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The outside of the Sky Hotel is very deceiving. It looks like any other lodge in Aspen and then when you go inside it is quite the opposite. As you walk into the lobby there are high-backed chairs that are white in front and red with white writing on the back. The carpet is a chaotic pattern of circles and bright color dots—it all seems like something out of Alice in Wonderland. This modern, hip motif is transferred to all the guest rooms.

A short walk from Daikanyama Station is one of the metropolis’s iconic bookstores, Tsutaya at T-Site. Designed by Klein Dytham Architecture, the Tsutaya bookstore is celebrated not only for the beauty of its three buildings but also for the extensive selection of books, magazines, CDs, and DVDs. Tsutaya opens at 7 a.m., perfect for travelers who land before hotel check-in. You can have a coffee or a cocktail in the Anjin Lounge while perusing books. The concierges are specialists in a variety of topics to help guide consumers through the books, music, and movies.

The central hub of downtown Amsterdam is Dam Square, and it’s been at the heart of the city’s history since the 13th century. Today, the open-air public space is ringed by shops and restaurants and packed with people, including street performers and tourists en route to nearby attractions like the Royal Palace, the National Monument, and the Nieuwe Kerk (New Church), where you can catch a horse-drawn-carriage tour of the city.

Half market, half restaurant, this brightly colored kitchen proudly serves exemplary shrimp and grits and crab cake sandwiches, among a menu of locally sourced sandwiches and salads. After enjoying breakfast or lunch, take home a jar of pickled okra or fresh preserves. There’s a sister location on Hilton Head, and a farmstand on the way out of Beaufort, in case you forgot to pick up a taste of the South for your family back home.

Anguilla’s most social beach is full of local flavor. From visiting boats to residents who flock here for the best island-style bar-and-nightlife atmosphere—home to Johnno’s, Elvis’ Beach Bar, and the Pumphouse—there’s never a dull moment on Sandy Ground’s long, soft strand. The water here is calm, making it an ideal stretch of sand for families as well. Sandy Ground is also the site of Anguilla’s August Monday, the most important day of the summer carnival season, when the entire country seems to be in the same location to celebrate J’ouvert: some folks on the beach, some on boats blasting music. By 1 p.m., the August Monday sailboat race kicks off—the first round of qualifying for the final carnival boat race at week’s end.

Thanks to the green-thumbed loving of owner Robert Johnstone, the Ruined Garden has bloomed into a jungly paradise—a welcome retreat both for lunch in the shade on a sunny afternoon and for a bask in the glow of a roaring wood fire in the red-brick dining room as days get cooler. Johnstone has long been celebrated locally for his deeply authentic approach to Fassi cooking, and the menu features some hard-to-get traditional dishes like slow, spit-roasted-lamb mechoui (order a day in advance) and Sephardic saffron chicken with eggs. He doesn’t limit himself to tradition, though: Try reimaginings of traditional Fassi street food like “popcorn” makuda (potato fritters), succulent chicken wings and livers in a delicately spiced onion confit, or earthy berkoula (a foraged green wilted with olive oil and preserved lemons).

Forever on the verge of being the next big target of gentrification, the district known as Santa María la Ribera—northwest of downtown—retains its neighborhoody, down-at-the-heels charms. Its streets are home to a mix of old-school cantinas (all perfectly visitor-friendly) and mom-and-pop restaurants, alongside some neglected architectural gems, hipster coffeehouses, and standard-issue, sometimes grimy local businesses—in short, it’s still real. The district’s centerpiece is its central plaza, known as the Alameda, and its exuberant Moorish-style gazebo (it started life as the Mexico Pavilion at a long-forgotten world’s fair). Recently restored and awash in color, the kiosk is a gem—and the proud emblem of the barrio. Note some amazing old mansions and the spooky Institute of Geology lining the plaza. The nearby Museo Universitario del Chopo—housed in a glass-and-cast-iron former natural-history museum—is a renowned center for avant-garde art that leaves no viewer less than provoked.

Since launching her handbags and accessories line in 2008, accessories designer Clare Vivier has mastered the delicate combination of Parisian chic, American prep, and California cool. While her brand has spread to seven boutiques across California and New York, her flagship shop in Silverlake may best personify her brand. Two walls of windows let the California sun stream in each morning and afternoon, and shadowboxes designed by local architect Barbara Bestor hold the goods that lure passersby along Sunset Boulevard. Technicolor best sellers such as the La Tropezienne, Simple Tote, and coveted Foldover Clutches may sit on copies of the most recent Paris Review or Louis Vuitton City Guides, which are also for sale. Everything in the well-rounded space has a connection to France, Los Angeles, or Vivier herself. The shop stocks jewelry by her friends Annie Costello Brown and Grace Lee, for example, along with French Veja sneakers and candles from West Hollywood’s iconic Chateau Marmont. Pro tip: Head here for a last-minute gift—clutches and other leather items can be monogrammed on the spot.

Soup kitchen by day, rock club by night: Pustervik is the former theater that has become the heart of the Gothenburg music scene. Local bands as well as international acts like Drive By Truckers, Future Island, and Billy Bragg fill the stage. And sometimes there are club nights with names like the Ping-Pong club. Yes, that means you can play table tennis while drinking your beer.

