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  • Treasure Beach, Jamaica
    Along the southern coast, Treasure Beach is about as peaceful as Jamaican beaches get. A few well-known guesthouses and resorts are located in this fishing community, but you’ll probably see more locals than tourists around, especially when compared with the rest of the island. The black-sand beaches, teeming with shorebirds, are attractive, and happily there’s not much to do but catch the breeze, mingle with local families, and enjoy fresh seafood.
  • If you’re looking for a great snorkel experience accessible to Waikiki, I found Hanauma Bay a great spot. Turtles and fish galore.
  • From hipsters, fashionistas, and bohemian chic youngsters to executives in business suits, dads pushing strollers, foreigners in ethnic garb, and guidebook-wielding tourists, a true cross section of Stockholm’s diverse residents populates Medborgarplatsen (“Citizen Square”), a central and iconic plaza that is prime for people watching on the island of Södermalm. Once night falls, it becomes one of the active nightlife spots in town—with lounges, clubs, and live music in nearby Debaser.
  • 1255 Pale San Vitores Rd, Tamuning, 96913, Guam
    The best way to hop between popular tourist sites is to hitch a ride on one of Tumon’s ubiquitous open-air trolleys. Trolleys make stops along Hotel Row in Tumon, as well as at select locations in downtown Tamuning and Hagatna, including Two Lovers Point and Chamorro Village. Not only are trolleys among the only forms of public transportation available on Guam, they’re also a pleasant way to explore the island.
  • Dining at the Barn Thai Restaurant, surrounded by nature within the mangrove reserve, is a unique dining experience. Their Thai food is known as some of the most delicious on the island. Live jazz sets the mood for your meal in this beautifully designed space. Sit along the elevated wooden walkway in a bungalow or on the patio over the river. The food tends to be spicy so ask how hot the dish is before you order.
  • Isle of Skye, Duntulm, Portree IV51 9UF, UK
    At the very northern tip of the Isle of Skye, which is an island off of the upper north western shore of Scotland, are the ruins of Duntulm Castle. To get there, you have to drive for several hours on narrow dirt roads, but the sense of remoteness and peacefulness is worth it. There is a tiny bed & breakfast nearby, which also feels a little lost in time, in a good way.
  • 27 Harbour Road, Mt Pleasant PG 02, Bermuda
    You’d be hard-pressed to find a better view of Hamilton Harbour than the one at Newstead Belmont Hills, where the 60 one-, two-, and three-bedroom suites satisfy the Airbnb set with in-room kitchens, Jacuzzi tubs, and sleeper sofas. Though there’s no on-site beach, the resort’s shuttle can transport you to the nearest shoreline (about 10 minutes away), and a private water taxi is on hand to ferry guests to the restaurants and shops of Hamilton. Care to stay put? One visitor per room is gifted a complimentary round of golf on the property’s championship 18-hole course with your stay, the harbor-front infinity pool and club becomes one of Bermuda’s top happy-hour scenes come sunset, and Beau Rivage, the island’s only French restaurant, is renowned for its Gallic specialties such as Provençal shrimp risotto and foie gras–stuffed beef Wellington.
  • Enterprise Coast Road, Oistins, Barbados, Barbados
    One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.
  • 6906 Boul St-Laurent, Montréal, QC H2S 3C7, Canada
    This enclave on upper Boulevard Saint-Laurent in Little Italy emanates style from the front window on, with a quirky and impeccable approach to layout. Its rich wooden tables and modernist shelves are rife with unique, collectible objects and everyday useful things. Some are wearable, like silk scarves, merino wool sweaters and designer galoshes, while others exist to embellish living spaces, like beautiful metal bowls and hand-painted birch branches that serve as sculptures. There are even edible things, like artisanal lemonade syrup and fancy teas. The focus is on locally made goods with a smattering of international purveyors too, who fit within the store’s general earthy-chic aesthetic.
