierogis
    Wicker Park
    Jeff Mauro's (Food Network) unique sandwiches
    Bucktown & 606 Bike Trail
    Locally Crafted Beer
    The ‘Chicago Handshake’
    Lincoln Park
    Scrumptious Macaroons
    Chicago Lakefront Trail
    Custom Line
    12:30pm Fri-Sat / 11:30am Sunday
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $64.75
    Gift Certificates
    Learn More
  • Chicago Chinatown Food Tours

    Chinatown Food & Culture Walking Tour

    4pm Friday & Saturday

    Curious about Chinatown but unsure where to start? Let our Bobby's Bike Hike Chinatown Food and Culture Walking Tour be your guide! Chicago's Chinatown, located next door to the Loop on Cermak Street and Wentworth Avenue, bursts with colorful shops, impr...

    Learn MorePui Tak Center
    SCHEDULE
    4pm Fri & Sat
    LEVEL
    Very Easy
    DURATION
    2.5 hrs
    LENGTH
    1 mile
    PRICE

    Adults: $48.75
    Students/Military/Seniors: $43.75
    Kids (under 4): $10.75

    Adult
    $48.75
    Student / Military
    $43.75
    Students / Seniors 65+
    $43.75
    Kids under 12
    Kids under 4
    Highlights
    Wentworth Avenue
    Dim Sum Treats
    Egg Tarts
    Lamb & Cumin Sandwich
    Chinese Cultural Institution
    Hot Pots
    Hot Tea
    Beijing Duck
    Custom Line
    4pm Friday & Saturday
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $43.75
    Gift Certificates
    Learn More
  • Chicago Mafia Mob Tours

    Old Chicago Gangster Electric Bike Tour

    9:00am Friday, Saturday & Sunday

    Bobby's Bike Hike is rolling out the best Chicago mafia tour every weekend of the summer! This electric bicycle tour of Old Chicago will introduce you to the crazy and colorful people and places of Chicago's bygone gangster days. Our Old Chicago Gangster e...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    9:00am Fri, Sat & Sun
    LEVEL
    Moderate/Intermediate
    DURATION
    4 hours
    LENGTH
    16mi/26km
    PRICE

    (includes bike)
    Adults: $52.75
    Students/Military/Seniors: $47.75

    Adult
    $52.75
    Student / Military
    $47.75
    Students / Seniors 65+
    $47.75
    Kids under 12
    Kids under 4
    Highlights
    Bridgeport
    Chinatown
    Old Palmisano Park
    Old Italian Outfit hangouts
    McCormick Place
    Prairie Ave District
    Levee Red Light District
    Italian Beef Sandwich
    Chicago Lakefront
    Custom Line
    9:00am Friday, Saturday & Sunday
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Southside-Gangster.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $47.75
    Gift Certificates
    Learn More
  • Family Friendly Activities in Chicago

    Bobby’s Tike Hike: Kid’s Edition Bike Tour

    3:00 pm Daily (May 1 - September 17)

    This tour was designed with your family in mind! Sometimes known as "Bobby's Adventure Series" or "The Best Thing to Do in Chicago with Kids," our 2-hour, easy riding 4-mile tour is perfect for you and your energetic, curious childre...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    3:00pm Daily, May 1 - September 17
    LEVEL
    Easy, Easy, Easy
    DURATION
    2 hours
    LENGTH
    4.5 miles
    PRICE

    (Includes bike)
    Adults: $40.75
    Students/Military/Seniors: $35.75
    Kids (under 12): $10.75
    Kids (under 4): FREE

    Adult
    $34.75
    Student / Military
    Students / Seniors 65+
    $27.75
    Kids under 12
    $19.50
    Kids under 4
    $9.75
    Highlights
    Lincoln Park Zoo
    Chicago Lakefront
    Oak Street Beach
    Children’s Fountain
    Petting Zoo
    Peggy Notebaert Nature Museum
    Abe Lincoln Stature
    Kissing Bridge
    Secret Garden
    Custom Line
    3:00 pm Daily (May 1 - September 17)
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Tike-Hike-KidsEdition.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $10.75. Kid's under 4 FREE
    Gift Certificates
    Learn More
  • Top Craft Brewery Tours Chicago

    Comedy & Craft Beer Walking Tour of Old Town

    2:30pm Saturdays

    No matter the season, the weather, or the political climate, The Windy City has two unparalleled passions: beer and improv comedy. For over a century, Chicago has been churning out some of America's all-time favorite comics and brews. Join Bobby's...

