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Because it’s a major cruise port there are plenty of tacky restaurants on St. Thomas, but it doesn’t take a lot of effort to get under the skin of the island and find places where the locals eat. One such restaurant, Gladys’ Cafe, serves up traditional Caribbean fare and is known as one of the best on the island. Skip the a la carte menu and instead get one of the lunch plates including curried chicken or goat served with red beans and rice, mac and cheese and fried plantains.

Rurutu, located in the remote Austral Archipelago, is a magical land of migrating whales, abundant vegetation, limestone caves, and smiling faces. Accessed via Air Tahiti flights from Papeete five times per week, the car-free island is like no place else in French Polynesia. Comprised of a massive chunk of coral that was lifted up to form it, Rurutu has otherworldly topography – think sheer cliffs of pocked coral and giant caverns filled with ferns and stalactites. It is home to unique coral snorkeling, white-sand beaches, sacred marae, and fabulous biking (the island is very hilly). A continuous reef rings Rurutu (so there’s no lagoon), but despite the open ocean fronting it there are more beaches on Rurutu than most French Polynesia islands. The sand is also a bright white here and made from ground, bleached coral. Besides lounging on the beach, you can look for whales along the shores from roadside observation stations between July and October. Note, unlike the rest of French Polynesia, the Australs get really chilly between May and November and are best avoided during this time. From December to April you’ll find warmer temps, but it still isn’t hot enough for air-conditioning most of the year.

This beautiful one-mile stretch was donated to the people of the Virgin Islands by Arthur Fairchild, a benefactor of the islands who’d made his fortune on Wall Street before retiring here. The usually calm waters of the heart-shaped bay make the beach the most popular on St. Thomas. Rent beach chairs and floats, and pick up lunch from stands selling burgers, pizza, and other snacks. Lifeguards are on duty every day.

Eons of running water are responsible for Hawaii’s escarpments and canyons. After a rainfall, innocuous streams, pools, and waterfalls can swell to impressive sizes. For an easy hike, walk along the Maunawili Falls trail on Oahu to glimpse the 20-foot cascade. There’s a lovely swimming hole, and you can scramble to a rocky overhang to dive into the pool below. On Maui, hike to the Makahiku Falls and climb to the overlook above to view two very different representations of water: the thundering 181-foot cataract below and the vast panorama of ocean beyond. Kauai, “The Garden Island,” is known for its spectacular waterfalls. The beautiful double streams of the Wailua Falls are easily seen from a roadside viewing point.

The Mafia Archipelago (its name is said to come from the Arabic word morfiyeh, which means “archipelago”) consists of several islands and atolls, the largest of which is Mafia Island itself. Mafia Island is a nearly undiscovered alternative to Zanzibar, with similar picture-perfect beaches and diverse marine life, but without the crowds of tourists. Its history can be traced back to the 8th century, when boats would stop to refuel and repair along the lucrative coastal trade route. This legacy is evident in the crumbling ruins of a former town called Kua, which include a mosque and unexcavated Chinese and Persian pottery. South of the island is the submerged town of Kisimani Mafia, which was destroyed and submerged by an 1872 cyclone and has yet to be fully excavated. A protected marine preserve encompasses the islands and reefs, making this region is a diver’s paradise. Mafia Island Lodge offers makuti (similar to thatch-roofed) rooms with sea views, plus fishing, biking, walking, diving, and snorkeling, as well as historical and cultural tours.

Food-lovers and chefs flock to Charleston and many limit their visits to the dining rooms of the latest thing, the just-minted award-winners, but locals (and regulars to town) know that the true taste of Charleston can be found in restaurants that cook from old recipes, making dishes from memories of hot nights, small kitchens, and big flavor.

If you only have three days in Amsterdam, a walking tour, boat tour, museum-crawl, and evening concert are just a few of your activity options. Over three days, you can also experience Amsterdam’s infamous Red Light District, get lost in the canal ring, chill out in Vondelpark and take a ferry to Amsterdam-Noord. Plus: get out of town and see picture-postcard Holland a short cycle-ride away, but worlds apart from bustling Amsterdam.

Spain’s capital offers the best of food, art, architecture, and nightlife. For the best address in town, book a stay at AC Palacio del Retiro, set on the Parque del Retiro. For Old World splendor and a star-studded past, check in to the Gran Meliá Fénix. Foodies will want to score a room at Hotel Hesperia Madrid, home to one of Spain’s top restaurants, while design lovers will appreciate the details—old and new—at Urso Hotel & Spa in the hip Salesas neighborhood.

Step back in time to Prague’s Bohemian past—the Old Town Square, St. Vitus Cathedral, Prague Castle, the romantic Charles Bridge—before visiting the somber memorial to its Communist rule. Today Prague basks in modern optimism, evidenced by such landmarks as Frank Gehry’s Dancing House Hotel and DOX Centre for Contemporary Art.

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.

Coco frios are sold on every corner during the high season (fall and winter) in Puerto Rico. Cold, fresh coconut water is the lifeblood of island living. Literally, if you were ever stranded on an island, you could sustain yourself on what’s inside a coconut (just ask Les Stroud). There is a difference between coconut water and coconut milk. Coconut water is clear to translucent and not as sweet—you harvest this from a fresh green coconut that has just fallen, or is ready to fall from the tree. It might taste unusual at first if you have never tried it, but this is actually the best form of natural electrolytes to replenish yourself after a workout or surf session. Watch the roadsides for the carts and folks with machetes—because this is your hint that coco frios await you!

On a short road trip around the tip of the Cape, I’d been fortunate to be shown a lighthouse from the hillside road which runs along the coast. Working my way down to the beach, I eventually found the Kommetjie lighthouse and Slangkop Nature reserve, which form part of the Table Mountain National Park. A short walk along the boardwalk, with the slow setting sun and great weather made for some amazing views with the lighthouse in the background!

In the native Hawaiian language, the word “Lahaina” literally translates as “cruel, merciless sun.” Given the name, it should come as little surprise that not only is Lahaina the hottest place on the island, but it can be five degrees warmer than neighboring Ka’anapali, just three miles down the road. When walking around town, one of the best ways to beat the heat is to cool off with a syrupy shave ice. This sweet treat has become synonymous with Hawaii, and its origins date to Japanese plantation workers who would combat the heat by shaving ice off of blocks. Today, no visit to Maui is complete without enjoying a refreshing shave ice, and the best shave ice on the west side of the island can be found at Local Boys West. Conveniently situated across from the Banyan Tree, Local Boys is an island favorite for all of the free add-ons which accompany each serving. In addition to the soft, melt-in-your-mouth ice flakes that can be flavored with multiple syrups, Local Boys includes ice cream on the bottom and Kauaʽi Cream on top, completely free of charge. For those traveling with kids, you can even top the treat with gummy bears for exactly the same price. While waiting in line for your syrupy treat, take a moment to watch the surf films or shop for locally-made merchandise. This store was opened by a man and his young son who humbly sold snacks on the street, and it’s grown into arguably the best place in Lahaina to enjoy the island flavor.