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Descended from horses brought over in the 16th century by Spanish conquistadors, hundreds of wild horses rule the little island of Vieques. The horses, an attraction in their own right, dot the landscape wherever you go. With every encounter, I couldn’t help but slow down and admire their beauty. They are naturally intelligent and curious, so don’t be surprised if they approach you or your vehicle looking for little treats. For a guaranteed encounter, look no further than Sun Bay—where I snapped this picture. Here, they graze, take frequent sand baths, and (if you’re lucky) cool their hooves in the blue waters of the Caribbean.

This family-run restaurant serves up some of the best conch fritters in the Caribbean. The relaxed vibe and plastic chairs make for an unusual place for a romantic dinner, but just add a sunset and a perfectly prepared lobster, and Cow Wreck becomes the romantic setting for any BVI beach date. Also, don’t miss the chance to try their banana daiquiri!

There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.

The family-owned Yandup Island Lodge is located on a private island across from the remote Playon Chico community on the Caribbean coastline of San Blas, Panama. The eco-lodge offers two tours a day: a visit to a beach on one of the archipelago’s deserted islands and a cultural tour that connects guests to the local Kuna Yala indian community.

Housed in the Mariners Hotel overlooking Villa Beach, The French Verandah Restaurant satisfies diners with delicious French cuisine, prepared with a Caribbean twist. Expect such unique dishes as lobster crêpes and fish in green pepper sauce, as well as more standard French fare like grilled beef tenderloin with Béarnaise. Views of boat “traffic” and Young Island set the stage for casual dining during the day, while candlelight and twinkling stars up the romance come evening.

This open-air, oceanside Creole restaurant snuggles behind a grocery store in Calibishie, a bijou town where locals, expats, and tourists mingle. While the short ribs steal the spotlight, there are also Caribbean favorites like yam, fried plantains, and goat curry. Top any dish with local hot sauce made from Scotch bonnet peppers (available for sale in the adjacent bodega). The gazebo offers stunning views of the water and Red Rocks, but avoid it on windy days when the sea spray kicks up.

Pier 1’s greatest appeal is its setting: The open-air restaurant and nightclub occupies a pier that extends out into the Caribbean in Montego Bay. By day and into the early evening, the restaurant draws visitors and locals interested in a good meal with a stellar water view. At night, regular parties start late and run into the wee hours of the morning. Skip the noisy chain restaurant-bars down the street and try something more Jamaican, instead.

All of Mexico City‘s neighborhood markets are fun to browse, with their rows and rows of colorful stalls and equally colorful characters, and you can’t go wrong ducking into any one of these mercados as you come across them in your wanderings. Mercado Medellín is particularly favored among expats from other parts of Latin America, as it specializes in foodstuffs from Caribbean and Central and South American countries. This is also a superb market to visit if you’re hungry. Vendors sell everything from Colombian ajíaco to Cuban ice cream, so don’t hesitate to graze your way through the treats on offer.

Frenchman’s Cove is more than a beach. It’s an idyllic escape. After paying a small entrance fee—used to preserve the grounds—you’ll hike about five minutes through verdant gardens flanked by an emerald river stream, before the views open onto a glorious beach and the Caribbean Sea. This cove was once a favorite romantic escape for Elizabeth Taylor and Burt Reynolds, and it’s not hard to see why. When you tire of the beach and waves, hop over to the river and swing from the vines into the fresh water. It’s an ideal spot to spend the day, for couples or for families.

Weaving its way along the river, and among the various parks of downtown Itasca, the Itasca Riverwalk is a great way to do some small town exploring. The paths link the Springbrook Nature Center, to the Caribbean Waterpark, to the Fitness Center and to many more wonderful park district sights. You can hoof it, bike it, and when it snows, some have even snowshoed it (just rent your kicks from Springbrook and you’re all set). Exploring the path with friends or family is a great way to take in the great outdoors, get a little exercise, and get to know Itasca.

This vibrant neighborhood is just north of Wynwood and the Miami Design District and is getting increasing attention from visitors for its independent galleries, street murals, hot restaurants, and cool bars. It’s also a great place to experience a strong Afro-Caribbean culture and tradition. On the third Friday of every month, the Little Haiti Cultural Complex puts on Big Night in Little Haiti, a concert series showcasing local bands, dance troupes, and some of the biggest names in Kreyol music. Although after-parties are held at neighboring establishments, things typically climax with a procession on nearby streets, picking up pedestrians as the night goes along.

Enjoy these stunning oceanview and beachside cabanas at The Westin Lagunamar Ocean Resort, a seaside resort in Cancun, Mexico. Enjoy the turquoise blue waters of the Caribbean, a sweet haven for the sun-seekers. A perfect place to soak under the sun, swim or people-watch. $400/night.

Ah, Warmoesstraat, Amsterdam‘s heart of darkness, the street that never sleeps. Well, maybe...between 5:00–8:00am, after the junkies leave and before tourists arrive. Set adjacent to de Wallen, the city’s most famous Red Light District, this lively straat is home to the gay leather/fetish scene at shops like Warehouse, The Eagle, Argos, Dirty Dicks, RoB and MrB. Have dinner at Getto, an informal bistro with a less in-your-face gay vibe than other establishments on the street, offering drag queen-inspired burgers and international specialties at reasonable prices. Other dining options include Meatballs, Paella, Wok to Wok, Burger Bar and numerous holes-in-the-wall for pizza, shoarma or frites. For a nightcap hit Stone’s, a dive bar with attitude where the time is always 9:25.

There’s more to Dutch cheese than edam and gouda. Besides endless variations on these two, including raw milk versions, there are also lesser known Dutch cheeses to try, as well as imports from all over Europe. You can also buy tools for cooking with cheese (graters, slicers, etc), wine, and foods that pair well with cheeses. One of my personal favorites were raisins on the grape vine --so cool looking! Staff generally have good English and even if you get an employee that doesn’t, you can always use the mime and point method to get a nice chunk of cheese cut off one of the massive rounds in the shop.

Supposedly De Ysbreeker (‘Ice breaker’), arguably one of Amsterdam‘s most coveted café terraces overlooking the Amstel river, was formerly an inn for men who broke the ice on the river - hence, its name. Incarnations as a theater and dance hall followed before settling into its permanent role as a café/restaurant with prime people-watching real estate. When it changed ownership in 2010, it also underwent massive renovations to modernize the space. Today, it boasts a commodious interior which includes a bar, armchairs near a fireplace, a billiards table, a work space, loads of dining nooks and a concert hall in the back. Go for coffee and people-watching or a pre-dinner drink and nibbles, that’s where it shines.