Chicago's Ultimate City Bike Tour - The Starting Point at Bobby’s Bike Hike

Chicago’s Ultimate City Bike Tour

Discover Chicago’s highlights on a 3-hour bike tour for $59.99, exploring Museum Campus, parks, monuments, and waterfront with expert guides and scenic routes.

Explore Chicago’s Iconic Sites on a 3-Hour Bike Tour

Chicago's Ultimate City Bike Tour - Explore Chicago’s Iconic Sites on a 3-Hour Bike Tour

The Chicago’s Ultimate City Bike Tour offers a lively and comprehensive way to see the city in just three hours. For $59.99 per person, this guided experience covers major landmarks, parks, and cultural highlights along bike-friendly paths. With a rating of 5.0 from 185 reviews and 99% recommending it, the tour is popular among visitors seeking an active, informative way to explore.

This tour departs from Bobby’s Bike Hike at 540 N Lake Shore Drive and is ideal for most ages and fitness levels. It’s a relaxed ride, perfect for families or those wanting to see many sites without the fatigue of walking or bus tours. The guides are praised for their knowledge and friendly approach, making this a dependable choice for sightseeing and learning about Chicago’s history and architecture.

Key Points

Chicago's Ultimate City Bike Tour - Key Points

  • Price and Duration: Only $59.99, lasting approximately 3 hours.
  • Comprehensive Route: Covers Museum Campus, parks, lakeside trails, and iconic monuments.
  • Expert Guides: Guides like Dan, York, Daisy, and Gabe receive high praise for their knowledge and friendliness.
  • Scenic Bike Path: The tour follows bike paths along Lake Michigan, offering breathtaking city and water views.
  • Inclusive Gear: Bikes, helmets, and a mobile ticket are included, with no food or drinks provided.
  • Family Friendly: Suitable for most ages and fitness levels, with stops to rest and explore.

The Starting Point at Bobby’s Bike Hike

Chicago's Ultimate City Bike Tour - The Starting Point at Bobby’s Bike Hike

The tour begins at 540 N Lake Shore Drive, a central location near public transportation. Bobby’s Bike Hike is known for its professional staff and well-maintained bikes. The tour ends back at the start, making logistics simple for participants. Most travelers find this meeting point convenient, with easy access to nearby attractions and transportation options.

The 18-Mile Lakefront Trail Experience

Chicago's Ultimate City Bike Tour - The 18-Mile Lakefront Trail Experience

The Lakefront Trail, established in 1963, is the backbone of this tour’s route. This paved path stretches along Lake Michigan, offering a safe and scenic ride that combines recreation and commuting. The route provides beautiful water views, skyline vistas, and a smooth cycling experience, making it a favorite feature in reviews.

Cyclists can expect a relaxed pace that allows for photo stops and enjoying the fresh breeze from the lake. The trail’s popularity and safety reputation make it ideal for this city tour, especially for those new to biking or Chicago.

Visiting Chicago Landmarks: From Museums to Monuments

Chicago's Ultimate City Bike Tour - Visiting Chicago Landmarks: From Museums to Monuments

The tour includes visits to several notable Chicago landmarks:

  • The Field Museum of Natural History, home to T-Rex Sue, offers a glimpse into natural history with its vast collection of specimens and artifacts. While the museum’s admission is not included, the exterior view and quick stops add value.

  • The Shedd Aquarium is one of the largest aquariums in the US, housing 32,000 aquatic animals. The 15-minute stop provides a chance to admire its impressive collection, though tickets cost extra.

  • The Adler Planetarium, the oldest in the Western Hemisphere, features theatres and space exhibits. Its 15-minute stop introduces visitors to space science and Chicago’s astronomical history.

  • Northerly Island, a nature preserve, offers bird watching, fishing, and potential canoeing in the future. As a free stop, it emphasizes natural beauty and urban wilderness.

  • The Soldier Field, built in 1924, is the oldest NFL stadium in the US. It is home to the Chicago Bears during football season and hosts concerts in warmer months.

  • The 12th Street Beach, a hidden gem, features white sands and clear blue water, perfect for a quick photo or relaxing break.

Iconic Parks and Water Shows: Grant Park, Buckingham Fountain, and Millennium Park

Chicago's Ultimate City Bike Tour - Iconic Parks and Water Shows: Grant Park, Buckingham Fountain, and Millennium Park

The tour makes significant stops at Chicago’s most famous parks and fountains:

  • Grant Ulysses Park, called Chicago’s Front Yard, hosts major festivals like Lollapalooza. The 20-minute stop allows visitors to enjoy scenic views and open space.
  • The Clarence F. Buckingham Fountain, once the largest in the world at its construction in 1927, dominates Grant Park. The 15-minute stop showcases its stunning water and light performances.

