Bermuda
Overview

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.

Stay

Where to stay

Indulge

Indulge

DINING

Of course, like any upscale island, prepare yourself for some top-notch seafood. Some of the best eateries are right in the island’s hotels. Love the upscale pub, Newport Gastropub, in the Fairmont Southampton, for classic cuisine with Bermudan twists, nautical décor, and delicious drinks. Honestly, the Fairmont Southampton really just does restaurants so well; they’ve got another winner with The Waterlot Inn, the historic steakhouse is known for serving up some of Bermuda’s best sirloins for nearly 350 years. Attire is resort elegant, so if you’ve been saving a silky slip dress or cocktail number, now is your moment. Best of all, this hotel restaurant is dockside of Jew’s bay, so you can enjoy a breathtaking beach sunset to complete the elegant experience.  May as well keep going with this Fairmont Southampton theme, because Ocean Club is another noteworthy restaurant in the hotel, known as one of the best seafood spots on the island. The vibe at this beachfront eatery is definitely more relaxed; you can get away with a swim cover up straight from the beach for lunch, though you’ll see plenty of linen and seersucker here too. Fairmont Hamilton Princess has some prized spots, particularly at the new Crown & Anchor. You may remember us mentioning afternoon tea at this regal establishment and yep, that happens at The Heritage. You can swap your tea for cocktails if you wish as you mingle with the elegant clientele to the soft tunes of live piano. Our pick is the mini lobster burgers and their famous Appletini. A few minutes away at the Royal Palms Hotel you will find the equally elegant Ascots, which is in a former Mansion right in downtown Hamilton (Who doesn’t like dinning in Mansions?). The food is as high quality and as genuinely crafted as the designer bag you snagged earlier that day.

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Make sure to stop for sushi happy hour at the Habourfront Restaurant which has great views, overlooking the beautiful Hamilton Harbour. Breezes at Cambridge Beach hotel is one of the few restaurants where you can actually eat right next to the water on the beach so dine with your toesies in the sand and have a pina for us! Scale up for a romantic dinner at the hotel’s Tamarisk, noted as one of the finest places to dine in Bermuda by Food & Wine. Enjoy the delish cuisine by candlelight indoors, or under the stars on the terrace. If you want to go all out when it comes to romance, book a private dinner for two on the beach at Coconuts (at The Reefs), where they will serve you a 5-course on the beach under the stars with the glow of tiki torches surrounding you (did someone say proposal?). Even if you’re not up for that splurge, the Coconuts restaurant and terrace is an excellent spot for fresh beachside Caribbean cuisine. Craving some Italian or just really good carbs? The garlic bread at Portofino is calling you, along with their famous calamari and homemade pastas. Think smart casual when dining here; though it’s the island favorite for Italian, there’s no need to over-glam at this chic homey eatery of red brick and shuttered windows. We just love a secret locals spot and that is what Black Horse Tavern is to true in-the-know visitors. It’s located on a remote corner of St. David’s island and known to serve some of the most authentic local Bermudan cuisine in a cozy environment. Dress your best here, as it’s not out of the ordinary for diners to arrive by yacht, not to mention celebrities are some of the Bermudan guests who have gotten the Black Horse tip. Tribe Road Kitchen which is our go to for major hangover brunch, don’t miss the Paleo Poutine, your belly’s will thank us. 

NIGHTLIFE

From clubs to pubs to laidback lounges, Bermuda nightlife has enough variety to suit any mood or outfit. If you’re feeling flirty and lively on a clear summer night, dress smart and hit up Club Aqua at Snorkel Beach, a buzzing beach club right on the sand. This open-air nightclub is open Mondays, Wednesdays, Thursdays, and Saturdays, weather-permitting; so pick a day to get sandy and boozy with fellow vacationers in true Bermuda fashion.  A slightly more posh option is the Cosmopolitan Ultra Lounge & Nightclub, a chic spot where you enter through a red-carpeted tunnel and dance the night away under the stars. Go for some exotic Egyptian flair at Café Cairo, the Egyptian-theme nightclub favored among Bermudan locals. If your feet get tired spinning around in your stilettos, kick back in the regal Egyptian chairs at the Hookah lounge.  If you’re more of a pub rather than club gal, Swizzle Inn is the unique, must-see spot for a night out in Bermuda. It’s the oldest and most famous pub on the island, attracting locals and visitors alike to come socialize in the island vibes and let loose with the pub’s trademark Rum Swizzle.  Lastly and probably our personal fav, The Big Chill at Elbow Beach which features the coolest of the cool DJ’s and live musicians and was created from the inspiration from music found in Ibiza #welikely. Make sure to check the calendar to see where they are playing.

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Explore

Explore

If visiting in the summer, it’s safe to bet you’ll want to spend most of your time bronzing in the sun along the Bermuda’s trademark pink sandy beaches. Horseshoe Bay Beach is without a doubt the island’s most famous, a picturesque pastel stretch smattered with vacationing sunbathers that is located in the Southampton parish. Elbow Beach (in Paget Parish) is another popular spot for sunbathing and people-watching, not to mention the site of one of Bermuda’s most famous resorts, the Elbow Beach Bermuda, perfect for lunch or a sunset dinner in your favorite flowy maxi.  If seeking more romantic sandy seclusion, the remote Astwood Cove Beach might be more your scene.  Make cooling off more interesting by signing up for scuba diving or snorkeling to see colorful fish and coral, whose hues rival even the vibrant prints on your Zimmerman two-piece (though maybe not your wetsuit, if you’re more of a scuba girl). Blue Hole Watersports or Somerset Bridge Watersports are great options for such aquatic adventures, plus they offer simple scenic boat rides (perhaps to a secluded island) if you’re looking to get out on the water but keep your bikini dry. Adventurers will also love exploring underground Bermuda at The Crystal & Fantasy Caves, featuring spectacular Chandelier rock formations hovering over clear pools of azure blue water. They’re truly breathtaking and literally hidden treasures of the island. Considering Bermuda is pretty much like a giant island of a country club, golf is a pretty big thing here, so if you love the sport this just might be your haven or if you’re single and ready to mingle this is prime rich guy breading ground. 

