Rated the best Chicago sightseeing tour of 2011 by Tripadvisor, Most organized bike ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch! This tour is what made Bobby famous, taking you off the tourist beat and onto the quiet neighborhood streets, city parks, and packed beaches of the North Side of Chicago, giving you a glimpse as to how Chicagoans enjoy their beautiful city. Highlights include the Gold Coast Mansions, Oprah’s House, the Playboy Mansion, Lincoln Park Zoo, Old Town Historic District, North Avenue Beach, and the of course the amazing Chicago Lakefront. All ages and fitness levels will enjoy, but children must be strong, capable riders! Reservations recommended.

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 and also get a taste for some of Chicago’s most popular neighborhoods as we cruise through Wrigleyville, Gold Coast, Old Town, Lakeview and Lincoln Park. Please sample responsibly.  Vegi-options available.

Bike through Chicago's most attractive hotspots at night! Like a party on wheels, we’ll cruise through downtown to see brand new Millennium Park, Museum Campus, and Buckingham Fountain, with its world-renowned light show. You’ll see our favorite jaw-dropping vantage points of the scintillating skyline. Wednesday and Saturday nights include the skyline fireworks display at Navy Pier. All ages and fitness levels will enjoy, but children must be strong, capable riders! Reservations recommended.

Bobby's Tike Hike was created with your kids in mind, perfect for families with kids 10 and under. A wide array of fun things await your family such as a hidden garden, petting the animals at Lincoln Park Zoo, tossing coins at the wishing fountain, rubbing the foot of a GIANT Abe Lincoln, and biking Chicago's magnificent lakefront trail.  We'll throw in Chicago history and trivia with fun and prizes to boot.  And don't worry, we'll even keep you and the older kids entertained as well.  Tours depart daily at 10am as the sun times are low, crowds are small, and safety is at a premium.  And a word of advice for parents trying to juggle small children with older siblings: Don't call it a 'Tike Hike' to the older kids. Instead call it 'Bobby's Adventure Series' or something like that.  Easier sell :) Parents, please reserve the Tike Hike one day in advance.

Ride More, See more.  The Historic Hyde Park & Kenwood Mansion Tour, perfect for moderate to advanced riders, covering 24 miles in 4 hours. 

Tucked along the Southside lakefront, Hyde Park is one of Chicago's most intriguing neighborhoods.  Home to Jackson Park, the Japanese Gardens, the Museum of Science & Industry, Hyde Park was also the original site of the Columbian Exposition of 1893.  We'll ride through the University of Chicago campus with stops at the Rockefeller Chapel, the Nuclear Sculpture, and Frank Lloyd Wright's Robie House.  Plus, we'll ride past some of Chicago's most famous residents, including the home of President Barack Obama.