Tour Chicago’s unique attractions, landmarks, museums, architecture, shopping areas, theaters, art galleries, and diverse neighborhoods. From free trolley and walking tours to double-decker bus trips and boat cruises, Chicago is a destination of unsurpassed beauty and history!

Shoreline Sightseeing offers exciting boat cruises, romantic dinner cruises, water taxis and charter tours of Chicago. Enjoy the dramatic Architecture Cruise on the historic Chicago River or the Skyline Boat Tour on Lake Michigan.

American Sightseeing offers exciting bus tours that take you to Chicago’s most interesting landmarks. You’ll see the North Side, South Shore, The Loop, Lake Michigan Sears Tower, State Street, Grant Park, Soldier Field, Orchestra Hall, Grant Park, Chinatown, Lincoln Park, Adler Planetarium, and the Chicago River.

Skip the roadways and capture the essence of Chicago’s landmarks on exciting sightseeing boat tours on Lake Michigan, Chicago River, and Chicago Lock. Enjoy an overview of the city’s architecture and history, including the Wrigley Building, one of Chicago’s architectural treasures.

Enjoy a one-hour cruise of the historic Chicago River that showcases over 40 marvels of modern American architecture. Enjoy an exciting journey as you cruise along the Chicago River past the city’s architectural landmarks.

Explore Chicago’s masterful architecture on boat, bus, walking and bike tours by the Chicago Architecture Foundation. Discover the diversity and majesty of Chicago’s significant buildings on this odyssey of architecture, historic districts, university campuses, parks, neighborhoods, and art deco skyscrapers, including Frank Lloyd Wright’s Robie House and Reliance Building.

Experience Chicago’s most informative sightseeing tours on classic trolleys and double decker buses that wind you through the city’s eclectic shopping, dining and attraction destinations. With your Hop On Hop Off ticket, you will enjoy a narrated tour that covers Chicago’s downtown and the Loop.