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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.

Even during Antigua Sailing Week, when English Harbour is chock-a-block with yachts from all over the world, the 28-room Inn at English Harbour remains serenely detached from the chaos. The inn is five minutes by water taxi from the center of things at historic Nelson’s Dockyard, but its tucked-away location on a white-sand beach backed by 19 leafy acres (and a no-kids-under-10 policy) ensures tranquility. Four snug rooms, with marble floors and queen beds, occupy two beachside cabanas, while 25 more generously proportioned suites, all with dark mahogany floors, four-poster king-size canopy beds, and verandas or balconies, are in three wooden buildings sitting farther back among the tropical greenery. Although the Terrace Restaurant and Stone Bar are in the property’s original stone house, the rooms, despite their colonial look, are relatively modern, which means there is a flat-screen TV, an iPod docking station, and Internet access.

A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful builder, owner, and operator. Just be sure to call ahead, as Ramage keeps flexible hours.

While modern Halifax has grown beyond its nautical roots, the 109-room waterfront Muir—a member of Marriott’s Autograph Collection of independent hotels and part of the city’s new $200 million Queen’s Marque district—offers a peek into its maritime past. In the lobby, walls of glass from an art installation glow like a lighthouse, and more works continue the theme throughout. Rooms are outfitted with midcentury modern–inspired furniture and custom-designed tartan blankets that nod to the province’s Scottish history. The restaurant serves Nova Scotia classics such as hodge podge, a hearty stew, and the hotel’s speakeasy BKS references the region’s rum-running past in cocktails like Her Majesty’s Displeasure.

St. Vincent and the Grenadines are home to a wide variety of restaurants, from fine-dining spots in luxury resorts to authentic local joints on St. Vincent and Union Island. Don’t miss the great beach bars on Bequia and, if you’re lucky enough to be visiting Mustique, the famous Basil’s Beach Bar on Britannia Bay.

Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.

Any trip to Puerto Rico must include at least one perfect day in the old city of San Juan. The island overflows with a rich culture and history that you can first experience here in San Juan right after stepping off the plane. Spend a day roaming the old city, exploring cobblestone streets with hidden gems and restaurants, art galleries and shops. These are the must-see places to complete your perfect day in San Juan.

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.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.

While Campobello Island is located in the Canadian province of New Brunswick, the only access to it by car is by crossing the International Bridge from Lubec, Maine. The 2,800-acre park honoring President Franklin D. Roosevelt covers most of the island’s southern end. The Visitor’s Centre and the Roosevelt Cottage are about a mile from the bridge. Begin there, and register for Tea with Eleanor, an engaging one-hour program during which park interpreters share stories about the former First Lady’s visits to the island over tea and cookies. After touring the 34-room, memento-filled, red-shingled cottage and the exhibits at the Visitor Centre, pick up park maps and explore the carriage roads, picnic areas, beaches, woodlands, lighthouse, hiking trails, and scenic viewpoints.

This hotel is on our list of The Best Hotels in Canada.

Over the past seven years, 1 Hotels has proven that eco-conscious luxury can be successful in North American cities ranging from New York to West Hollywood. The 1 Hotel Toronto, in the center of town, is no exception. Architecture and design firm Rockwell Group partnered with the developer Athens Group for 1 Hotel’s first Canadian property, bringing in Toronto-based craftspeople to build custom dining and side tables out of local wood in the 112 biophilic guest rooms and public spaces, where native plants fill shelves. The hotel works with recycling partner Green Planet to convert leftover kitchen oil and grease into biofuel.

Sugar sands, shallow waters, and consistently smooth seas are just a few factors that make Captiva Beach a Southwest Florida favorite. The shelling is great here, especially after storms, but it’s the sunsets that make it famous—and why Captiva is considered one of the most romantic beaches in the state. For a swim, stroll, or sunset viewing party, it can’t be beat. Be sure to keep your eyes peeled for the dolphins that are regularly spotted offshore.

Berlin, the urban center of Germany, caters to anyone’s interests. If you’re a history buff, visit Museum Island, a UNESCO World Heritage Site in the River Spree consisting of five museums, including the Museum of Islamic Art. If there’s time, take a tour of Brandenburg Gate, the city’s most famous landmark. For art lovers, the East Side Gallery can’t be missed. If you’re traveling with family, be sure to spend time in Prenzlauer Berg, which has children-friendly cafes, shops, and playgrounds. There’s also a popular flea market there on Sundays.