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Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.

A Greek Revival family mansion built at the turn of the 20th century, Hotel Ella owes both its name and its grandeur to its very first lady of the house, Ella Wooten. Known for her impeccable style and grand tastes, Ella was a fixture of Austin high society who hired the stone carver responsible for the Biltmore Estate to craft her house’s columns and verandas and worked with Neiman Marcus’ Stanly Marcus to redecorate the interiors in 1925.

Nowadays, Hotel Ella pays homage to her good taste with fashionably understated decor, a locally sourced restaurant, and an art collection that the original proprietress would have coveted. Works include original Ansel Adams photographs and Wooten family portraits and jewelry. The owners pride themselves on making guests feel just as pampered as Ella might have, with perks like a free town car service—even though the hotel is within walking distance of downtown—and a concierge team for whom no request is too much.

Hands down the best place to stay in Mexico City’s Centro Histórico is the aptly named Downtown. Located inside a restored 17th-century casona (mansion), the hotel shares its property with a select group of Mexican businesses, including a chocolate boutique and a mezcal bar, as well as restaurants, cafes, and fashion and jewelry ateliers. Appropriately, rooms evoke a bygone era, with low lighting, brick ceilings, and tile floors somewhat reminiscent of a monastery. Amenities are spare but select (C.O. Bigelow toiletries, for starters), and service is unobtrusive but attentive. After a day spent exploring the city, head to the rooftop pool and bar, where you can sunbathe on a bright yellow chaise lounge or sit under an oversized umbrella while waiting for your cocktail to arrive.

“Buongiorno, Signor Farley,” said Umberto, the head waiter at Hotel Missoni’s Cucina restaurant. By the beginning of the third day of my stay, the staff knew my name. And what I drank with breakfast. An espresso doppio was delivered to my table a minute later. “Prego,” the server said.

You’d think I was in Italy. In fact, I was 2,500 miles southeast of the country’s heel, in the capital of diminutive, oil-rich Kuwait. Opened in spring 2011, Hotel Missoni, owned by the eponymous fashion and home furnishings house, is one of many designer-conceived hotels that have popped up around the globe.

I have to confess: I have a complicated relationship with fashion. Maybe it’s related to my childhood. (Isn’t everything?) In the seventh grade, I wore a T-shirt to school that read, “My Son Is in the Navy.” My trend-conscious peers, who clearly had no sense of irony, laughed at me until the final bell rang. When I wore bowling shoes to high school, I was similarly mocked. How would I do in a hotel designed by a couturier?

I was picked up at the airport in Kuwait City in a Maserati (a complimentary perk for all Missoni guests). Not a bad start.

The property (like its sister hotel in Edinburgh, which opened in June 2009) is the brainchild of the Missoni family matriarch, Rosita. The hotel’s 169 rooms were designed to feel like her home. Compact Hans Wegner wishbone chairs and tuliplike Eero Saarinen–designed tables rest on hardwood floors, and everything—espresso cups, towels, even the swimming pool—displays the colorful striped patterns Missoni is known for. Generous helpings of turquoise, gold, and beige are splashed throughout the hotel to evoke the bayfront landscape outside, and every room looks out on the ever-expanding Kuwait City skyline. Like many things Italian, the hotel is simple and comfortable.

The Missoni team, which is fine-tuning its approach before opening hotels in larger markets, learns fast. There are no design hotel clichés here: no faucets with the function designed out of them, no overly formal staff. “Are those Camper shoes?” a waiter asked me one day at breakfast. I nodded. “Like bowling shoes,” he said. “Very cool.” Here, it seemed, fashion and I got along great.

965/2577-0000, from $414. This appeared in the September, 2012 issue.

Taking a nighttime stroll through Brooklyn, retracing George Washington’s footsteps as he was engaging British forces in Brooklyn and Long Island who went on to invade New York City in the summer of 1776 during the American Revolution (I love a good dose of American history). I paused for a moment to admire the ingenuity and design of the Brooklyn Bridge as well as the Manhattan skyline. Then I found myself humming Alicia Keys’ “Empire State of Mind.”

Rooftop pizza restaurant Mambo Italia is a great place to go with friends or to listen to the live music regularly playing here. There’s a covered indoor area with colourful chairs and mismatched tables in case the weather turns, but on a sunny evening grab an al-fresco table and watch the traffic streaming by below. Best items on the menu are, of course, the pizzas. There’s a creative range of options the team here have dreamt up, or you can simply create your own.