More and more cruise ships are arriving to the well-known Greek islands for day exploration. And while that is a boon to the local economies; crowded restaurants and beaches are not what you have come to experience. Some of these popular islands actually have very few year-round residents as the cruise visits are seasonal. So that “real Greek” town that you came to see, really isn’t. The solution? Try one of the lesser-know but equally beautiful Greek Islands like Ios in the Cyclades Islands. Here you’ll find five-star hotels, mom and pop inns, historical monuments, miles of sparkling beaches, dynamite restaurants, vibrant mountain towns, incredibly reasonable shopping, breathtaking vistas, and local wines, but most of all Ios can be your own paradise. The island of Ios is still a place where real people live and work, but there is plenty of support for tourism (sometimes it’s party central at Mylopotas Beach) and you will find true hospitality, safe streets to wander and new activities like the recently opened hiking path system. Imagine walking at your own pace to archeological sites, beaches, churches and mountain villages just like the early inhabitants did for centuries? The Greek Cultural Mountaineering Club of Fyli has long wanted to repair and connect the ancient paths and a few months ago the project was completed with the help of volunteers and the Municipality of Ios. Over thirteen kilometers of paths are open and well-marked by signs connecting other paths and old roads of Ios for you to enjoy. Not a hiker? The shopping is sublime. Not for the collectors of designer handbags but those desiring handmade leather sandals, precious gem jewelry and smart local-style clothing designs. Lounging by the pool is always a favorite. Stay at the elegant Liostasi Suites and you will be pampered like a jet-setter. Wish for a low-key stay? The Pavezzo Hotel and Suites is painted in beautiful colors and embellished by flowers offering family-style rooms, rooms for one or two and vantage points with sea views set on the side of a mountain with cooling breezes and the friendliest owners. If you are a fan of Greek cuisine there are many terrific restaurants, some right on the ocean like Drakos Taverna at the end of Mylopotas Beach. A favorite in Chora, the town above the Ormos harbor which is completely accessible on foot, is Elia. Visit the cathedral and one of old windmills the island is famous for while wandering the maze of winding stone streets that spill down from top of the hill. Or down in Yialos by the harbor pop into one of the very casual tavernas. Be sure to visit the food shop called Mosenta at the port to watch them create, and for a taste of sesame seed and honey cakes. They also package local wild herbs and make a great body cream that is made from their own honey and olive oils. Insider Tips: Go in Fall for peace and quiet and best rates on rooms. There is no airport so take the ferry from Pireaus, Athens or Santorini. Images Kurt Winner Photography

Among the three Cayman Islands, Brac is the most topographically endowed, thanks to its distinguishing feature: the Bluff, a limestone cliff rising along the length of the island and topping out at about 140 feet at the eastern end. Between that and the island’s densely forested interior, the local hiking options have a lot to offer—one of the best cases in point being the Lighthouse Footpath, a trail that runs two and a half miles (one way) along the bluff’s edge and that serves up endless sea views and likely encounters with the absurdly adorable brown boobies and soaring frigate birds. Try to go in the morning or late afternoon, and of course, take along plenty of water: You’re looking at a two-hour outing to the most beautiful of boonies.

Della’s, the breakfast-and-lunch-only restaurant at the Delano Las Vegas, prides itself on sourcing ingredients from local farmers and growers—yes, they really exist in the middle of the Nevada desert. The menu has options that can satisfy diners with all sorts of dietary restrictions: vegan, gluten-free, vegetarian, and more. For breakfast, you can taste the difference that comes with farm-fresh produce, especially in the egg dishes. At lunchtime, the off-menu ramen bowl features a savory mushroom broth with a pork shank, house-fermented cabbage, and a slow-poached egg. Della’s is also one of the only places on the Strip where you can get cold-pressed juice made to order. The overarching commitment to sustainability extends beyond the menu: Glasses here are created from recycled liquor bottles from Vegas clubs.

First opened in 1939, this beloved local favorite is now being operated by the third generation of the founding family, who’ve also expanded the brand with an outpost Kochi and a couple in Dubai. The original Calicut location began with focus on the variety of Malabar coastal cuisines, including Moplah (the dishes of the Muslims of northern Kerala) and Thyyas, by the Ezhavas community in the southern part of the state. The menu now includes both vegetarian and non-veg dishes from all over India, including curries and breads made in the tandoor, but there are also a number of unique regional specialties. Check out the baby squid pan-seared Malabari-style, traditional moiley curry, and a selection of additive breads, including crispy, lentil-based appam and a perfectly flaky, buttery paratha.

The province of Bohol seems to encourage the bizarre. It contains one of the world’s strangest landscapes, a collection of some 1,700 hills in a 20-square-mile area called the Chocolate Hills. It is also home to a peculiar creature called the Philippine tarsier (locally referred to as the mawmag or mamag), one of the smallest known primates, no larger than an adult man’s hand, with giant round eyes and a tail that is longer than its body. These adorable beasts are spread across various islands in the southeast of the Philippines, surviving in rain forests with thick vegetation. They are nocturnal, can leap as far as 10 feet from tree to tree, and (like owls) are able to turn their heads 180 degrees. Unfortunately, habitat destruction via logging and mining threatens the Philippine tarsier with extinction. The best place in Bohol to see them and support their conservation at the same time is at the Philippine Tarsier and Wildlife Sanctuary in Corella. Run by the Philippine Tarsier Foundation, a nonprofit dedicated to tarsier conservation and education, this small but successful sanctuary provides the best possible environment to allow these tiny creatures to survive and thrive.

New Orleans’s newest public park lies along about a mile and a half of the Mississippi River—a lovely retreat reclaimed from industrial squalor. The main entrance is near the foot of Esplanade Avenue, marked by a boxy footbridge (with elevator) over the railroad tracks, which divide the park from nearby low-slung neighborhoods. While walking along the water, note how the powerful Mississippi’s twists and currents require dexterity from a river pilot, as the huge passing barges slide past sideways angling for the bends. At Piety Wharf—a former warehouse location converted into a massive sculpture that invites contemplation—you can cross a steeply arched span (designed by noted architect David Adjaye, and locally dubbed the Rusty Rainbow) into the Bywater neighborhood for a walk back to the French Quarter.