Chicago Sites at Night Bike Tour

Looking for an exciting and adventurous outdoor activity to do in Chicago after dark? Look no further than Bobby’s Chicago Sites @ Night Bike Tour. Bobby’s Bike Hike is America’s longest-running city bicycle tour company! This tour is one of Bobby’s most popular, as guests get to see some of the city’s most beloved landmarks lit up with Chicago’s stunning nighttime city lights! This 3-hour guided tour utilized comfort hybrid bikes, making for a awesome ride that won’t tire you out—Bobby’s still wants you to be able to go out and have fun after the tour is over! You’ll catch a glimpse of the downtown skyline, the dancing waters of Buckingham Fountain, Museum Campus, Soldier Field, the larger-than-life public art in Millennium Park, and more! During the summer, Wednesday and Saturday night rides also include fireworks! Don’t miss out on this fantastic adventure!

Itinerary
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Stop At: Milton Lee Olive Park, 500 N Lake Shore Dr, Chicago, IL 60611-3779

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.

Duration: 15 minutes

Stop At: Lakefront Trail, 540 N Lake Shore Dr, Chicago, IL 60611-3414

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.

Duration: 15 minutes

Stop At: Oak Street Beach, 1000 N Lake Shore Dr, Chicago, IL 60611-5303

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.

Duration: 15 minutes

Stop At: Chicago River, Chicago, IL

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.

Duration: 15 minutes

Stop At: Millennium Park, 201 East Randolph Street, Chicago, IL 60601-6530

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.

Duration: 15 minutes

Stop At: Buckingham Fountain, Grant Park, Chicago, IL 60605

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.

Duration: 15 minutes

Stop At: Soldier Field, 1410 S Museum Campus Dr, Chicago, IL 60605-2902

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.

Duration: 15 minutes

Stop At: Navy Pier, 600 E Grand Ave, Chicago, IL 60611-3419

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 headquarters: a Navy Pier fireworks show! 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.

Duration: 15 minutes