Bermuda

A passport-stamp trip that is almost impossible to get wrong. Bermuda is a short flight from the East Coast, English is the everyday language, and the Bermuda dollar is pegged one to one with the US dollar, which is accepted interchangeably everywhere on the island. Its airport also has US preclearance, so the journey home ends like a domestic flight. What feels new is the pace and the look of the place: pastel houses with white roofs, pink-sand beaches and a British-island formality in the shops and pubs. Visitors cannot rent standard cars, so you get around by bus, ferry, taxi or a tiny electric two-seater, which keeps first-trip driving nerves out of the picture. Budget generously, because hotels and restaurants are expensive.