Chicago Trolley and Double Decker Co.

We operate Chicago’s premier Hop On Hop Off ® city sightseeing tours in the classic red & green Trolleys and fun-filled Double Decker buses. We also offer private group transportation for special events such as weddings, parties, and corporate outings. For 19 years the Hop On Hop Off® sightseeing tour has been the gold standard for entertaining and informative tours. Covering 13 miles and 14 stops, the Signature Tour is an eye-popping adventure through the heart of Chicago, giving you the option of Hopping On and Off at your choice of stops to visit the hottest retail, cultural, and family attractions. Summer tours include neighborhood tours and night tours.

CITY: Chicago

Obama Family Home

The Obama family home is a lovely red brick manse located on a tree-lined street in the historic Kenwood neighborhood, near the University of Chicago. Chicago Neighborhood Tours regularly offers tours of the area.

CITY: Chicago

South Shore Cultural Center

This beautiful Mediterranean Revival-style cultural center on the lakefront was once an exclusive 1900s country club, and now offers performances that range from classical music to African dance. The Obamas held their wedding reception here.

CITY: Chicago

Bobby's Bike Hike Obama Tour

Enjoy a gorgeous ride through the historic Hyde Park and Kenwood neighborhoods. Your guide will take you to all of President Obama's favorite Chicago places, including the University of Chicago campus and the first family's residence.

CITY: Chicago

Hyde Park Neighborhood

Barack Obama lived in the Hyde Park neighborhood during the late 1980s, when he worked as a community organizer. For the inside scoop on Hyde Park, tour the area with a local volunteer from Chicago Greeter, a free service offered by the Chicago Office of Tourism and Culture.

CITY: Chicago

Tour Black Chicago

This city tour travels in luxury coaches and highlights African-American social, cultural and historical events.

CITY: Chicago

University of Chicago Law School

Barack Obama taught constitutional law here from 1992 through 2004 (his favorite classroom was Room V, or the Harry A. Bigelow Lecture Hall). Take a self-guided audio tour year round, Monday through Friday.

CITY: Chicago

Kenwood Neighborhood

The Obama family home is a lovely red brick manse located on a tree-lined street in the historic Kenwood neighborhood, near the University of Chicago. Tour the area's points of interest with a local volunteer from Chicago Greeter, a free service offered by the Chicago Office of Tourism and Culture.

CITY: Chicago