Get the lowdown on Bermuda’s British heritage during a visit to the Royal Naval Dockyard. Go on your own or as part of a guided Segway tour to explore old limestone docks and wander the maritime museum. Next, jump on a ferry and sail to UNESCO-listed St. George—one of the oldest English urban settlements in the New World—and stroll cobblestone lanes past whitewashed Georgian buildings, museums, and period houses. After the sun goes down, experience a darker side of Bermudan history on a nighttime cruise into the Bermuda Triangle. With a rum cocktail to soothe your nerves, venture into this storied stretch of sea aboard a glass-bottom boat fitted with floodlights. 

The reefs ringing Bermuda have been the bane of numerous ships over the centuries, but they’ve also made these islands one of the top snorkeling and scuba-diving destinations. Families and beginners might opt for a shipwreck snorkeling tour or a SNUBA adventure, while certified divers can head to a couple of the island’s dive sites for a closer look at the reefs, wrecks, and marine life. Afterward, make your way to a local restaurant to try some fish chowder, mussel pie, or spiny lobster.  

One of Bermuda’s biggest charms is how easy it is to explore by bicycle. Hop in the saddle for a guided ride along the scenic Bermuda Railway Trail. As you pedal past panoramic seascapes, you’ll see parts of the island that few travelers get to. After lunch, check out another of Bermuda’s natural wonders, the twin Crystal and Fantasy caves. Step inside these caves that date back to the last Ice Age, and marvel at the rock formations hanging above luminous blue water. Alternatively, take the afternoon to relax on a beach. Polish off your stay with a sunset cruise along the coast, a rum swizzle in hand.