• Lakefront Trail - Since 1963, the 18-mile Lakefront Trail has been a key part of Chicago’s cycling achievements. This paved path offers a safe and enjoyable route for walkers, runners, and cyclists along Lake Michigan, perfect for both leisure and commuting.
• Oak Street Beach - On a bustling July Saturday, Oak Street Beach is filled with up to 300,000 Chicagoans’ blankets and swim gear. With pop-up bars, volleyball nets, and easy downtown access, it’s one of Chicago’s top sandy destinations.
• North Avenue Beach - The most popular beach in Chicago.
• Gold Coast - Known for its luxurious mansions.
• Chicago Riverwalk - Stunningly beautiful at night.
• The Chicago Theatre - Famous for its iconic Chicago Marquee sign.
• Millennium Park - Situated at the northwest corner of the expansive Grant Park, Millennium Park features Chicago’s most cherished public art pieces, including Cloud Gate, The Crown Fountain, and the Pritzker Pavilion.
• Buckingham Fountain - Built in 1927 as the world’s largest fountain, Buckingham Fountain is now the centerpiece of Chicago’s renowned Grant Park, drawing global visitors to its spectacular light and water displays.
• Navy Pier - Opt for a Wednesday or Saturday night visit to enjoy a Navy Pier fireworks show on your return to headquarters! Once a major pilot-training base during WWI and WWII, Navy Pier is now a popular attraction with numerous restaurants, shops, theaters, and amusement rides.
• Gold Coast - Lou Malnati’s Pizzeria - Experience Chicago’s renowned deep dish pizza.
• Millennium Hall - Serving up delicious Chicago-style hot dogs and Italian Beef.
• The Art Institute of Chicago - Pass by the world-famous lions.
• Grant Park - Known as Chicago’s Front Lawn, home to Buckingham Fountain.
• Lincoln Park - Explore one of Chicago’s largest parks along the lakefront.

• Tour guide
• Comfort bicycle
• Lunch
• Helmet

• $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
• Alcoholic beverages

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it’s miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods – deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you’ll get fantastic views of the skyline and feel the city’s vibrant energy. Veggie options available.

• If you have dietary restrictions, please add a note in the special requirements section when booking, and email to [email protected] after booking to confirm they can accommodate.
• Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
• VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
• TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
• Our groups have exclusive VIP access to locations we visit.
• Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
• Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
• Please note: children must be strong, capable riders and be able to bike for 9 miles

For a full refund, cancel at least 24 hours before the scheduled departure time.