  • St Thomas 00802, USVI
    Once a peninsula connected to mainland St. Thomas, Hassel Island became an island when the Danish government, the colonial power running things in the Virgin Islands at the time, separated the two, the better to improve water circulation through St. Thomas harbor and stop the spread of cholera and malaria. These uncommon beginnings to its status as an “island” are par to the course of Hassel Island’s entire history, though. For a small landmass (135 acres), Hassel has seen more than its fair share of wars, pirates, one rather infamous murder, and various other notable historic events. History buff that I am, of course, I’m fascinated by Hassel Island, especially since it wasn’t until about 10 years ago that any effort was ever made to make its historical treasures accessible to the public! The National Park Service administers Hassel Island these days, so you’ll want to get with them to gain access to the island, as well as info/maps on hiking trails to the various historic points of interest. Active excursions combining kayaking, hiking, and snorkeling in and around Hassel Island can also be arranged via Virgin Islands Ecotours.
  • Vagia Beach, Serifos 840 05, Greece
    While the Cycladic island of Serifos has stayed blissfully under the radar for most tourists, savvy Athenians have been quietly snapping up property while preserving its dusty charms. COCO-MAT Eco Residences, opened by the eponymously named Greek sleep-product company, is emblematic of this mindset: Its 13 rooms were reclaimed from stone miners’ houses built in 1910 at the foot of a hillside, just steps from the sand and calm waters of Vagia Bay. The one- or two-bedroom units feature bedrooms on the (cooler) bottom floor and living spaces and kitchenettes above (they’ll do the grocery shopping); you choose your mattress preference from the brand’s sustainably made line. Carved into the cliff face, the Lounge Bar serves buffet breakfast in the morning, lunch and light snacks during the day, and dinner in the evening—including right on the shore (for an additional charge). The hotel also supplies car or motorcycle rentals should you want to explore the island, and also will arrange diving trips and excursions to different beaches.
  • Juan E, J.E. Irausquin Blvd #85, Noord, Aruba
    You won’t find a better pool than the one that awaits at this 357-room family-friendly resort situated on the powdery sands of Palm Beach. With cascading waterfalls, a swim-up bar and grill, two outdoor Jacuzzis, and a two-story waterslide, the 8,000-square-foot stunner is every kid’s dream. If more adult-centric diversions are on your wish list, the concierge can arrange catamaran-sailing excursions, deep-sea fishing trips, and snorkeling and scuba-diving expeditions off nearby shores, as well as spa treatments that utilize local ingredients like red mud, seaweed, and aloe vera. The resort’s 10 dining options provide plenty of atmosphere for winding down after a jam-packed day: sample seafood specialties like scallops a la plancha in a setting inspired by the island’s plantation ruins, or watch the sun set over the water, rum punch in hand, from your perfect perch at the pier bar.
  • 12 Frederiksholms Kanal
    Frederiksholms Canal is a small canal that is connected to Copenhagen Harbor and which surrounds and creates the small island of Slotsholmen. Slotsholmen is significant because it serves as home to Christiansborg Palace, the seat of the Danish Parliament, as well as museums, and the Royal Danish Library. More than just a glorified moat, the canal has a number of historical boats moored along its banks and serves as a lovely spot to enjoy the Danish weather. For a quirky surprise look into the canal’s depths just off of Højbro bridge for an other-worldly piece of submerged art.
  • Isola di Capri NA IT, Via Capodimonte, 14, 80071 Anacapri NA, Italy
    It’s hard to say what’s the biggest draw at Capri Palace Hotel & Spa, a whitewashed retreat overlooking the Gulf of Naples with 68 rooms that blend stylish minimalism with beach-chic comfort. As the name implies, wellness junkies beeline to the property to indulge in anti-aging facials, body scrubs and massages, and signature leg treatments at Capri Beauty Farm, a 10,800-square-foot oasis of calm. Then there are the dining options. With its inventive coastal cuisine and impeccable service, L’Olivo is the island’s only restaurant with two Michelin stars, while the hotel’s beach club eatery Il Riccio earned a star of its own for its seafood-heavy Mediterranean menu; given the accolades, both spaces are much better looking than they need to be. Another strong contender: the pool. Though small, it features a wall studded with windows, so you can swim with a side of voyeurism.
  • Crocus Hill 2640, Anguilla
    One of Anguilla’s most secluded beaches, Little Bay is tucked beneath a series of bluffs on the island’s northwest. Usually reached by boat or kayak from Crocus Bay, this tiny, undeveloped stretch of sand hugs a cove with calm turquoise waters filled with small tropical fish, sea turtles, and starfish. Bring drinks and snacks, rent gear from Da Vida Restaurant, and kayak (or boat taxi) over in the morning to avoid the crowds and spend a couple of blissful hours away from it all.