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  • Cuba St, Te Aro, Wellington 6011, New Zealand
    The cultural heart of Wellington is right downtown on Cuba Street. Here art galleries rub shoulders with boutique cafes, and there’s more than an enough independent bookshops, thrift stores, and quirky bars to keep even the most alternative traveler sated. If you’re looking to mingle with locals and really get a feel for what makes Wellington special, look no further than Cuba Street. And if you have a hectic New Zealand itinerary, Cuba Street is a great spot to just relax and enjoy the capital.
  • Crocus Hill 2640, Anguilla
    Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.
  • Lighthouse Road, West End, Negril ., Jamaica
    The Caves, just west of Negril, is aptly named. While the 12 cottages and one villa sit atop honeycombed cliffs, the Blackwell Rum Bar, a private dining venue, and the massage table of the hotel’s Aveda Concept Spa are actually in underground grottos open to the sea. The setup is very Treasure Island, and the flicker of candlelight and the echo of waves off cave walls make it uniquely romantic. Each of the thatch-roofed cottages is as colorful as a paint box, and each gives a sense of being alone at the end of the land. This is one of music mogul Chris Blackwell’s Island Outpost properties, so the vibe at the Jacuzzi, sauna, or salt-water swimming pool is hip but relaxed. Although famed Seven Mile Beach begins almost where the cliffs end, the hotel itself has no beach, which is why a tradition at the Caves is to begin the day by jumping from the cliffs into the usually calm Caribbean below—or at least thinking about it.
  • State Highway 6, Gibbston Valley, Queenstown 9384, New Zealand
    Bungee jumping was invented in New Zealand, so if you’re going to try it anywhere in the world, shouldn’t it be at the world’s first commercial bungee site? With a 140-foot drop from an old bridge straddling a beautiful turquoise river, the location outside of Queenstown couldn’t be more perfect. In fact, its beauty might even distract from what lies ahead. Choosing between jumping tandem or solo, bobbing above the water, touching it, or even getting dunked, the Kawarau Bridge has every option available—though maybe none for the faint of heart. In the few minutes I watched dozens of people fling themselves off the platform, from kids to parents, everyone had a big smile on their face when finished.
  • 35 High St, Auckland CBD, CBD, Auckland 1010, New Zealand
    Hmmm, what to buy when you want a New Zealand souvenir that’s not a tacky plastic tiki or kiwi-shaped ashtray? That’s when you head to Pauanesia (pron. Pah-wah-nesia). Named after the Maori word for abalone, this High St. Auckland store has unique and interesting gifts. From authentic pounamu (greenstone) pendants that you traditionally gift to friends (never buy one for yourself) through to tea towels with 1970s motifs on them, you can be sure no one else will have what you’ve brought when you get back home.
  • Pilos 240 01, Greece
    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.

  • Lake Matheson, West Coast 7886, New Zealand
    Lake Matheson is a magical little spot near Fox Glacier. It’s a great place to take a walk at sunset, before enjoying dinner and some local wine at the Matheson Cafe. On a clear day, the reflection in the lake proudly displays all the reasons to be in love with the Westland National Park region of New Zealand, while the rugged peaks of Mount Tasman and Mount Cook rise out of the mountain range. This is glacier country at its best. The lack of wind—the lake is set within the dense rain forest—means Lake Matheson’s surface is calm and still. The reflection photo opportunities have made this lake the most photographed body of water in New Zealand (and that is saying something). The walk around the lake takes about an hour and a half, and you have three viewing platforms offering exceptional perspectives along the way. Hit the trail just before sunset and have a glass of Otago Pinot Noir at the cafe while you watch the sun set over those mountains. The cafe opens at 5:30 p.m. and I’d suggest the mushroom risotto.
  • Santa Fe (Bantayan) - Hagnaya, Santa Fe, Cebu, Philippines
    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.
  • Lighthouse Rd, Port Antonio, Jamaica
    There’s a reason Blue Cave Castle (affectionately dubbed “BCC” by return visitors) has a following. Designed in the shape of a castle, it’s impossible to miss this dominating blue structure on Negril’s cliff side. Tower rooms offer dramatic views 50 feet above the sea, and yet surprisingly, rates start at $50 night and go up to only $120 for a stunning 2-floor “penthouse” suite on the top floor. Blue Cave is one of the West End’s best-kept secrets. Going to sleep in a castle to the immediate sound of crashing waves is a unique experience. Even if you don’t get to stay here, be sure to stop by the on-site Hideaway Eatery, owned and run by Chef Teddy, for a delicious lobster dinner.
  • An interview with the duo behind the Charleston Academy of Domestic Pursuits.
  • San Juan-Caguas-Guaynabo, PR, Puerto Rico
    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.
  • Franz Josef Glacier, West Coast 7886, New Zealand
    I was a glacier virgin. I had never seen one in person before, much less set foot on one. That all changed though as the helicopter lifted off and took off towards the incredible Franz Josef Glacier on New Zealand’s South Island. Almost as soon as the Glacier Helicopters flight lifted off, Mt. Cook popped into view, a looming presence throughout the area. We skirted over the lush rainforest and before I knew it, we were on top of the glacier. It’s amazing really; the glacier looks exactly like a glacier should look. It was a vast, frozen river leading from the tops of the mountains to the valley below. We landed at the top for a little exploration and impromptu snowball fights before taking off again to zoom past the massive crevices of the ice mountain. The ride back included even more impressive views of the glacier and the flat plains below leading to the Tasman Sea. It really is strange to see the glacier adjacent to the mild valley below. There’s something surreal about it all and that makes it one of the best adventure activities in New Zealand. For your own glacier adventure, visit the small mountain town of Franz Josef where you can find tour providers operating a variety of ice-based activities, including these extraordinary helicopter tours.
  • Aydinli Mah., Yavuz Sok. No:1, 50180 Göreme Belediyesi/Nevşehir Merkez/Nevşehir, Turkey
    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.
  • Discover what makes Zanzibar’s capital a destination worth visiting.