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Hamilton, Bermuda

Exclusive Editor’s Tips:

Come up short(s)

Apart from the mysterious Triangle, Bermuda is arguably most famous for its shorts. Dating from the early 1900s (when they were worn by the British military), today they’re a staple of Bermudian men’s attire, worn for business with long socks, a button-down shirt and jacket, or, more casually, with loafers sans socks. You can find them in many stores but stylish locals favor styles from TABS in Hamilton, where they’re available in a spectrum of pastel and primary colors. Take your pick but make sure to try before you buy: a 1950 law mandates they be worn no more than three inches above the knee. 

Travel through time

It takes discipline to forgo the siren call of a rum swizzle in favor of a walking tour. But trust us, seeing St. George’s with Bermudian entrepreneur Kristin White, whose lively lunchtime rambles offer a glimpse into the fascinating 400-year history of Bermuda’s first capital, is worth the effort. In 90 minutes you’ll explore the centuries-old stone cottages and narrow streets of this charming village, as Kristin reveals the largely unknown stories of enslaved and immigrant Black Bermudians and their contributions to the island’s culture and commerce. By the end of the stroll, Kristin just might share her favorite places to enjoy a well-earned rum swizzle. (Tours are offered twice-weekly on varying days; lock in your spot at least two weeks ahead at longstoryshort.life.)

Sip a spot of tea

Nowhere is Bermuda’s British heritage more evident than in the custom of afternoon tea, which is still very much a thing on the Atlantic island. While most teas are served on weekdays, Hamilton Princess & Beach Club offers what is arguably the island’s best known afternoon tea service service each Saturday afternoon, so consider slipping into something “smart casual” and stopping by. Finger sandwiches and scones with clotted cream and preserves accompany the impressive lineup of teas, which includes one the resort says was Princess Diana’s favorite, a blend of Indian and Chinese black tea and rose petals called Rose Congou.  
 

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