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Spectacular hilltop villages are a dime a dozen on the Greek islands, but Astypalea, a distant speck in the Dodecanese, has the quintessential sugar-cube capital cascading over a rocky outcrop to a sheltered harbor. The oldest houses are huddled along the cliffs circling the Venetian Querini Castle. Castro Bar is built right into the 15th-century castle walls (which look even more dramatic when illuminated by moonlight). A series of small terraces on different levels, painted in white, burgundy, and blue, all offer stupendous views across the island and what feels like the whole Aegean. The vibe is mellow, and the drinks are strong. Stay until the sun rises out of the sea, a trippy experience you won’t forget.

There are many secrets and many stories hidden beneath Pune’s bustle, waiting for you to uncover them on this fascinating three-hour walk. Duck into narrow alleyways—some forgotten by time, others stuck in a time warp—to uncover medieval royal courts, ancient temples, erstwhile aristocratic dwellings, and aging bazaars. You have 2,000 years of history at your disposal, and a well informed volunteer guide to lead the way. If historical facts and dates aren’t your thing, join the walk for a look at the pace of life in old Pune, where the new jostles with the old, and the old with the ancient. A number of families continue to inhabit their ancestral homes in the old core, particularly in the wadas of Pune. A wada is a traditional residential structure. It consists of two or more floors with multiple rooms built around one or more inner courtyards. The more ornate wadas belonged to wealthy families (merchants, aristocrats, and so on), while the simple ones were designed as community housing, with many families living there. The walk ends at one of Pune’s most well known wadas, Vishrambaug Wada.

On most days in Prague, it feels like every tourist in town has gathered on the Charles Bridge. And for good reason — this 14th-century cobblestone span crosses the Vltava River, connecting the Old Town with the Lesser Town (Mala Strana) and providing picturesque views of both sides of the river, medieval churches, towers, and Prague Castle on the hill. King Charles IV commissioned the bridge in 1357. The bridge has 16 arches and protected by towers on either end: the Old Town Bridge Tower in Old Town and the Judith Tower and Lesser Town Bridge Tower on the Mala Strana side. The bridge is lined with 30 large statues of religious figures and luminaries, dating from the Baroque era to the present day The best time to go is at dawn, sunset or after dark after the crowds have thinned and romance is in the air.

A fairly new addition to the Waikiki waterfront, the seven-year-old Modern was a dream come true for those young urbanites who never quite felt at home in the more traditional Hawaiian resorts. It’s not directly on the beach—the closest is the lagoon and expansive beach in front of the Hilton Hawaiian Village, a quick walk on the hotel’s ramp—and instead overlooks the picturesque Ala Wai Boat Harbor, where many of the island’s boating excursions depart. Designed by George Yabu and Glenn Pushelberg, celebrities in the world of fashionable hotels, the look is warmly modern, all whites and creams and luxurious wood, and some striking art pieces, including a large surfboard installation in the lobby (titled “Wreck-tangles”). There’s a fun nightclub and some seriously good restaurants, though the real scene is out on the Instagram-worthy two-tiered teak pool deck, lined with lots of cushy chaises and shady corners to curl up. Upstairs is the adults-only pool—less a pool than a shallow water prop for frequent DJ-hosted dance parties. But for as much as the Modern is a hipster haven, the service is surprisingly good at making sure guests never feel like they’re crashing someone else’s party.

Sir Bani Yas is a desert island five miles off the city’s Arabian Gulf coast with some curious residents, namely cheetahs, ostriches, and giraffes, among others. Three distinct properties allow visitors to make the most of the rustic wildlife refuge with game drives and one-of-a-kind animal encounters: the Desert Islands Resort & Spa, with its plethora of amenities and dining options; the safari-style Al Sahel Villa Resort, at the island’s rugged center; or the luxe shorefront Al Yamm Villa Resort, where barasti-style villas have turquoise infinity pools and a lagoon teeming with migratory birds. Though each property stands on its own, guests can take advantage of all the amenities with free transfers between them. Don’t miss the innovative Dining by Design experience, which lets you dine at different venues around the island, from a romantic dinner on the beach to a family picnic on safari plains.

St. Dymphna, a seventh-century peasant who was eventually canonized, is said to have founded the church that this atmospheric cemetery is centered around. Dymphna is the patron saint of mental and nervous disorders and if you’re uptight or have anxiety, Achill will definitely put you at ease. After all, this aesthetically pleasing cemetery isn’t the only reason to come to Achill Island, Ireland‘s largest island, located in County Mayo on the country’s western shores. There’s a ghostly deserted village, a 26-mile bike trail that leads you to the island (the Great Western Greenway, starting in the town of Westport) and people so friendly you’ll wonder what is in the water (or the Guinness). But the main reason to come to Achill are for the spectacular views. Drive around the periphery of the island—as I recently did—and prepare to be shocked and awed by some of the most stunning scenery your eyes will encounter while in Ireland. You’ll pray to St. Dymphna that luck and fortune will bring you back here some day.

Historic Shanghai’s tours and events are the closest you’ll can come to traveling back in time to Shanghai’s golden age. The group was founded by longtime Shanghai residents Tess Johnston, Tina Kanagaratnam, and Patrick Cranley. They host myriad cultural events—author talks, lectures, screenings—as well as tours of Shanghai’s historic sites and neighborhoods. All three owners are architecture buffs, and together they have an encyclopedic knowledge of Shanghai’s Western architecture, past and present. Tours and walks run a couple of times per month, covering topics like Americans in Old Shanghai, Old Shanghai’s nightclubs, and the regeneration of Yangpu District.

