Itineraries for Your Trip to Bermuda
2 Days in Bermuda for First Timers
While I’ve always loved the water, I typically favored holidays that involved trekking across the wilderness rather than basking in the shallows. However, Bermuda changed that completely. After meeting a couple of Bermudian residents on one of my beloved hikes, I planned a trip to this British territory in the North Atlantic Ocean to visit them. I soon saw that there’s much more to the Bermuda Islands than sunbathing on pink sand—though that was a highlight of the trip. If you’ve got two days in Bermuda, this itinerary for first timers will help you experience the best of the birthplace of the rum swizzle cocktail.
Bermuda is warmest from May through October, though you can get equally nice weather with fewer crowds in the shoulder season months of March and April.
If you only have time for one thing, make it sailing at sunset with a rum swizzle cocktail.
Even though Bermuda is small, it still has a wealth of sights, so spend your first morning ticking off must-see Bermuda attractions on an island tour. Explore the colorful island capital of Hamilton, wander among the historic highlights of St. George, a UNESCO World Heritage Site, and finish off with some yacht-spotting at the Royal Naval Dockyard.
Now that you’ve been oriented on land, spend the afternoon admiring the island from below ground on a tour of the magically named Crystal and Fantasy Caves. Follow wooden boardwalks past crystal-clear pools adorned with stalagmites and spend time relaxing on the peach-hued sands of Horseshoe Bay beach, the island’s most famous stretch of sand.
Round out your first day on Bermy (as the locals call it) with a sunset cruise featuring Bermuda's signature cocktail, a rum swizzle, made by mixing rum and angostura bitters with orange and pineapple juice for a taste of the tropics. Live music on board adds to the atmosphere.
Now that you’ve seen the island’s highlights, it’s time to engage some of your other senses on a food and drink tour that reveals the island’s rich culinary spectrum. Wander the streets of Hamilton, tasting local favorites such as fish chowder, deep-fried cod cakes, and sweet treats smothered in rum syrup.
This afternoon, get back out onto Bermuda’s world-renowned water on a kayaking tour that lets you access parts of the coastline that larger vessels can’t reach. If you’d rather stay on dry land, opt for a bike tour of the Bermuda Railway Trail National Park, where cycle paths wind along the rocky coastline.
Dedicate your final evening to deciphering the mysteries and legends of the Bermuda Triangle on a unique after-dark cruise that delves into the history of this mysterious section of sea. Plus, floodlights and a glass-bottom boat increase your chances of spotting nocturnal marine life while you listen to the captain's commentary.
