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Guavate, a section of Cayey better known as the Ruta del Lechon (“Pork Highway”), bursts into a rush of food-infused ecstasy every Friday and Saturday. People from all parts of the island come to watch someone roast a whole pig over the open fire before chopping it with a machete. Side dishes abound. I recommend sorrullos (corn sticks), bacalaitos (cod fritters), alcapurrias (fritters made of plantain dough and stuffed with meat), and rice with different types of beans. The blood sausage is not for me, but my father and boyfriend devour it every chance they get. Here in the mountains, shacks of all sizes let you pick your poison—beer, piña colada, or mojito (made from lime, mint leaves, rum, and sugar)—and drink to the beat of salsa and reggateon music. This creates the euphoric atmosphere for which Puerto Ricans are so famous. The cherry on top of the piña colada: Guavate lets you absorb the laughter, music, and food for a reasonable price. If you want the pig, but not the rambunctiousness, take your food to El Yunque National Forest and eat it by a waterfall (see my “Swimming Under a Hidden Waterfall” highlight). To find it, get on Luis A. Ferre Expressway, take the exit toward PR-184, and follow the signs for Guavate. You’ll start seeing pork soon after you take PR-184, but wait about fifteen minutes (until you’re around km 27) before you stop to get all the real action.

Golf and sunshine are the main magnets that draw visitors to Palm Springs, but a 10-minute ride will take you up into a snowy evergreen forest. The Palm Springs Aerial Tramway climbs up to a mountain wilderness at 8,500 feet (2,590 meters). The Swiss-built tram floats over Chino Canyon and is the only rotating tram car in the Western hemisphere. From the top, look out over the irrigrated grids of Palm Springs and the other Desert Cities of the Coachella Valley, which descends to below sea level. Across to the northeast, beyond the San Andreas Fault, are the low mountains of Joshua Tree National Park. A network of hiking trails branches out from the tram chalet into the San Jacinto Mountains National Monument, which includes the highest peaks in Southern California. (Winter weekend crowds can be crazy; you’ve been warned.)

West Randolph Street in Chicago’s West Loop has become a new home to the city’s culinary talents. Stephanie Izard first drew crowds cooking dishes like roasted pig face at Girl & the Goat (the restaurant pictured above). She then opened Little Goat, a retro diner, across the street. Graham Elliot Bowles keeps it simple at his casual g.e.b, where each dish has no more than three ingredients. On a more elegant note, the prix-fixe menu at Grace, from chef Curtis Duffy, features dishes such as kampachi with coconut, lime, basil, golden trout roe, and pomelo presented in a cylinder of frozen ginger water.

The Rocks is undoubtedly one of Sydney‘s most beautiful areas. Follow George Street until the very end and it’s almost like you’ve stepped back in time—there are cobblestones under your feet, quaint stores to browse, and great pubs to visit. One of the best experiences you can have in Sydney is to visit the Rocks Markets, especially on Friday nights during spring and summer for the Rocks Markets by Moonlight. The warmer months in Sydney are the most exciting; pair them with all the beauty of the famous Harbour Bridge, Opera House and this historic hub and you’ve got the best version of this amazing city. There are stalls offering everything from handmade gifts and sweets to unique jewelry and fashion, but the atmosphere is set off by all of the other quirks that you would never have expected—puppeteers and magicians roaming the crowd, dozens of people young and old wearing headphones and dancing at a silent disco, musical performances and pet displays with some of the most enormous cats and rabbits you’ve ever imagined. All of this set among historic buildings and Sydney’s oldest sites makes for a truly unique experience indeed.

Reservations required—and no wonder. The tours at the Neon Museum sell out months in advance. A walk through the museum’s famous “Boneyard” (where neon goes to die) is fascinating, from motel row to the first integrated casino (one that shut almost as soon as it opened), and the Stardust, with its nuclear testing-inspired font. All of this comes alive thanks to the museum’s famous docents, all art history buffs with loads of family history or other personal anecdotes.

It hardly seems like Hawaii could be a part of the United States without its own brewing company. The most popular brewery is the Kona Brewing Company on the Big Island. With its year-round beers including Longboard Island Lager, Firerock Pale Ale, and Big Wave Golden Ale, the brewery sells mostly within the Islands, though its year-round beers can be found elsewhere. Kona Brewing Company also produces three seasonal “Aloha Series” beers that include Koko Brown Ale, Wailua Wheat, and Pipeline Porter. Along with their selection of five “Island Only” beers, connoisseurs will have plenty to taste and may need an extra visit or two to the Brewery! Tours of the brewery can be booked from 10:30am to 3pm daily.

Facing the Arabian Sea and the Gateway of India monument, the Taj Mahal Palace Hotel blends Moorish, Florentine, and Indian architecture. The historic palace wing reopened in 2010 with 243 new rooms and 42 suites, including one that houses the sitar on which legendary Indian musician Ravi Shankar composed his Concerto No. 1. George Harrison checked into the Taj in 1966 to take lessons from the maestro.

