Top Travel Days of 2025, Beach Day in Bermuda

If you live on the East Coast, you know that Bermuda is only a two-hour flight from Boston, New York, Philly, and DC. But it’s not until you step off the plane on this island located 600 miles due east of Cape Hatteras, North Carolina, that you fully understand the allure. Plant your feet into the soft pink sand on one of the renowned South Shore beaches like Horseshoe Bay and you can feel your body de-stress with every footprint. The shoreline is exquisite. Beaches are buttressed by jagged cliffs to create sheltered bays ideal for a dip. This was certainly true of the private beach the Hamilton Princess shuttled our family to in late May on a blissful 4-night getaway to the island. Just down the road from Horseshoe Bay, the pink sands provided the perfect welcome mat and the ocean water was already warm for the summer season.

It had been over a dozen years since I stayed at the Hamilton Princess, the grand dame of Bermuda, which first opened its doors in 1898. And wow did it change! The new owners are avid art collectors, and their impressive bounty of works cover the walls of the resort and lead to massive sculptures outside including a bronze gourd by Yayoi Kusama and a two-story high Mickey Mouse work by KAS. We did a docent-led hour-long tour of the collection and saw works by Picasso, Magritte, Julian Opie, Banksy, Ai Weiwei, numerous Warhol’s, and many others.

The resort also added a heavenly infinity pool overlooking the Hamilton Harbor, and two wonderful restaurants on either side of the resort. It’s hard to tear yourself away from the infinity pool, but you’ll be justly rewarded if you take the free shuttle to their private beach about 20 minutes away. An added bonus is that the beach has waiter service and food options, which makes relaxing that much more effortless.

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