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  • Three days in San Sebastián leaves just enough time for the city’s essentials. Visit the hallowed bars of the town’s old part, eating, drinking, and repeating until you find your favorite pintxo, those small bites for which San Sebastián is known. Drink in the city’s views from the surrounding mountains, beaches, and islands. Whether hiking or splurging at the seaside spa, a visit to San Sebastián is a lesson in luxurious living.
  • Montego Bay and the west coast of Jamaica attract first-timers to the island, and it’s easy to see why: white-sand beaches, the most glorious sunsets in Jamaica, plush resorts, a wide variety of restaurants, and a lively music scene. But there’s also plenty to see and do in the west coast interior away from Montego Bay: rivers, cenotes, and waterfalls such as the stunning Mayfield Falls.
  • Food trucks filled with the best fish tacos and seafood dot the roadways around Honolulu and the Island of Oahu. From downtown to the North Shore, trucks serve up sweets, burgers, bentos, shrimp, and fish tacos. Some sit in a fixed spot in the capital; others roam around Oahu; and several function as the catering arm of a stand-alone restaurant.
  • Whether served from busy food trucks parked near the harbor or at waterside tables set with candles and white tablecloths, the foods of Tahiti—based on the local bounty of just-caught fish and shellfish, as well as fresh fruit—will be one of your fondest memories of the tropical island.
  • Dunmore Street, Dunmore Town, The Bahamas
    On an island that’s less than two square miles with fewer than 2,000 people, new hotel openings are bound to cause a stir—as did Bahama House when it launched on Harbour Island in January, 2017. It’s the newest outpost from the folks at Eleven Experience, a vacation outfitter known for offering elegance after a full day of bespoke escapades. Spread across a restored colonial home built in 1800, an annex, and two authentic Bahamian cottages and enclosing a freshwater lap pool, handcrafted tiki bar, and hot tub area, Bahama House’s 11 suites have been appointed with eclectically curated furnishings, artwork, and wall coverings, eschewing island kitsch for beach-chic sumptuousness. Though the hotel leans toward softer adventures than sister properties in Colorado, Iceland, and the French Alps, the flip-flop–wearing “experience managers” are on hand to arrange snorkeling and bonefishing excursions and paddleboard or kayak outings. Or they’ll simply provide a fully stocked Yeti cooler for a day of lounging on famous pink-sand beaches.
  • 4320 Sundial Crescent, Whistler, BC V8E 1G6, Canada
    If you’re looking for accommodations that are more geared toward longer-term or family stays, check out Pan Pacific Mountainside. All 121 rooms include fully equipped kitchens—perfect for longer visits when you’ll need to cook the occasional meal for yourself. Suite sizes range from studios to two bedrooms, meaning there’s plenty of space to bring along the kids or travel in groups.
  • 401 Biscayne Blvd, Miami, FL 33132, USA
    Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.
  • Families visiting this coastal city will find outdoor adventure at beaches, waterparks, and islands. Above it all, a thrilling Ferris wheel with air-conditioned seats (really!) beckons view seekers. Back on land, kids may encounter camels and wild animals, and learn about desert culture. Yes, the younger set can easily have fun in this largest emirate.
  • It’s time to experience island time at your own pace, with your toes in the sand and a cocktail in hand. Sip a happy-hour rum concoction at a beach bar, watch the sun go down with a glass of wine at an open-air bar, or sip a cold local beer while dancing the night away to live music—in the sand.
  • Jamaica is much more than just the beach. The island’s great outdoors includes thick rain forest, numerous waterfalls, rivers on which the sport of rafting was born, swimming holes, and more. Jamaica’s natural beauty has been the set for more than one Hollywood movie, and if you really can’t drag yourself away from the beach, the bioluminescent bays offer a different form of outdoor adventure.
  • Along its Atlantic and Caribbean coastlines and in its mountainous interior, the Dominican Republic rolls out the welcome mat for all types of travelers. Whether you feel most at home in a clifftop villa with a private butler, a treehouse in the jungle, or a thatched-roof bungalow on a pristine beach, you’ll find your ideal hotel on this magical island.
  • Given its long history—including time before records or even writing—Scotland has a wealth of fascinating sites to visit. Spread across the country, from the Borders in the south to the Shetland Islands (which are closer to Norway than to most of Britain), these must-see attractions range from standing stones and prehistoric settlements to ancient abbeys, medieval battlegrounds, and Jacobite monuments.
  • 801 W Georgia St, Vancouver, BC V6C 1P7, Canada
    This hotel is on our list of The 10 Best Hotels in Canada.

    Originally opened in 1927, Vancouver‘s Hotel Georgia was the celebrity haunt of everyone from Elvis and the Rat Pack to Errol Flynn and Katharine Hepburn. The hotel closed in 2006 for a multimillion-dollar restoration project and reopened as the Rosewood Hotel Georgia in 2011. Elvis may have left the building, but the old-school glamour remains—with a modern twist. The spacious rooms glow with a soft palette of warm gold, vanilla, and cocoa. Rain showers, heated marble floors in the bathrooms, and fine linens add to the hotel’s luxury appeal. The wood-paneled lobby buzzes with guests and locals en route to the acclaimed Hawksworth restaurant. The hotel has a large private art collection and there are pieces on display from founders of Canada’s modern art movement and famous international artists; the reverse-perspective Patrick Hughes piece opposite the reception desk is fantastic—walk back and forth to see the painting “move.” At the gleaming bar, guests can try the Hotel Georgia cocktail—a modern take on the original Prohibition-era recipe.
  • One of the most fascinating aspects of the BVI for beachgoers is the sheer array of sandy shores to explore. On Jost Van Dyke, the sand at White Bay skews more toward the white-gold end of the spectrum and gives way like piles of sugar beneath your bare feet. Hit the Soggy Dollar Bar to try the iconic Painkiller (a mix of rum, orange, and pineapple juices and cream of coconut, sprinkled with freshly grated nutmeg) in the place where it was invented. Just around the headland on the beach at Great Harbour, the sand skews slightly more golden, and the famed Foxy’s Tamarind Bar, another classic BVI watering hole, beckons. And for the most diamond bright, sugar-spun sands in the islands, make your way to Anegada, the northern and easternmost island in the BVI. Here, Cow Wreck Beach is a calm stretch with one mellow bar and a gentle slope of white sand leading to the water’s edge. On the far eastern end of Anegada, Loblolly Bay lures with an enticing crescent strand and a beach bar called Big Bamboo that serves up a mean piña colada, best enjoyed with a plate of conch fritters.
  • Falmouth Harbour, Antigua and Barbuda
    The Antigua Yacht Club is the center of so much of Antigua’s world-class sailing experience. Right in the heart of English Harbour, this prestigious yacht club has been serving the island for over 40 years. It hosts the Classic Yacht Regatta, the RORC Caribbean 600, Sailing Week, the National Sailing Academy that serves the community with free watersports education, and even the Caribbean Dingy Championships. This is the place to stock up on last-minute supplies at the shop, or grab a bite at Cloggy’s or Club Sushi. Yeah, The Antigua Yacht Club is a hub for sailors of all stripes to talk shop whether coming in or leaving for some time on the water.