Hidden Pond blends Maine cottage living with its own quirky, Instagram-worthy take on luxury. The enclave of 14 colorful one- and two-bedroom clapboard bungalows is spread over 60 acres of birch groves and balsam fir, just a 10-minute drive from downtown Kennebunkport. Each private house comes with a full kitchen that practically begs to be used, with first-rate cooking equipment and serving pieces and, for guests staying in the two-bedroom cottages, the option to send along a grocery list prior to arrival. However, dining at Hidden Pond’s farm-to-table Earth restaurant, with its awe-inspiring chandelier made from a preserved apple tree, shouldn’t be missed. For an even more memorable experience, guests can supper in one of two private garden sheds, which are outfitted with a sole table surrounded by hurricane lanterns, pitchforks, and potted plants, and situated steps from a chef’s garden that supplies ingredients for every meal. The Tree Spa is aptly named: Treatment rooms are nestled in the treetops eight feet above ground and are reached via wooden footbridges.

Las Ventanas al Paraíso represents the epitome of luxury, with gorgeous, gigantic rooms featuring traditional crafts, handmade mosaic headboards, and classy furniture and accents. Balcony railings are awash in pink blossoms of bougainvillea. Some rooms take amenities further still, with private kitchens and wine cellars, as well as personal butler service. The property is set between the desert and the sea, and common areas, such as pools, have exceptional ocean views. Service is ultra-attentive, as one would expect at this price point, and guests rave about on-site restaurants and dining, especially in La Cava, the resort’s private wine cellar. Concierges can assist with planning a host of excursions and experiences, from cooking classes to whale-watching trips.

There are few better places from which to enjoy river views and sunsets than the Ponte Vecchio, built in 1345. Spanning the Arno’s narrowest point, this is the only bridge to have survived the German bombing of the city in 1944. There have always been shops on the bridge; the original butchers and grocers were replaced by sweeter-smelling gold and silversmiths in 1593. Sitting right in the middle is a bust of Benvenuto Cellini (1500-1571), the most famous goldsmith of them all.

Outerlands is an Outer Sunset institution. The small restaurant near Ocean Beach serves local, organic cuisine in a rustic-chic setting. Covered floor-to-ceiling in warm, rough-hewn wood, the interior invites lingering over an artisan cocktail or a ginger-lemon apple cider. Lunch and dinner feature such refined but hearty options as cast-iron grilled cheese brushed with garlic oil and slow-cooked lamb shank with nasturtium leaf pesto. The weekend brunch draws a crowd and is worth the often lengthy wait. Standouts include the Dutch pancakes and the house-roasted turkey. You can always make the most of waiting for a table and head to the beach for a quick jaunt before you indulge.

Visitors flock to Búzios for the simple pleasure of strolling up and down the Rua das Pedras, the main cobblestone street, as well as the promenade named for Brigitte Bardot, where they can admire fishing boats and pleasure craft in the small bay. The town overflows with historic homes and fine chapels such as Nossa Senhora Desatadora dos Nós (Mary, Untier of Knots) by Praia de Geribá, or Geribá Beach, as well as the spare 17th-century Igreja de Sant’Anna (Church of Sant’Anna), which is on a hilltop.

Located about an hour from Medellín, Santa Fe merits a detour for its lovely, well-preserved colonial architecture. The town was Antioquia province’s capital before Medellín, from 1584 until 1826, and time seems to have stopped here amid cobblestoned streets and whitewashed structures. Horseback tours lead to nearby waterfalls and the Cauca River.

Escape to another world just 30 miles south of San Francisco: In Half Moon Bay, fog-shrouded cliffs and deep-green cypress groves give this sleepy fishing town a retreat-like vibe. Take it all in at the rolling 14-acre grounds of the Ritz-Carlton Half Moon Bay, which offer a front-row seat to the Pacific. The accommodations are classic and well-appointed—like a comfortable guest room at Ralph Lauren’s Hamptons house—but it’s the view that steals the show. Stare at the ocean from a coastal view room or suite, and relish in the fact that your every need can be met without ever stepping off the property. Guests can swing a club at one of the two championship golf courses at Half Moon Bay Golf Links, soak in the Roman mineral baths at the 16,000 square-foot-spa, or indulge at the Ritz’s unparalleled brunch. Or do a whole bunch of nothing, beyond sitting fireside and sampling the s’mores kits.

A short drive north of the South Island town of Oamaru, Riverstone Kitchen is often lauded as one of New Zealand’s best regional restaurants. The stylish dining room is anchored by a robust fireplace crafted from local river stones, and much of the seasonal menu is crafted from the restaurant’s own organic orchards and gardens. A more relaxed café ambience for daily breakfast and lunches segues to a more formal mood at dinner from Thursdays to Saturdays, and the savvy drink list includes wines from the nearby Waitaki Valley as well as small-batch beers from around New Zealand. Ask if any of the excellent Belgian-style farmhouse ales from Oamaru’s Craftwork Brewery are available.