Pink sands plus pastel houses plus manicured Golf greens equals a prepster’s paradise, a.k.a. the island of Bermuda. Although it’s just off the U.S. East Coast, Bermuda perfectly blends British charm and a dash of Caribbean culture. With shopping and dining options that rival most of its sister Caribbean Islands – it’s easy to see why this small country holds allure for the 1% - think Alicia Keys and Catherine Zeta Jones with husband Michael Douglas (who even had a second or third? fourth? home here) and too many UK royals to count. Bermuda simply epitomizes luxury and leisure, for an easy beachy escape that’s a mere hop, skip and a jump from hubs such as NYC, Boston and Atlanta. While millionaire execs often pick this mild-weather spot for high-class conferences, romantics roam the rosy beaches and explore the elegant resorts, too. Once you’re well-bronzed and well-rested, the island also offers a fun bar scene, from clubs right on the sand to trademark local pubs. Here, you can watch tipsy aristocrats in pearls and seersucker jam to local reggae beats, or better yet, join in. You’re one Dark & Stormy away from a dance off that we think you just may win.
The dress code at the finest joints across the island is pretty much country club classic with a twist. Think sophisticated silhouettes splashed with vibrant colors and minimal accessories - athleisure luxe from Tory Burch and Michael Kors will feel right - and make sure to throw in some Rosantica jewelry for some island flair. If you’re a woman who likes your man in a blue blazer, this island is rife with eateries which require more dressy attire, to give him no choice (or, your choice). Toss in some flirty lace cover-ups and Miguelina kaftans for beachside lunches, as well as a couple pair of glitzy Mystique sandals to complete your look. If you’re planning to hit the golfing greens, there’s quite literally no better place to whip out an eponymous pair Bermuda shorts - actually, it is the only getaway where we would allow it. Don’t forget some sleek sneaks, be it for golf, tennis, or sightseeing explorations. After a few days of strolling the pink sands, swimming amid the coral reefs, and admiring the stunning sunsets (or perhaps the dapper businessmen) you may wonder if you should pull a Zeta Jones yourself and relocate to this island paradise. You may not take it to that extreme, but once you’ve gotten a taste of this stylish and leisurely escape, we’re sure you’ll be back again.