    Learn MoreChicago Cultural Center
    SCHEDULE
    2:30pm Saturdays
    LEVEL
    Easy
    DURATION
    2.5 hours
    LENGTH
    1 mile
    PRICE

    Adults: $60.75

    Adult
    $60.00
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Amazing Neighborhoods
    Hidden Pubs
    Well-known Chicago hangouts
    Pilsners
    India Pale Ales
    Belgium Blonds
    Custom Line
    2:30pm Saturdays
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2018/03/OldTown.jpg
    Bottom Link -1

    Bottom Link -2

    Private Group Request
    PRICE
    Starting at $60.75
    Gift Certificates
    Learn More
  • Book a walking tour of Chicago River

    Chicago River Walking Tour

    Private Groups Only

    Our private walking tour is the perfect way to learn all about the history and breathtaking infrastructure of the Chicago River! Explore the rolling promenades, historic landmarks, and relaxing mini-parks that frame the legendary waterway. One of our enthusiastic and in...

    Learn More
    SCHEDULE
    Private Groups Only
    LEVEL
    Easy
    DURATION
    1.5 hours
    LENGTH
    1 mile
    PRICE

    Adults: $25.00
    Students/Military/Seniors: $20.00
    Kids (under 12): $15.00
    Kids (under 4): $5.00

    Adult
    $25.00
    Student / Military
    $20.00
    Students / Seniors 65+
    $20.00
    Kids under 12
    Kids under 4
    Highlights
    Chicago Riverwalk
    Amazing Architecture
    Wrigley Building
    Vietnam Memorial & Park
    McCormick Bridge house and River Museum
    Centennial Fountain & Water Arc
    Gorgeous Bridges
    Chicago’s Lakefront
    Custom Line
    Private Groups Only
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-River-walking-tour.jpg
    Bottom Link -1

    Bottom Link -2

    Reserve Now
    Private Group Request
    PRICE
    Starting at $15
    Gift Certificates
    Learn More
  • Cocktails and desserts tours in Chicago

    Sweets & Spirits Dessert Walking Tour

    Private Groups Only

    Our incredible dessert-and-beverage walking tour is the perfect way to experience everything sweet about Chicago! You'll learn all about Chicago's rich dessert history and taste some of the finest flavors that the Windy City has to offer. Our Sweets &...

    Learn MoreChicago Cultural Center
    SCHEDULE
    Private Groups Only
    LEVEL
    Easy
    DURATION
    2.5 hours
    LENGTH
    1 mile
    PRICE

    Adults: $50.75
    Students/Military/Seniors: 
    $45.75

    Adult
    $50.75
    Student / Military
    $45.75
    Students / Seniors 65+
    $45.75
    Kids under 12
    Kids under 4
    Highlights
    Michigan Avenue
    Decadent Treats
    River North Nightlife
    Trendy Cocktails
    Local Chocolates
    Dylan’s Candy Store
    Fun, Fun, Fun
    Custom Line
    Private Groups Only
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
    Bottom Link -1

    Bottom Link -2

    Private Group Request
    PRICE
    Starting at: $45.75
    Gift Certificates
    Learn More

Take Off on Unique Tours of Chicago With Bobby’s Bike Hike

When you visit a new place, you want to see what it has to offer. What better way than to experience it all firsthand. From interacting with people on the streets to hitting the town’s hottest restaurants or exploring sights a little off the beaten path, you can learn more about a city by taking a tour than you would reading about it or getting the scoop online.

Get out and experience Chicago with a city tour from Bobby’s Bike Hike. Our engaging guides can take you around while you enjoy the fresh air on our biking or walking tours. Indulge in delicious bites to eat along the way when you sign up for one of our foodie expeditions. Whatever option you choose, you will get to know Chicago and see it from a fresh new perspective.