  • Millennium Park is home to Cloud Gate (The Bean), the Crown Fountain, and the Pritzker Pavilion. A 20-minute visit offers ample time to see these public art masterpieces and take photos.

  • Daley Bicentennial Plaza, with the famous Picasso sculpture, provides interesting art and a great view of downtown skyscrapers.

The Waterfront and Museum Campus Highlights

Chicago's Ultimate City Bike Tour - The Waterfront and Museum Campus Highlights

The tour emphasizes Chicago’s lakeside beauty:

  • The Lakefront Trail ride itself is a highlight, offering panoramic views and a gorgeous scenery that many reviews praise.
  • The Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium, is a hub for culture and science. The bike ride through this area offers quick, scenic glimpses of Chicago’s educational landmarks.

  • The 5-minute stop here allows visitors to capture photos and appreciate the cluster of world-class museums.

The Tour’s Pacing, Group Size, and Family-Friendliness

Chicago's Ultimate City Bike Tour - The Tours Pacing, Group Size, and Family-Friendliness

The tour operates at a relaxed pace, with ample stops to rest, take pictures, and hear engaging commentary from guides like Gabe and Daisy. The group size is limited to 15, creating a personalized experience with more opportunities for interaction.

It is suitable for most ages and fitness levels; however, children must be capable riders able to bike 9 miles. The bikes and helmets are well maintained, and the routes are entirely on bike paths, contributing to a safe environment.

Practical Details and Booking Insights

Chicago's Ultimate City Bike Tour - Practical Details and Booking Insights

The tour is most often booked 22 days in advance, highlighting its popularity. Payment includes bicycle, helmet, and guide, with a recommended gratuity of $10 per person. Food and drinks are not included, so participants should plan accordingly.

The cancellation policy offers free cancellation up to 24 hours before the tour, with full refunds available if canceled in time. Rain or shine, the tour proceeds unless extreme weather causes cancellation, in which case options for rescheduling or refunds are provided.

Why This Tour Stands Out

The combination of scenic routes, knowledgeable guides, and a well-rounded itinerary makes this bike tour a top choice for exploring Chicago. The public reviews consistently praise the guides’ expertise and the beautiful views along Lake Michigan.

While the admission to some attractions like the Shedd Aquarium and Adler Planetarium is not included, the quick stops allow for additional visits if desired. The tour offers great value for the price, especially considering the small group size and professional guides.

Who Will Enjoy This Bike Tour?

This experience suits adventurers, families, and first-time visitors eager to see many of Chicago’s highlights in a relaxed, scenic setting. It is ideal for those comfortable on a bike and interested in learning about Chicago’s culture, architecture, and natural beauty.

The friendly guides and easy route ensure a fun and safe experience. For anyone wanting a rundown of the city’s most famous sites without the hassle of walking or large bus tours, this bike tour offers a memorable day out.

Chicago’s Ultimate City Bike Tour: A Dependable Way to See the City

The Chicago’s Ultimate City Bike Tour delivers on value, scenery, and insight. It balances leisurely riding with informative commentary and spectacular views, making it a standout activity for visitors and locals alike.

While it may not include entrance to every museum, the quick stops and expert guides compensate by providing context and photo opportunities at each location. The small group size and positive reviews confirm this tour’s reliability and enjoyment.

✨ Book This Experience

Chicago’s Ultimate City Bike Tour



5.0

(185 reviews)

94% 5-star

“We loved the history, the flow and the pace! Dan, the man was the best tour guide! We loved the cycling along the lake and the breathtaking view fr…”

— Stacey L, Featured

Frequently Asked Questions

Is the tour suitable for children?
Children must be strong, capable riders and able to bike 9 miles, making this tour suitable for older children who meet these requirements.

Are the bikes and helmets provided?
Yes, the bikes and helmets are included in the tour price, and are well maintained.

Can I cancel or reschedule if the weather is bad?
Yes, free cancellation is available up to 24 hours before the tour, and if extreme weather causes cancellation, options for rescheduling or full refund are available.

What landmarks will I see during the tour?
You will visit Museum Campus, Grant Park, Buckingham Fountain, Millennium Park, Soldier Field, Northerly Island, the Lakefront Trail, and several cultural and recreational sites along the route.

How long in advance should I book?
Most bookings are made around 22 days in advance, reflecting the tour’s popularity and consistent demand.

Is this tour accessible for most fitness levels?
Yes, the relaxed pace and bike path routes make it suitable for most, though children must be able to bike 9 miles.

This bike tour offers a perfect blend of scenic beauty, cultural highlights, and expert guidance, making it an excellent choice for those looking to experience Chicago in a fun, active way.