Segways have proven to be a safe and popular way to explore a city's skyline, edging out catapult tours and window-washing temp gigs. Let your gaze do the sky scraping with today’s Groupon: for $34, you get a two- to three-hour Chicago skyscraper segway tour from Bike and Roll Chicago (a $69 value).

Bike and Roll Chicago's tower-savvy guides lead rolling packs of two-wheelers on a historical exploration of how and when the city’s skyline came to be after the Great Chicago Fire of 1871. Groups coast down the Riverwalk, darting through buildings’ massive shadows as they learn of pioneering architects and their innovations, from the invention of the sky to the realization that it may have been placed just out of reach. The gyroscopically engineered vehicles carry tourists to the lakefront to glimpse the skyline view in full, ensconced by water-born breezes. Bike and Roll Chicago strongly recommends wearing closed-toe athletic shoes on the segway to ensure comfort and protect from high-speed toe-stubbings.