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With more than 400 shipwrecks and its fair share of coral reefs, St. Kitts is a favorite of the scuba set. To try your hand at the hobby, consider staying at Bird Rock Beach Hotel, which houses one of the island’s most popular dive operators. Here, guests can charter a boat to nearby Devil’s Cave and swim among barracuda, lobsters, and nurse sharks, then retire to one of 46 tropical-hued rooms overlooking the sea. Less adventurous travelers can visit the on-site dolphin park, sunbathe on the private beach, or simply sip rum punches from the pool’s swim-up bar. Hotel staff is also happy to arrange off-site activities like catamaran cruises, rainforest treks, and volcano crater tours.

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.

In Greek mythology, Heracles slew all the sons of the King of Pylos except Nestor, who became king of Pylos himself. Nestor appears as a sage elder in both the Iliad and the Odyssey, expounding on how things were really tough back in his day. If you visit Voidokilia Beach, about 12 kilometers (7.5 miles) from Pylos, you can take a 15-minute walk to see Nestor’s Cave. First, enjoy your time on the beach, which is renowned for its natural beauty. Then climb over the dunes at the beach’s southwest end and follow the hillside path to the cave, which sits just below the ruins of the Paleo Kastro, the old Pylos castle. As legend has it, this cave is where Hermes hid the 50 cattle he stole from Apollo. The trip is worth it for the views alone: The higher you go, the more you’ll see, as the panorama takes in Voidokilia Bay, the Gialova lagoon, the Bay of Navarino, the Peloponnesian hills and the city of Pylos.

Bantayan Island’s fine white sand beaches and clear light blue waters are as enchanting as far busier Boracay, minus the noise and go go go night life. The island’s Ogtong Cave Resort offers a well-kept landscaped garden, a pool, and individual cottages, but the real draw is a cave below the resort grounds, where you can explore and wade in the waters. Rooms at the resort are simple and comfortable. The resort offers doubles up to family rooms with plenty of room for kids. There are two pools on the ground, with one reserved for resort guests. The usual jump off point is Cebu, a one-hour flight away from Metro Manila. You then take an almost 3-hour bus ride from North Terminal to Hagnaya for a 75-minute boat to Santa Fe, Bantayan. You can also opt to take a private van or taxi for a more comfortable and faster ride. Don’t be put off by the long travel time--the beach, cave, and everything else at the resort are well worth what it takes to get there.

The Grotto is a famous and impressive underwater limestone cavern that reaches some 21 meters (70 feet) below the sea at its deepest point. Considered one of the best cavern-dive spots in the world, its wealth of underwater life—including turtles, parrotfish, many hard and soft corals and colorful nudibranchs—makes it hugely popular with snorkelers and swimmers, too. Note that navigating the steep 112 steps down to the cave requires a certain level of physical fitness.

A marine sanctuary in northwest Maui, Honolua Bay delights snorkelers and surfers alike. The right side of the bay boasts dense, showstopping coral that attracts vibrant fish, while the shallower left-hand side features lava caves, archways, and sea turtles in the summer months. Come winter, some of Hawaii’s most beautiful barrel waves start peeling around the point, drawing only the most experienced daredevils. Note that fishing here is forbidden and parking can be tricky—visitors often have to park along the cliffs and hike down through a magical, Robinson Crusoe–type forest to the rocky shoreline. When approaching the bay, watch for mile marker 32. Just past it, you’ll find stairs down to Mokuleia Beach.

This is my favorite hike by far. Cueva Ventana (“Window Cave”) is a beautiful, scenic hole in the side of a mountain that opens up to a lush, green valley down below. You’ll trample through mud, hunker down under low-hanging stalactites, dodge around stalagmites, and never look up (there are bats, of course) while wandering through the cave. All this winding around through two caves leads you to one of the most spectacular views in all of Puerto Rico (but I may be biased). The hike to this cave is half the fun. You climb down into a small opening under enormous, ancient tree roots, and you get the feeling of a tomb raider. But, if you’re claustrophobic or don’t feel up to lowering yourself down a cave wall, there’s an additional path that bypasses the first cave and leads you straight to the easier hike to Cueva Ventana. There’s something for everyone! I’m pretty sure I saw one Puerto Rican woman doing the whole thing in heels. This is a must-visit site for anyone touring the northwest central part of Puerto Rico. Another tidbit is that it’s practically free! You can find the directions on PuertoRicoDayTrips.com, park at the adjacent Texaco gas station. UPDATE (2014): There is now an easier way to access this awesome view! There are now boardwalks for ease of access, and you must pay $11 to tour the site. You get a flashlight and hardhat for safety.