Malapascua, a tiny island in the Visayan Sea north of Cebu, is well-known for its thresher-shark cleaning station, where divers gather daily to see these beautiful creatures ascend from below to be cleaned by fish before returning to deeper waters. Reef sharks can be seen here, too. What fewer visitors know, however, is that behind the strip of resorts that line Bounty Beach is a traditional village. There are quaint shops and restaurants as well as a large church, and the people are wonderfully friendly and inviting. It’s a great peek into real Filipino island life, meaning Malapascua is a worthwhile stop even if you aren’t interested in the sharks.

The problem with Pangulasian—dubbed the Island of the Sun, thanks to its surreal sunrise and sunset views—is its excess of good choices. Do you book a beach villa with direct access to the powdery sand and turquoise waters that likely lured you to the remote northern reaches of Palawan in the first place, or a pool villa with almost 240 square feet of private plunging space and gorgeous vistas of Bacuit Bay? What about a canopy villa that soars 50 to 60 feet above the ground and offers treetop-skimming panoramas of the El Nido islands, or a Kalaw Villa with its own private cove? Once you’ve decided on your accommodations, the choices only get harder. While heading off on an adventure is tempting—think snorkeling, diving, stand-up paddle boarding, windsurfing, kayaking, sailing, touring lagoons, and picnicking on private islands—so is the prospect of simply taking in the view from your gracefully netted, organically appointed bed.

Though not really a tropical island, the indoor resort called “Tropical Islands” outside of Berlin makes for a great (albeit unusual) day trip. Located inside a former Soviet air hanger, the building has been converted into a biosphere with a tropical climate. Inside the resort there is an artificial beach, swimming pools, saunas & a spa, water slides, a small rainforest and even a hot air balloon! To get there with public transporation, you can take a Regional Express train from central Berlin. Trains leave every hour toward Cottbus (depart at Brand-Niederlausitz). It takes about 50 minutes. From the train station, Tropical Islands offers a free shuttle bus for the 5-minute journey to the resort. If you buy tickets at the door, admission to the Tropical World or the Tropical Sauna & Spa complex is 34.50€ for adults and 27€ for children age 6-14. A Kombi-Ticket is valid for both areas and costs 39.50€ for adults and 27€ for children.

When in Bora Bora, Tahitian pearls are a girl’s best friend. Often known as “black pearls,” they actually come in all sorts of colors, including black, blue, green, and pink. Even though the pearls aren’t produced in this island’s lagoon—most come from the Tuamotu or Gambier archipelago—many of the highest quality ones are sent to Bora Bora to be sold on the tourist market. The best deals are found on the main island at small boutiques, which often mount them into their own unique designs. Spend a day touring the island in search of your dream pendant or earrings; and if you really want to splurge, go for a full strand.

The lush green forest, soaring trees and various lakes are reason enough to spend the day meandering along Stanley Park’s well kept, well posted trails. Turns out the city has given you another reason: the Stanley Park Environmental Art Project. Six artists have installed ecologically sensitive art projects throughout the park, and we were lucky enough to stumble upon this massive sphere of ancient wood sitting peacefully between two ends of its former self. “We wanted to construct something that works within the missing section to accentuate the mass, the length and the essence of the entire ancient tree.” Keep your eyes open though, as some of these installations are set back and off the trail. This particular piece was discovered on the Lovers Walk trail somewhere near the intersection of the Tatlow Walk trail.

With its 26 suites, private beach, and two waterfront bars, Calabash Cove offers a boutique hotel alternative to the typical all-inclusive experience. Set a stone’s throw from the turquoise waves of Bonaire Bay, the sprawling, Balinese-inspired Water’s Edge cottages are the ones to book thanks to private plunge pools, outdoor rain showers, and patio hammocks positioned to highlight superb sunsets. The resort’s remote location ensures tranquility, as does the spa, which offers in-room treatments using ingredients sourced from St. Lucia’s floral and culinary bounty. That abundance is also on display in the Windsong restaurant, where local dishes get an elegant twist (octopus tempura, smoked coconut crème brûlée) in a terrace dining room with the ultimate ocean backdrop. Follow your meal with a brief walk down Calabash Cove’s small boardwalk and stop to spot shooting stars in the dark skies above.

Located in the southeastern corner of the island, Savaneta was Aruba’s first settlement and former capital. Founded by the Dutch in 1816, it’s also home to the island’s oldest surviving home. A visit to the sleepy town offers the chance to explore some of the island’s most historic buildings far from the bustle of Oranjestad. At the end of mazelike streets, you’ll find two small beaches lined with a handful of low-slung hotels and restaurants. Blissfully remote, both stretches of sand offer excellent fishing and snorkeling. For something more adventurous, sign up for a kayaking or ATV excursion.

Five open-plan huts sit on the shores of a private island, deep in the wildlife-rich wetlands of Lake Baringo. In the morning, after a breakfast of fresh fruit, take a canoe out to spot hippos and some 450 species of birds. This appeared in the July/August 2012 issue. Read Matt Gross’s feature on running in Kenya.