Want a taste of what it was like to be a Roman in the Mad Men era? Then book a nighttime tour with the Rome 500 Experience — in a vintage Fiat 500, the tiny-but-chic city car produced from 1957 to 1975. By the time you get to the last stop, you’ll be feeling like Marcello Mastroianni and saying “cinquecento” instead of 500. $340 to $487.

Stops include:

John Harper/getty images
St. Peter’s Square
The Colosseum and other antiquities were stripped of their marble and bronze to better decorate St. Peter’s Basilica, but there’s no denying the beauty of the resulting Bernini-designed square, with its rows of commanding ­Tuscan colonnades.

MIXA Co. Ltd./getty images
The Mouth of Truth
Made famous in the film Roman Holiday, this Pavonazzo marble face, dating from the first century, is located inside the entrance to the Church of Santa Maria in Cosmedin. Legend has it that when a liar sticks his hand in the mouth, the hand is bitten off.

Glyn Thomas/Alamy
Knights of Malta Gate
Located in the exclusive Aventine Hill neighborhood, the keyhole of the doorway affords a tiny but indelible view of the dome of St. Peter’s Cathedral, as seen beyond the verdant gardens of the Villa del Priorato di Malta.

nagelestock.com/Alamy
The Colosseum
The nearly 2,000-year-old Flavian Amphitheatre never loses its ability to enchant. Rome 500 guides use an iPad app held up to the ruins to reveal what the stadium looked like in A.D. 80.