5 Days of Fun in Bermuda: A Family Itinerary

5-Day Bermuda Adventure: From Scenic Trails to Whale Watching

Day 1
HIKING, BIKING & PADDLING SCENIC TRAILS
Lace up your walking shoes or rent a pedal bike (bicycle) to traverse the Railway Trail, a railroad-bed-turned-pedestrian-path that sweeps the length of the 21-mile island. The trail meanders past spectacular beaches, tucked-away historic sites and popular points of interest including Scaur Hill Fort & Park, Shelly Bay Beach and the Town of St. George.

Day 2
JUNGLES, CAVERNS, & SUNSET CRUISES
Now that you’ve gotten the lay of the land, it’s time to get adventurous. On the Hidden Gems Tour, channel your inner Indiana Jones as you duck into ancient Crystal Caves, pluck through Tom Moore’s Jungle and swing from banyan tree vines at Southlands. The tour includes lunch, and kids ages six and up can participate (allow about five hours).

Day 3
WHALE WATCHING EXPEDITION
Don’t miss a golden opportunity to witness humpback whales migrating past Bermudian shores in March and April. Heading into the open sea is the best way to catch them fin-slapping, tail-waving, spraying water and breaching. Island Tour Centre, the Bermuda Aquarium, Museum and Zoo (BAMZ) and other local outfitters offer whale-watching tours in season. Set aside 5-6 hours.

Day 4
HISTORIC & NATURAL WONDERS
English explorers first ran aground on Bermuda’s East End in 1609 and established the Town of St. George three years later, making it the oldest continuously occupied British settlement in the New World. This UNESCO World Heritage site is not only historic, it’s replete with activities for the younger set and hard-to-impress teens alike.

Day 5
SHOPPING & BEACH HOPPING
Revisit the Royal Naval Dockyard to stock up on souvenirs at the Bermuda Craft Market. Local artisans sell handmade jewelry, Bermuda food staples and gifts made with the island’s iconic pale pink sand.