Bermuda is a 90-minute direct flight from NYC. The island’s 21 square miles are covered in sandy coves bordering clear blue waters. There are rolling hills dotted with pastel houses, and the island basks in a subtropical climate that rarely dips below 60 degrees (winters can get chilly — so be forewarned). It’s a warm-weather playground for people who love to boat and swim, with plenty of European influence for those with a more “cosmopolitan” idea of relaxation (yachts, not kayaks). When packing for a trip to Bermuda — or any other summery destination — keep your outfits simple. Summer style excels when you pare down outfits to their essentials. As always, focus on quality garment construction, but in the absence of layering, aim to incorporate more colors, patterns or textures into your wardrobe. A minimal wardrobe doesn’t need to be plain; just keep it straightforward.
Daily Wear
Reefs are a mixed bag — they’re safeguards (ocean swells, invaders) and they’re scary as hell (cuts, marooning). Speeding over a reef on a Waverunner in translucent, cerulean water at 58 mph is another mixed bag — thrilling and gut-buckling. We ventured out with H2O Sports for a quick lap of Somerset, and then followed up the adrenaline rush with a fish sando at the famed Woody’s. These cool and collected looks belie the adrenaline pumping through our veins — as style is always a mixed bag, too: repress any spikes in emotion, always keep the look cool. – Matthew Ankeny
Beach Stripe Linen Shirt by Corridor $165
Dune Shorts by Mollusk $78
Authentic by Vans $50
Lopez Sunglasses by SALT. Learn More Here
Button Down Collar Linen Shirt by Todd Snyder $128
Vista Point Shorts by Woolrich $55
Original Universal Suede by Teva $80
Lopez Sunglasses by SALT. Learn More Here
Swimwear
One can choose to enjoy the crystal clear waters of Bermuda by land or by boat. For the former, head to Admiralty House Park in Pembroke Parish which provides some of the best cliff jumping on the island. Cliffs range in height — you’ll either have a comfortable jump or a terrifying plunge — and the calm water is ideal for a slow swim. For the latter, charter a boat — we took out Lady Whit, captained by Vincent Trott — to Paradise Lake in Warwick Parish, a secluded area 15 minutes from Hamilton perfect for cutting the engines and floating the afternoon away. – John Zientek
Birdwell 311 Board Shorts by Birdwell Beach Britches for Todd Snyder $138
Men’s Baggies Longs by Patagonia $49
Mid-Length Flat-Front Nylon Swim Trunk by Danward $201
Cottesloe Towels by Mayde $52
LF01 Sunglasses by Lewis Fredericks $560
Lopez Sunglasses by SALT. Learn More Here
Formal Evening
There’s no need to dress formal in Bermuda — when the traditional attire of the island is a pair of shorts with a blazer and high socks, you’re in the clear to dress as you like. But, there are times a proper occasion deserves proper attire. Seersucker allows you a dose of texture while still retaining breathability, and a tuxedo will set you apart from the rest of the crowd. Haspel — the self-proclaimed “originator” of the seersucker suit — offers this seersucker tux, which pairs nicely with a linen shirt and oxfords sans socks. – MA
Krewe Tuxedo Jacket by Haspel $395
Krewe Tuxedo Pant by Haspel $200
Button Down Collar Linen Shirt by Todd Snyder $128
Washington Grand Woven Oxford by Cole Haan $420
LF01 Sunglasses by Lewis Fredericks $560
Après Beach
After a day in the water, relax on Pink Beach’s West Beach, a secluded stretch of sand accessible to guests of The Loren Hotel. As the sun sets and temperatures settle, keep your attire relaxed. Shorts and faded sweatshirts, leather slippers and shearling boots — comfortable beach attire fit for lounging while the bartender makes your next Rum Swizzle. – JZ
Freeman Crewneck by Freemans Sporting Club $165
FSC T-Shirt by Freemans Sporting Club $48
Vista Point Shorts by Woolrich $55
Slipper by Viberg $470
Centerdent Hat by Stetson $130
Bellows Sunglasses by Spy $200
Jervis Towel by Mayde $52
Freeman Hoodie by Freemans Sporting Club $185
Dune Shorts by Mollusk $78
Classic Short Boots by Ugg $170
Lopez Sunglasses by SALT. Learn More Here
Cottesloe Towel by Mayde $52
