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Trip Ideas

15 Chic Summer Getaways for Style Lovers

You’re stylish and sophisticated, with an eye for the season’s chicest trends and must-shop styles. So when you travel, you seek the kind of cosmopolitan glamour you’d find in the pages of your favorite fashion magazine. To help you discover your next escape, we’ve put together a list of 15 high-style summer getaways—plus, shared our best on-location shopping tips. Get packing!

See recent posts by Siobhan Reid

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Key West

Florida’s famed archipelago is known for its powdery beaches and endless ocean views—plus, outré crowd and artsy attractions. Get in stride with the area’s bohemian spirit by checking out the artist studios, galleries, and specialty shops at Rain Barrel Artisan Village (don’t leave without picking up a funky souvenir!), then stop for lunch of conch fritters and steamed mussels at the tiki-themed Snapper’s Key Largo. Your home base is Little Palm Island Resort & Spa, a collection of thatched roof bungalows surrounded by lush tropical plants and steps from a private white sand beach. Catch some rays at the grotto-like pool, or opt for total mind-body relaxation at the spa, where you’ll be treated to heavenly treatments like a Coconut Sugar Body Polish or a Margarita Key Lime Pedicure.

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Palm Springs

From its mid-century architecture to its legendary pool party scene and abundance of natural scenery (can you say #cactusporn?!), Palm Springs is our go-to destination for a girls’ only weekend trip. Get the good times rolling with brunch at Cheeky’s, a Palm Canyon Drive eatery famous for its long lines and spicy bloody Mary, followed by the hair-raising aerial tramway ride up the San Jacinto mountains. If the girls are game for some retail therapy, motor over to The Fine Art of Design, a pop-up shop housing rare vintage clothing and accessories. After, it’s time for cocktails and sun tanning at The Saguaro Palm Springs’ pool, where you can alternate between swimming laps and playing a poolside rounds of ping-pong.

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World-class eats, historic streets, and Southern hospitality are among the reasons Charleston is high on our list of favorite domestic escapes. Taste your way through the city’s innovative kitchens by scoring tables at Leon’s Oyster Shop, a trendy neighborhood hang with mouth-watering surf and turf fare, and Little Jack’s Tavern, a retro-style spot with white checkered tablecloths, Southern cocktails, and a to-die-for brisket burger. Enjoy the best shopping on King Street or rent a set of wheels and pedal around the city’s historic waterfront to see the brick-paved Stolls Alley, the pastel-hued 18th century townhouses that comprise Rainbow Row. You’re less than 5 minutes-ride from your stylish digs at The Spectator Hotel, a boutique hideaway with glamorously appointed guestrooms, personalized butlers, and a cocktail bar that brims with the spirit of the Jazz Age.

RELATED: The Ultimate Girls’ Weekend Guide to Charleston

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The Hamptons

The summer escape of New York City’s beau monde, The Hamptons is as mythic and as stylish as beach getaways come. And there’s no question that if Gatsby were alive today, he’d ditch his West Egg Mansion for a room at Montauk’s legendary hotel-meets-bar-meets-club, The Surf Lodge. The beachside hotel is the cornerstone of Hamptons nightlife, thanks to daily concerts by performers like the Flaming Lips and Lana del Rey, and the epic after-party scene that commences around firepits on the man-made beach. The morning after, recharge with a flow class at Love Yoga, a Montauk studio with a beachy vibe, then fuel up on breakfast tacos and fresh juices at La Brisa, the Hamptons outpost of city favorite Tacombi. Fed and watered, you’re now ready to attempt the surfer-friendly breaks at Ditch Plains beach.