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.

When you travel to the Cappadocia region of Turkey you have to stay in a cave hotel. Sleeping in a room carved out of the area’s ‘fairy chimney’ rock formations is inherently cool. When you realize that your room is also literally cool—even in the midday heat—you suddenly have a better understanding of the clever ways people managed to live in a challenging environment for centuries. The hotel’s best feature might be the terrace, where you relax on pillows and eat a Turkish breakfast of apricots and yogurt as you watch dozens of hot air balloons rise from the valley below. From $76. This appeared in the August/September 2014 issue.

Sunshine, surf, sea breezes, and an overflowing platter of curry prawns with rice. Welcome to Zeebop by the Sea, an award-winning eatery that specializes in Goan and South Indian cuisine. With the rolling dunes of South Goa as a backdrop, the ambience here is simple and unadorned. Don’t let the plastic tables and chairs distract you from the superstar menu: Try the stuffed crabs or the catch of the day, often red or black snapper, kingfish, or mackerel. Finish your meal by sipping a cocktail crafted with feni, a local spirit traditionally made from cashew fruit. Feeling active? Order your meal and head out to the beach; the waiters will call you when your food is ready.

This short 13km drive is worth taking for the panoramic views of the northwest coast, stretching from the Rosguill Peninsula to the Bloody Foreland, and out to Tory Island to the north. There’s plenty of seabird life on the cliff ledges, with puffins, storm petrels, gulls and guillemots. When you get to the tip of Horn Head, walk to the viewpoint at Faugher, for views of the cliffs and the ruins of a signal tower from the 17th century.

How do you make sense of diverse, dizzying São Paolo? Talk to the people who make the sushi, spray the graffiti, and build the giant watermelons.

Puerto Princesa Underground River is set in a protected area of the St. Paul Mountain Range in Palawan. It’s a five-mile stretch of the Cabayugan River that runs through a huge limestone cave and directly into the West Philippine Sea near Sabang village (the bottom half of the river is tidal). Announced as one of the New7Wonders of Nature in 2012, it’s hard to fully envision unless you experience it for yourself. Reservations are required for the tours, which enter the underground river on a small boat. The boatman manually paddles you in as the light fades, the water becomes pitch-black, and you almost lose sight of the person beside you. The boatman will then start flashing his tiny light on the stalactites, stalagmites, and other rock formations you pass. The tour takes about 45 minutes and covers only a mile or so of the river (the inner portion is closed to the public).

Seven miles from La Romana, this enchanting national park comprises a 2,600-foot-long cave system with stalactites and stalagmites, plus almost 500 pictographs and petroglyphs created by the Tainos who inhabited the island at the time the Spaniards first arrived. Good lighting, ramps, footpaths, and an elevator make these caves easily accessible.

Are you kidding me? 150 feet deep AND the opening to miles of underground caverns? And you want me to jump in? If it isn’t the 30 foot drop that gets you, its the inky blackness below or the who-knows-what that’s living down there. You see, the rainbows that shimmer in the water- falls, and the roots and vines that hang like some bridal veil, and the sunlight that flickers about the place are all just trying to pull you in--into the black nothing that lurks beneath. Never-the-less, if you are brave enough to take the plunge, you will be rewarded with velvety sweet water that feels like lotion on your skin and baby catfish that tickle your toes and, best of all, the exhilaration of knowing you swam in the very entrance to Xibalba, the Mayan underworld. So descend into the cavern and climb the chiseled staircase to the dive platform and make sure when you jump, you hold your breath, cause its a long way down.