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What could an Alaska local ever discover on a voyage through the Inside Passage? Just the essence of the place he thought he knew.

Spending two weeks in eastern Jamaica? Start in Port Antonio, head to Boston Bay and Long Bay, and end in the majestic Blue Mountains. Eastern Jamaica offers wide-ranging natural beauty in which to play: Two weeks is plenty of time to swim in secluded coves and walk deserted beaches, hike to jade pools and waterfalls, surf the waves of Boston Bay, explore ruins and forts, raft across the Rio Grande, bike at 7,000 feet, and, of course, sample both original Jamaica jerk and reggae.

For cross-country skiers, one winter destination rises above the rest: humble Hayward, Wisconsin, where, for a glorious weekend, their obscure sport is king.

It can be argued that just about any day in Miami is a perfect day – but choices must be made, right? Start the day South Beach, with a stroll along the beach or the Art Deco district before grabbing lunch; spend the afternoon shopping on Lincoln Road or take a relaxing cruise on Biscayne Bay. Head downtown to enjoy dinner with views over the city and bay, followed by some late-night music and fun back in South Beach.

The best hotels in Antigua are all about beach access and poolside lounging. Fulfill your private island fantasies at Jumby Bay, set on a private 300-acre island 10 minutes by boat from Antigua. Antigua’s Curtain Bluff Resort has one of the island’s most envious settings straddling two beaches, while guests at the St. James Club & Villas hotel have to choose between the beach or six different swimming pools. Foodies should be sure to book a reservation at the restaurant at Carlisle Bay.

AFAR chose a destination at random—by literally spinning a globe—and sent Sloane Crosley on a spontaneous journey to Ecuador.

While there are a growing number of beach resorts on St. Kitts, you can still find plenty of secluded sands around the island when you want to disappear for a few hours. Visitors can also look forward to sunbathing on the black sand of Dieppe Bay, spotting dolphins on Turtle Beach, or snorkeling over shipwrecks in White House Bay.

In the city’s once-gritty fishermen’s quarter, a group of activist chefs is reviving—and reinventing—traditional cuisine.

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.

Known for their ability to combine comfort with luxury, Dominica’s best accommodations range from oceanfront cabanas and cliffside condos to a hotel in a former military fortification and an eco-lodge on a working fruit plantation. Many focus on sustainability and adventure travel, while others highlight local art, world-class spas, and proximity to Dominica’s best beaches.

If you only have three days in Miami, you can still get a good feel for the Magic City. Explore South Beach’s Ocean Drive and the historic Art Deco district, head to the Design District for art museums and modern architecture, take a leisurely cruise on Biscayne Bay or an Everglades tour, and groove long into the night at one Miami Beach’s velvet-rope nightclubs.

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.

It’s easy to spend weeks in San Francisco without running out of things to do, so if you only have three days in the city you’ll want to make the most of your stay. If you plan right, however, you’ll have time to squeeze the most essential San Francisco experiences into three action-packed days. From the Golden Gate to Alcatraz, museums to must-eats, here is how to best spend three days in the City by the Bay.

There are plenty of ways to have a perfect weekend in Singapore. For a small place, it packs a mighty punch of delight. For first timers, a taste of the outdoors, a splash of shopping, and more than a few hearty servings of food will leave you craving more. Browse the National Gallery Singapore. Explore the Gardens by the Bay. Sip a sundowner at one of the stunning rooftop bars. And eat eat eat. (The food is so incredibly good.) Make your way outside of the city center to see the world-famous Singapore Zoo.

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.)