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Palm Beach

It’s the land of gilded Greco-Roman mansions, private golf courses, and high-society luncheons. It’s also where America’s snowbirds tradition began. Shop along Worth Avenue (the “it” shopping street) and get lost in “The Vias,” the Mediterranean courtyards off Worth Avenue full of the chicest boutiques. While on Worth Avenue, enjoy brunch at Ta-boo, once frequented by the likes of John F. Kennedy and Frank Sinatra and rumored to be the birthplace of the Bloody Mary, and then listen in on all the town gossip at the Frank Cassi Salon, where you can get a blowout and a makeup application. Discover the roots of resort vacation at The Breakers, the historic Henry Flager-designed compound that typifies grand Floridian architecture, with its ballrooms, Italian frescoes, and impeccably manicured gardens.

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In Tulum, nature, fashion, nightlife, and world-class dining combine for an undeniably scene-y stay. A-listers bed down at Azulik Hotel & Maya Spa, a wellness-minded eco-resort comprised of clifftop treehouse villas. Soak away your troubles in a medicinal bath or with a coconut-bamboo massage at the Mayan-influenced spa, then hit the Azulik’s clothing-optional beach to listen to the lapping of the Caribbean. When you’re ready to do some exploring, the Tulum ruins, Sian Ka’an Biosphere Reserve (a World Heritage Site), and plenty of other eco-parks and cenotes are nearby.

RELATED: The Best Bohemian Beach Getaways—Beyond Tulum

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Whether you’re looking for thrilling adventure or off-the-grid relaxation, Belize has something for every kind of Jetsetter. Book a snorkeling trip to Hol Chan Marine Reserve on Belize’s famous barrier reef to glimpse a dazzling array of marine life like angel and parrot fish, or descend into the deep caves of the Great Blue Hole—a giant sinkhole with sharks, coral, and stalactite-filled caves. After, travel back in time to the ancient Mayan City of Altun Ha, where you can marvel at restored pyramids, temples, and tombs, and see where the largest jade object in the Mayan World was discovered. End the day poolside (and with a frozen coconut mojito in hand) at El Secreto, a beachfront resort with a barefoot-luxe vibe.

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St. Barths

St. Barths has long been a hideaway for the vacationing elite. These days, the hottest place to bed down is the Cheval Blanc St-Barth Isle de France, a glamorous beachfront resort that was recently acquired by the same French luxury-goods firm that owns brands like Louis Vuitton and Moët & Chandon. Flanked by the homes of billionaires on the Baie des Flamands beachfront, the 40-room hotel channels 1950 Saint Tropez with whitewashed interiors featuring French country furniture, touches of the signature Cheval Blanc rose, marble baths, and views of the sparkling sea and surrounding tropical gardens. Venture off the property and to the Wall House Museum of Saint Barthelemy, where you'll get a history lesson in the island’s past through photographs, ancient maps, and ancestral costumes, or get your heart racing with a hike up the Petit Cul-de-Sac trail.

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Bermuda: go for the pink sand beaches and namesake pink shorts, stay for the British customs, world-class dining, and burgeoning art scene. Start your cultural immersion by perusing paintings by local artists and noshing on baked goods at Rock Island Gourmet, a bohemian coffee shop set inside a wood-floored cottage, then hit the road in the direction of the Royal Naval Dockyard pedestrian village, a Unesco World Heritage Site, to stroll through shops, restaurants, and the Bermuda Maritime Museum. Your hotel, the ultra-swanky Rosewood Bermuda, has four swimming pools, tennis courts, a croquet lawn, a sprawling pink sand beach, and a breezy open-air that’s perfect for lunch.

RELATED: The 9 Caribbean Islands You Need to Visit in 2019

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If privacy and low-key luxury are among your vacation musts, set your sights on Anguilla. The British isle is devoid of the hordes of tourists or gargantuan cruise ships you’d find on other Caribbean islands, and is home to some of the most unspoiled stretches of sand we’ve ever dug our toes into. Speaking of beaches, Malliouhana, a luxury resort on the northwest shore of Anguilla, has three—all covered in silky sand and canary yellow beach umbrellas. Park yourself there, soaking up some of that glorious Caribbean sun, then bring your appetite to the open-air clifftop Restaurant at Millouhana for seat-to-table specialties like house-made pasta with spiny lobster and sea urchin butter. After, head to the destination Auberge spa, where the tropical-inspired menu features banana rum scalp treatments and warm shell massages.

