Combine the Midwest's Windy City and California's City By the Bay on this twin-centre holiday. Contemporary Chicago sits at the western shores of Lake Michigan and its gleaming skyscrapers offer a marked contrast to San Francisco's famed Victorian architecture, while each city has its own iconic sports venues, waters-based activities, mouthwatering dishes and cool neighbourhoods.

Read more
Chicago, San Francisco

Recommended itinerary


City by the Lake

Lakeside jaunts, river cruises and restaurant and rooftop bar hopping fill your days in the Midwest's biggest city. Catch distorted reflections in the chrome 'bean', experience game day at Wrigley Field and witness that iconic skyline from North Avenue Beach.


San Francisco

City by the Bay

San Francisco is a city that's packed with instantly recognisable sights from the often-fog-cloaked Golden Gate Bridge and the prison island of Alcatraz to the windy Lombard Street and those historic street trolleys. The Bay is a constant backdrop, whether you're climbing those thigh-busting hills, crossing the bridge by bike, or exploring the Golden Gate National Recreation Area.