There’s a different way to see the African wildlife in their natural habitat than a safari and it’s called Boulder Beach. We ventured to the Eastern side of the Peninsula (Indian Ocean) to meet and spend time with the locals, Cape Town‘s penguin colony. Following the wooden boardwalks, you gain access to Foxy Beach, a sheltered cove with soft white sand, crystal clear water, massive granite boulders, and birds in butler-style tailcoats. Its nothing short of an Instagram-worthy photo op but I recommend climbing atop a boulder and spending time to take it all in. It’s impossible to capture how majestic this destination truly is.

Fontana di Trevi is, as it should be, one of the most visited landmarks in Rome. Seeing it is worth the blind stumble through narrow stone streets and alleyways. But do so at night (and in the rain, if possible) to be rewarded with the stunning sight of the immense baroque fountain lit before a dark and shining background, like a scene from a Fellini movie. This is when the Trevi Fountain is at her most beautiful and most magical self.

I’ve been all over the California coast and Point Lobos is my favorite place to hike. We have hiked every trail in this reserve and never tire of this magical place. You can see many animals, such as sea otters, seals, elephant seals,sea lions, squirrels and deer that are often in little pockets near the trails. Most of the hikes are easy to moderate, you can make them longer by combining them or just hike smaller parts. There is a whalers cabin that has been transformed into a little museum at one end of the reserve.

When traveling, I love to spend Saturday morning at the farmers market. There’s no better way to meet the locals and get to know the town culture. What produce do they love? What coffee do they sip? What’s the overall mood? One of the best Saturday morning farmers markets I’ve been to was in a giant park in Portland, Maine. The stalls were packed with reasonably priced, locally grown produce (of course, Maine blueberries were abundant). Despite the chilly morning temperatures, children played in a splash park and adults sipped locally made apple cider while listening to the various jazz musicians who had set up around the farmers market. Despite the crowds, parking was abundant (such a rarity!) as was the “Maine nice” that we found around the entire state.

Caesarea, the city and harbor that Herod built, is now preserved as a national park. A walk along its pathways allows visitors to experience the city’s role as part of ancient Rome and its days during the Crusades in the Byzantine era. Check out a concert at the partially restored amphitheater, or dive in Caesarea’s sunken harbor and underwater archaelogical park. Ancient ruins, including the remains of Herod’s palace, sit along the coastline. A state-of-the-art visitor center offers a historical perspective, complete with famous figures presented as hologram tour guides: King Herod, Rabbi Akiva, the Apostle Paul, and Hannah Senesh. Right outside the park’s boundaries, find a modern city with restaurants, cafés, and some eclectic galleries selling wine, cheese, olive oil, and jewelry—plus a lovely stretch of Mediterranean beach.

Set on the western side of Circular Quay, the Museum of Contemporary Art Australia (MCA) is the country’s leading institution for modern art. While access to touring international exhibitions from the likes of Tatsuo Miyajima and Annie Leibovitz incurs an entrance fee, the permanent collection of more than 4,000 contemporary works by Australian and Torres Strait Islanders, from Gary Carsley to Lena Yarinkura—plus a rare collection of artist notebooks, music, letters, and sketches—is always free. Come on Wednesday night when the gallery is open until 9 p.m., or for the adults-only Art Bar on the last Friday of the month. The rooftop café offers occasional live music and DJs plus glittering views of the Sydney Opera House and Harbour Bridge after dark.

Sarma is the third outpost in restaurateur Ana Sortun’s Boston empire after the acclaimed Oleana and Sofra. Meyhanes—literally, “houses of wine”—have been social gathering places in Istanbul since Byzantium, and Sarma channels the communal spirit of these traditional Turkish bar/restaurants while serving up craft cocktails, local beer, and of course wine, not to mention typical meyhane snacks like parsnip fritters and lamb kofte (albeit the latter in slider form). Mezes, the eastern Mediterranean’s version of tapas, are also dished up alongside sarma wraps and shish kebab: Chef/owner Cassie Piuma gets creative with the latter, skewering and grilling scallops, quail, and barbecued duck.

For luxury accommodations near some of the buzziest parts of L.A., book a room at the chic Four Seasons L.A. at Beverly Hills (ask for one with an eastern view so you can see the gorgeous skyline at sunset). Schedule a wellness treatment at the spa, which offers spot-on massages and, for the hippy-inclined, reiki sessions. And don’t miss Sunday’s brunch, a smorgasbord of options ranging from fine cheeses, made-to-order omelets, and vegan chocolate chip cookies that could pass a blind taste test.

A stone’s throw from downtown Split, Marjan is a hilltop park about the same size as New York City’s Central Park. Known as “the lungs of the city,” it’s the ideal urban escape, offering places to run, bike, swim, and even rock-climb. A serene path through fragrant pine forests leads up to Telegrin Peak, revealing charming chapels and sweeping sea views. Along the park’s waterfront, there are also several popular beaches, Kašjuni Cove being the favorite.