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The Inca Trail is perhaps the most famous trek in Peru. This is the road to Machu Picchu, an ancient route that leads from the Sacred Valley into the heart of the Andes. You must obtain a permit and hire an official guide in order to hike the Inca Trail proper. There are plenty of tour operators in Cusco that offer trips up to Machu Picchu, so you should definitely look at reviews before you choose. For better or for worse, the tours are all-inclusive. The local tour operators employ porters to carry your packs and set up a camp. A team of local chefs will prepare three meals a day, and many hikers come back raving about the delicious meals. Keep in mind that the trek can be tough, especially in the first few days. The trail is often narrow, and it flirts with formidable heights. The mountains in this part of the Andes can rise well over 13,000 feet, and many hikers find themselves suffering from altitude sickness. Make sure to take a few days (in Cusco or the Sacred Valley) to acclimatize before you begin the journey. Finally: make sure to plan ahead! The Peruvian government limits trail access to 500 people per day, including porters. This regulation protects the local ecosystem and the delicate ruins, and it ensures that the trail won’t be too crowded. However, it also means that permits for the peak summer season sell out months in advance. If you aren’t able to get a permit for the classic Inca Trail, never fear: there are various other trails that lead to Machu Picchu.

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

The exterior of this Midtown lodging won’t win any design awards—the building previously housed an insurance company—but that’s what makes the art-filled, wood-accented lobby such a pleasant surprise upon arrival. With its plush leather sofas and moody interiors, the Hutton exudes down-home charm with a modern touch: A friendly sit-down check-in coupled with swift service at the lobby’s WestEnd Kitchen & Bar make the hotel a favorite of touring musicians and visiting celebrities. Oversize guest rooms (some of Nashville’s largest) feature soft blue and gray tones, fabric-covered walls, and vibrant artwork. At the 5,000-square-foot on-site music venue Analog, you can sip creative cocktails while listening to some of the city’s top performers, but if you’d like to see the view from the other side of the microphone, the hotel’s Writers Studios is stocked with state-of-the-art equipment for laying down your own tracks.

If you’re in Madrid and in the mood for tapas, you might not know exactly where to go or what to taste. The Mercado San Miguel (metro Sol) takes away all that decision-making by providing you with a taste experience all under one roof. The old, derelict market was renovated just a few years ago and turned into an upmarket culinary emporium of sorts. It has more than 30 food stalls, each selling something different. My favorite is the bellota ham sold at Carrasco, but there is plenty more. You can sample sherries and Rioja wines at the wine bar, or do as Spaniards do and pick away at tapas as you make your way through the market. I highly recommend the croquettes, or croquetas, in one of the outside alleys: they have ham, chicken, shrimp, cheese and a variety of others. The more standard tapas area easy to find, like tortilla, and seafood is beautifully laid out for you to pick and choose. Right in the middle is my top-rated tapa place. I couldn’t find a name for it but it’s the largest counter, shaped like a U, and has everything from potatoes aioli to steamed razor clams, with everything in-between.

Huayna Picchu is the landmark peak at Machu Picchu from which the classic, shot-from-above postcard photos are typically taken. While the views are spectacular, of course, the trail is not easy, studded with precarious, sometimes uneven stone steps, and often directly flanked by sheer drop-offs (thus probably out of the question for anyone with a fear of heights). While most hike to the top and back, you can also go up and around to the other side, with a visit to the Temple of the Moon/Great Cavern along the way. Admittance to Huayna Picchu is limited and sells out two or three months in advance; pay for your entrance as part of your Machu Picchu admission.

The mysterious rooftop of Casa Mila both charms and haunts visitors. The glorious October sky above frames the organic forms, each sculpted face watching as I creep up and down the rolling ramps. Children can’t resist playing here, and fortunately there are now fences all around. In my mind, I erase all of those pesky safety features to envision the smooth sculptures growing towards the sky from a scrolling sandy field. Once a site for a scene from Star Wars, the rooftop is now a destination for lovers of Barcelona and Antoni Guadi’s “Modernisma” style. When you visit, you’ll learn the secret behind those long vertical faces rising up above the mystical rooftop.

Thai monkeys living in Lopburi, north of Bangkok, have a festival have not only in their honor, but one created specifically for them, each November. Begun by a local businessman hoping to boost tourism to the province in 1989, today the Monkey Buffet Festival attracts thousands of tourists. They come to watch some 3,000 local monkey’s gorge themselves on some 4,000kg of apples, bananas, cakes, and other sweets all served to them in a complex of temples dating back to the 10th century. It’s quite an experience, witnessing so many monkeys in what resembles a competitive eating contest, but offers fun for more than just the monkeys. The festival also features music and dancing for humans, and many people come dressed in monkey costumes.