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Port Royal Golf Club was named Bermuda’s best by The New York Times, and it’s easy to see why with 18 championship holes set over a stunning seaside landscape.  While another great golf course, the St. George’s Golf Club, is currently closed for hotel development, the St. George’s Cricket Club was 2015’s venue for the most Bermudan event there is: Cup Match. If you find yourself in Bermuda around when July slides into August, you just might catch this iconic Cricket showdown event. If you like Cricket, go. If you don’t like Cricket, go anyway. If you’re asking “um what is Cricket?” seriously still go.  Cup match is basically a two day party happening all over the island where there also happens to be a Cricket match going on somewhere. Kind of like horse races in the states. It’s an excuse to dress in your preppiest best and drink rum swizzles while you chat up other vacationers who are doing the same. Factually, it’s a historic annual match between rival Cricket teams, Somerset and St. George’s, alternating venues between the home teams each year. For more mellow activities, check some site seeing off your list at the Unfinished Church in Historic St. George. Or take a romantic morning stroll amid the rosemary scents of the Bermuda Botanical Gardens (also the site of the fantastic Masterworks Museum). Another top-notch museum is the Bermuda Maritime Museum, showcasing 500 years of Bermudan history, including some really cool old shipwrecked artifacts, like stuff that could have come from the Black Pearl in the world of Jack Sparrow and Elizabeth Swan. For more history particularly reticent of Bermuda’s British heritage, check out the Royal Naval Dockyard, established by the British after their defeat in the American War of Independence, and now one of the island’s biggest tourist attractions.  One of our personal faves are the massages at the Natura Spa at Grotto Bay Caves which allows you to have spa treatments in THE MOST AMAZING setting in a natural subterranean cave-your Instagram will thank us! Finally if you find yourself in town on mid-November make sure to check out the events at the Bermuda Culinary Arts festival which has top chefs from all over come together for cooking demos, wine seminars, and more.

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SHOP

Where to Shop

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Chic and sophisticated resort-wear is the name of the game on Bermuda (with some golf attire mixed in). Plus, should you run into Catherine Zeta-Jones and Michael Douglas out to dinner or on the beach, you know you’ll want your VacationStyle to be #onfleek. For great finds around the island, start at the Calypso boutique, which boasts the largest collection of swimwear on Bermuda as well as a vast selection of women’s clothing sourced from Europe so you can ace the euro-island-chic look (Attention: this is not to be confused with Calypso St. Barth, they’re both great, but different things). At Gibbons Co. department store you can find everything you need without breaking the bank. But as always, no ensemble is ever complete without investing in the perfect pair of designer footwear. Lusso has you covered there, with European designers like Fendi, Ferragamo, Prada, Jimmy Choo and Miu Miu. They also offer a fantastic array of gorg scarves and designer sunnies, to help complete your luxe look. Finish up with fragrances from The Bermuda Perfumery, with scents to carry home with you and remind you of your island getaway. 

Shop the Destination

Lola Hats Windsock bandanna-print straw hat $263.00
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Solid & Striped The Cora triangle bikini top $80.00
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Solid & Striped The Cora high-rise bikini briefs $80.00
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Mara Hoffman Athena lace-up cotton dress $425.00
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Marte Frisnes Dido embroidered hoop earrings $81.00
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Lisa Marie Fernandez Tie-waist linen top $475.00
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Lisa Marie Fernandez Polka dot-print tie-waist linen skirt $690.00
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Saint Laurent Lily cat-eye frame acetate sunglasses $240.00
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Nannacay Elephant Toquilla Bucket $278.00
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LoveShackFancy Mia Cropped Ruffled Floral-print Cotton Top $215.00
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LoveShackFancy Tiered floral-print cotton mini skirt $255.00
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Alexandre Birman Clarita bow-embellished suede and raffia sandals $620.00
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Solid & Striped Brigitte Triangle Bikini Top $78.00
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Solid & Striped Brigitte Flower High-Rise Bikini Bottom $88.00
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Innika Choo Balloon-sleeve linen peasant dress $389.00
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Raye x House Of Harlow 1960 Tucker Slide $148.00
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Rails Athena Gingham Wrap Top $148.00
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Rails Etienne Wrap Skirt $138.00
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Valentino Rockstud leather sandals $695.00
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Emilia Wickstead Roxane halterneck swimsuit $325.00
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Emilia Wickstead Leslie high-waisted linen shorts $440.00
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Tambonita Tamborine Bag $590.00
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The East Order Lila Floral Dress $198.00
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Lizzie Fortunato Sun Bleached Hoops $175.00
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Rococo Sand Floral-Printed Maxi Dress $425.00
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Cult Gaia Lilleth Acrylic Small Bag $328.00
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Rebecca de Ravenel Ophelia shell clip-on earrings $272.00
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