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With five tropical islands and daily ferries connecting them, there are plenty of options for outdoor exploration across Guadeloupe. Go beach hopping from black to pink to white sands; surf the Atlantic or dive the Jacques Cousteau Reserve; conquer waterfalls or hike to the summit of La Grande Soufrière volcano. Also enjoy the Afro-Caribbean pulse of the markets and food trucks, dance freely to gwo-ka drumming sessions roadside or in the studio, and go rhum tasting. When you’re up for a slice of France, spend days in Les Saintes’ fabulous bistros and boutiques.

Discover things to do and where to stay in Tofnio, an island getaway in British Colombia, Canada.

If there were ever a hotel with history, it’s the Singular Patagonia. Opened as a hotel in November 2011, the original building once served as a post-Victorian cold-storage factory built by the British in 1915 for the purpose of processing sheep’s wool and meat to be shipped back to England. Overlooking the waters of Last Hope Sound, the long, red-brick building is located just outside the town of Puerto Natales. After operating for almost 70 years as a factory, it was declared a national historic landmark before being transformed into a luxury hotel.

History is by no means forgotten. The hallways are still stocked with brightly colored machinery—from steam condensers to boilers and forges—all stamped with the name of the British city in which they were built: Derby, Birmingham, London, or Glasgow. Designed by Chilean interior designer Enrique Concha and local architect Pedro Kovacic, the 57 bedrooms stretch along a new wing that was added to the original buildings, and these rooms are furnished with Victorian-inspired furniture.

With a nod to the neighborhood’s tradition of carpentry, this furniture store sells chairs, tables, bowls, and wall hooks made of Chilean lenga wood, crafted with clean, modern lines and smooth finishes. This appeared in the May 2014 issue.

Artists and poets like Paul Gauguin and Jacques Brel chose to live in the volcanic islands of French Polynesia for more than the turquoise waters, white sand beaches, coral atolls, and dramatic, green carpeted hills, you know. The fresh ingredients available in the Windward Islands—both the fruits and vegetables growing in the fertile black soil and the abundant seafood and fish in the surrounding Pacific—coupled with the culinary genius of the French colonists make this a paradise for food-lovers, too.

Although many travelers see Tahiti as an entry point to French Polynesia, it really is a destination in its own right. It’s different from the other islands, with a bustling capital, a lush, waterfall-studded interior that is perfect for hiking, and the best surfing in French Polynesia—possibly the world. It is also more affordable to plan a vacation to Tahiti than outer islands like Bora Bora. And you can always pop over to Moorea on the ferry for a day trip.

Whether you’re an urban explorer or more of a beach bum, there’s a hotel in the Philippines for your type of trip. While business travelers tend to stay near Manila, many will fly through the hub to hit the famous beaches of the Philippine islands, where there are five-star resorts and plenty of sunshine. Here’s where to find everything from a historic hotel with views of Manila Bay and a luxury property near Makati’s best shopping to a private island resort surrounded by coral reefs.

Fish fanatics beware: vacation in Turks and Caicos and there’s a good chance you’ll start dreaming about living on the islands forever. Conch and grouper are often the stars of the menus so you’ll have plenty of chances to try them served all kinds of ways. But, really, chance up your order a bit here and there. After all, there’s a lot to be said for a lobster dinner at a fine dining restaurant overlooking the water or for hanging out at the touristy but fun Thursday-night fish fry off of Grace Bay Beach.

Chilean “completos” are hot dogs piled high with the works--usually mashed avocado, chopped tomato, optional sauerkraut, and an obscene amount of mayo (maybe 1/3 cup). Actually, eating them is a feat of gravity without the toppings winding up on your shirt, or the ground. Chileans are passionate about their completos and no place draws them in like Dominó, an old-school soda fountain with locales peppering the downtown. Locals crowd around the counter to scarf down these dogs with Coca-Cola or freshly made juice. Various locales throughout downtown (see website)

In Maui, visitors are spoiled for choice when it comes to hotels. The island is home to everything from plantation-style B&Bs to sprawling beach resorts with floating restaurants, offering something for every type of traveler, whether they care most about spacious rooms, outdoor pools, or ocean views. Find family-friendly elegance at the Fairmont Kea Lani; an artsy, boho-chic vibe at Andaz Maui at Wailea Resort; or utter luxury at Four Seasons Hotel Lanai, a sanctuary on a nearby island that was once home to the world’s largest pineapple plantation.

Vieques, off Puerto Rico’s east coast, is known for its quiet island life and tropical vibe. Get away from the hustle and bustle of the mainland and enjoy a relaxing day riding horses, kayaking in the bioluminescent bay, and dining on local tapas, even if you only have one day. Often overlooked by visitors who seek the mainland comforts, be sure to take some time to explore this tiny island and its secluded tropical vibe. A day trip to Vieques will not be forgotten.
(The venues on this list have been confirmed reopened since Hurricane Maria.)

The West Side of Maui can often feel like an island unto itself. With countless adventures, dozens of restaurants, and the most historic area of the island, West Maui may make you never want to leave.

With ocean at every turn, Fort Myers and Sanibel offer plenty of options for waterfront dining. Your only problem will be deciding whether you want marina views, Gulf of Mexico vistas, or a little bit of both.

This archipelago of more than 700 islands, most ringed with pink sand beaches and crystal-clear shallow water, offers diversions above and below the water: diving into shipwrecks, touring rum distilleries, exploring the architectural relics of British colonial rule, dancing at a fish fry, and shopping the boutiques of Harbour Island, among them. Find luxury—and simplicity—in your Bahamas vacation.