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St. Tropez

There’s not a place in the world with more sex appeal than St. Tropez. After all, the ritzy beach town is where Brigitte Bardot was first discovered in the 1960s, and where celebs like Gigi Hadid, Beyoncé, and Sit Elton John can be spotted partying at day beach club Nikki Beach and dining under tamarisk trees at the iconic beach bar Club 55. If you can’t make like the A-listers do and stay aboard a private yacht, bed down at the famed Château de La Messardiére—a 19th century French palace that sits on 25 acres of lush gardens and overlooks the Pampelonne Bay of Saint-Tropez. Resist the urge to park yourself on your guest room balcony, which puts the aforementioned views front and center, and plan a rosé-tasting excursion out to Domaine Bertaud Belieu—Leonardo DiCaprio’s favorite vineyard in the region.

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This scenic isle is the most Instagrammed spot in Greece—and for good reason. We’re talking white-washed houses, cobalt domes, volcanic black sand beaches, and sunsets that’ll take your breath away. Take a long walk down to the port of Ammoudi for a seafood lunch on the water at Sunset Fish Tavern, then see the island from a totally different angle by taking a boat trip along the caldera cliffs. For optimal seclusion and relaxation, lay your head at the Grace Santorini—a hilltop charmer with generously sized rooms, modernist furniture, plunge pools, and front-and-center views of the island’s famous caldera.

RELATED: 10 Stunning Hotels on the Greek Islands

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Koh Samui

In our opinion, a girl shouldn’t have to decide between going off the grid and having her creature comforts. Which is why Koh Samui, with its exotic scenery (think lush jungles, crustal-clear beaches, and coconut palms) and wide selection of luxury resorts, is the ultimate tropical-chic oasis. Splurge on a sea-facing wooden villa at Six Senses Samui, and wake up to peaceful cacophony of jungle and sea sounds. There are complimentary yoga, tai chi, and Pilates classes offered every morning, and guests can even pick out their own eggs for breakfast at the chicken coup and the organic gardens. Other highlights: Thai cooking classes, private butlers, a pampering spa, and access to a speedboat (cue James Bond theme song).

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Sultry, mystical, and exotic are words that come to mind when talk turns to Marrakech. Experience the Red City in all of its splendor by checking into the Palais Aziza Hotel & Spa in the leafy Palmeraie district. The vibe is one of an exclusive private hideaway, thanks to the boutique retreat’s lantern-lit gardens, palm-tree lined pool, and low-rise riad-style buildings complete with traditional arches, intricate tiling, and carved wood. Explore the sous at the edge of Jemaa el-Fna Square, where spices and fruit perfume the air, and smooth leather and textiles are waiting for you to bring home. After, venture to Majorelle Garden, a 12-acre retreat built by French artist Jacques Majorelle and later owned by Yves Saint Laurent, or tour the peaceful grounds of Koutoubia, Marrakech’s most historically-significant mosque.

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An island cluster of otherworldly beauty off the eastern coast of Africa, the Seychelles is a textbook tropical paradise. (It’s no wonder Will and Kate honeymooned here after their London wedding.) Get a lay of the land by riding between ports on the inter-island ferry, stopping to explore the vibrant markets and colorful colonial buildings in the capital city, Victoria. Back at your hotel, the Balinese-style Constance Ephélia, throw on your swimsuit, and take advantage of the myriad water sports the resort has to offer: snorkeling, windsurfing, fishing, and diving in the bathtub-temperature waters of Port-Launay. Or, if you’d prefer to stay dry, guests can also zip line, cruise the nature trail on a free bike, or get pampered with heavenly treatments at the Shiseido spa.

Stylish Summer Essentials

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