Chicago Tour at Night
Ultimate Chicago Sites @ Night Bike Tour
Our nighttime Chicago bike tour is a Chicago night tour 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 numerous parks, beaches, and landmarks. Highlights include Lincoln Park, Oak Street Beach, Chicago Riverwalk, the Chicago Theatre, Millennium Park, Buckingham Fountain, Museum Campus, and many more!
Our Ultimate Chicago Sites @ Night Bike Tour is one of the most unique Chicago bike tours and is the perfect relaxing adventure to embark upon after the sun sets over our stunning skyline. Wednesday and Saturday night rides include a viewing of the Navy Pier fireworks. But never fear if you can’t make one of those nights, this tour delivers unforgettable sights and boundless entertainment any night of the week!
All riders must be 10 years of age and over to ride a bike on their own for this specific tour. We have child equipment (tagalongs, child seats, trailers, and tandems) to attach to adult bikes, suitable for younger riders. We provide all bikes and equipment.
Use traditional bikes or Find Electric Bicycle Add-on for Tours in Chicago and Have a Blast!
Why should you explore the city on two wheels? Going on a comfort bike tour in Chicago opens up possibilities you will not find when you take a traditional bus tour of the city or whiz across town in an Uber. A comfort or electric bike allows you to dismount and look around. Our hands-on tours encourage exploration. You won’t just visit many of the most impressive yet underappreciated sites around town — you will also get a chance to look, listen, smell and even taste the things that make these places great.
Our in-demand Chicago electric bike tours make the perfect activity for tourists. If you are visiting The Windy City for any length of time, you will want to take our tour first. Many people love getting the lay of the land in a new city, and our tour will help you figure out where everything is. It can also help you highlight places you want to return to as your trip goes on.
Of course, Chicago natives also love our tours. They enjoy discovering new places they may not have known about and interacting with our guides who can give the lowdown on little-known parts of history at locations across Chicago. Other reasons to take a tour with us include:
- Our guides: Did we mention how awesome they are? They can answer questions and give you more than just the sanitized version of history you’d read in a textbook.
- Our bikes: We use excellent equipment to give you the smoothest ride around town.
- Our safety rating: Your well-being is of utmost importance to us. We use all necessary precautions to keep you and the people who accompany you safe.
The adventure begins at the Bobby’s Bike Hike headquarters in Streeterville. Here you’ll meet your energetic and fun-loving guide, as well as your ready-to-ride Bobby’s comfort or electric bicycle. The motorized function of the electric bike makes riding a breeze, perfect for all skill levels!
The tour heads out to nearby Ohio Street Beach, to see the illumination of Navy Pier and Olive Park. Catch the historic Ferris wheel lit up in its hometown, and learn about the history of these famous waterfront attractions.
Your guide will then lead you up to Oak Street Beach, one of the most popular summertime hot spots, for both locals and visitors alike.
The group will then trek into downtown to get a peek at the legendary Chicago River from one of the most incredible viewpoints. You’ll see boats cruising up and down the waterway, and bask in the beautiful canyon of lit-up skyscrapers that the river creates.
It’s only a short ride from there down to Millennium Park, home of Chicago’s most epic works of public art, including the Bean, The Crown Fountain, and the Frank Gehry-designed Pritzker Pavilion. Don’t worry! The tour will stop for plenty of photos at this heavily-Instagrammed spot.
Next up is Buckingham Fountain, located in Grant Park, the largest fountain in the world when it was built in 1927. The fountain lights up to music every night and the breathtaking water show is not to be missed.
After that, the group travels south on the Lakefront Trail to see Soldier Field, home of the Chicago Bears, and the one-of-a-kind Museum Campus. This unique park is home to the Shedd Aquarium, the Field Museum, and the Adler Planetarium, three of the most highly-regarded museums in the world.
If you happen to choose a Wednesday or Saturday night for this incredible journey, you’ll get a bonus spectacle on the way back to Bobby’s headquarters: a Navy Pier fireworks show! Regardless, unbelievable views are guaranteed on the lakeside ride back to Streeterville.
The tour concludes back at Bobby’s Bike Hike after an unforgettable, nine-mile, three hour adventure. At this point, you’ll know why Bobby’s Bike Hike is Chicago’s favorite for both traditional and electric bicycle tours!
What To Expect
Named for a Chicagoan who gave his life covering a grenade to save other soldiers, Milton Olive Park is a hidden gem of Chicago’s downtown area. Nestled between Ohio Street Beach and Navy Pier, the park is always peaceful and always gorgeous.
The 18-mile Lakefront Trail has been contributing to Chicago’s cycle success since 1963. The paved path provides walkers, runners, and bicyclists with a safe and fun way to travel along the Lake Michigan, for both recreation and commuting.
On a busy Saturday in July, Oak Street Beach is packed with the blankets and swim gear of up to 300,000 Chicagoans. Pop-up bars, volleyball nets, and easy-access to downtown make this one of Chicago’s finest sandy spots.
The AMA Plaza is a stunning Chicago skyscraper designed by famed architect Mies van der Rohe, easily recognizable as the mayor’s office from Batman – The Dark Knight.
The Chicago River is the only river in the world that flows away from its mouth, and the reason for Chicago’s entire history of trade and commerce. Now used primarily for recreational cruising this branched waterway feeds the beating heart of our city.
Located at the northwest corner of larger Grant Park, Millennium Park is home to Chicago’s most beloved works of public art, including Cloud Gate, The Crown Fountain, and the Pritzker Pavilion.
When the Buckingham Fountain was built in 1927, it was the largest fountain in the world. Now the centerpiece of Chicago’s famous Grant Park, the fountain attracts crowds from all over the world to see its stunning light and water shows.
Built in 1924, Soldier Field is the oldest NFL stadium in the United States. During the American football season, it’s the home of our roaring Chicago Bears, but the park also hosts some of the city’s biggest concerts in the spring and summer.
Museum Campus is a unique piece of waterfront parkland located just south of the Chicago Loop. It’s the sprawling home of The Field Museum, The Shedd Aquarium, and the Adler Planetarium, three of the most highly-regarded museums in the world.
Throughout WWI and WWII, Navy Pier was one of America’s largest pilot-training bases. Now a popular visitor destination, the pier is home to countless restaurants, boutiques, theatres, and amusement park rides.
Make Memories on Our Bike Tours of Chicago
Every vacation has that memorable moment — the one when you and your family look at each other and smile, knowing you will remember this for years to come. Our Chicago bike and walking tours have generated many of those moments over the years for families just like yours. Whether you have visited Chicago many times, you’re taking your first trip here, or you actually live in the city, Bobby’s electric and comfort bike tours represent one of the best family activities around because:
- Tours are open to all ages, but this particular tour requires ages 10 and over to ride their own bike. We do carry child equipment for younger riders.
- Tours are open to all fitness levels
We are known for our exceptional organization and the outstanding content of our tours. Set off on an adventure unlike anything you have done before. Book one of our amazing traditional or electric bike tours of Chicago today!
What Our Customers Are Saying“We had a fantastic time on the Chicago Sites @ Night Bike tour! The pace was great and the ride was fun and easy thanks to the comfy bikes. Breathtaking views of the city and fireworks. Highlight of our trip!!!”
– Thomas D. Washington DC
(Discount Online Rate includes bike)
|Adults (Ages: 12+)||$42.99||$39.99|
|Youth (Ages: 4-11)||$29.99||$26.99|
|Infants (Ages: 0-3)||$9.99||$7.99|
|Electric Bike Upgrade $19.99|