One of Mexico City’s most historic neighborhoods—a once-independent city-state politically joined to the Aztec capital of Tenochtitlan—Tlatelolco is a fascinating side trip few tourists make. At its center lies the district’s so-called Square of the Three Cultures, where a colossal public housing development (of revitalized interest to architecture buffs) surrounds a 17th-century Spanish church (notably embellished with stained-glass windows by 20th-century artist and architect Mathias Goeritz) as well as the ruins of pre-Hispanic Tlatelolco pyramids and other structures. In addition to being the exact spot on which the Aztec empire fell, the square was also the site where Mexican armed forces perpetrated a bloody 1968 massacre of university students and political activists. Tragedy aside, the area is still home to thousands of hardworking average Joes, and the community garden, known as the huerto, is pure down-home bucolic charm; it’s well worth a pop-in.

Chef Eduardo García’s flagship restaurant continues to excel as one of the city’s (not so) hidden gems. With its tight dining room and just a smattering of sidewalk tables, fans reserve, ask nicely, and beg—and, in one notorious case, threaten government action—to score a desired seat; those who pull it off choose from a highly selective menu (or do the tasting option) to sample recipes that blend French ideas and techniques with homegrown ingredients and Mexico’s warm, inviting approach to mealtimes. The delicacy of each flavor and the chef’s creativity in bringing it all together guarantee a very special occasion indeed. Even the restaurant’s fast-moving clientele seems to slow down and enjoy at Máximo, somehow sensing they’ve transcended the everyday.

Cobá holds what remains of a large pre-Colombian Maya civilization located on the Riviera Maya. Lesser known than Tulum, the name Cobá means turbid (cloudy) waters—probably having to do with the five cenotes (underground rivers) in the region, which played an important role in agriculture during the development of this region. At one time the city is believed to have had 50,000 inhabitants. Much of the area is still unexcavated, although recent excavations unearthed a stele, which is unique to the Maya world, as it is covered in hieroglyphics. A restored ball court confirms that the popular ball game was practiced here. Bloodletting rituals traditionally followed Maya ball games at Cobá and slaves were forced to participate. This differs from what was practiced at the later site of Chichen Itza, where the captain of the winning team was beheaded after the game.

Located just off Main Street, the Washington School House Hotel eschews Park City’s typical rustic style for a pared-down, flea-market–chic aesthetic. Before being reimagined as a design-oriented inn in 2011, the 1889 building served as a schoolhouse for miners’ children and a dancehall for the local outpost of Veterans of Foreign Wars. Today, the interior is anything but traditional, from the whitewashed living room with 16-foot ceilings to the antique mirror and the white, lacquered antler chandelier. Outside, a heated pool sits on the hillside surrounded by aspens and boulders. There’s also a fire pit, fashioned from a steel Olympic torch from the 2002 Winter Games.

Each of the guestrooms and suites is unique, though all feature reclaimed wood floors, crystal chandeliers, and tall windows. An artful collection of European antiques and vintage paintings adds a bohemian vibe, while white marble bathrooms offer heated floors, walk-in showers, clawfoot tubs, and period fixtures. Guests can also look forward to plush hooded robes and top-notch toiletries from Molton Brown.

Valley of Fire is the oldest state park in Nevada, and a great place to see 3,000-year-old Indian petroglyphs and explore the red sandstone formations created during the age of the dinosaurs. Bring your camera to photograph the landscape while hiking this rocky landscape formed over 150 million years ago. The red sandstone gives off an incredible light, which makes the grey rocks nearby appear turquoise. Great place to camp while watching incredible sunrises and sunsets! Photographers will go crazy for this place, especially in spring, when a variety of wild flowers bloom. Skip the Las Vegas strip and head straight to this magical place!

Swift streams and waterfalls continue to carve these vertiginous and rugged valleys as they pour into the sea. One of the most stunning wilderness areas on earth, it also contains ancient Hawaiian ruins of graves, temples, house platforms, and terraced fields. The fear factor increases past the initial two-mile path to Hanakāpīʻai Beach (best visited in summertime, as winter swells tend to wash it away). Only experienced hikers in good condition and with proper gear should venture further along the famous 11-mile Kalalau Trail. Check for path and park closures before making plans and don’t forget the $20/night permit to crash at a campsite. However long you trek, stay on the main path and pack out what you brought in.

Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

As wine booms in Chile, Barrica 94 is the newest addition to the city’s wine bars. Located in the tourist-friendly Patio Bellavista in Bohemiam Bellavista, Barrica 94 is all about La Vid. Interior murals were designed by local painter and designer Tomás Ives and are contrasted by plush leather benches, and a wine list that will make grape lovers sing with delight. What to do here? Taste, taste, taste. The knowledgeable staff can help you and while wine is the star of the show, you can order some nibbles to complement them.