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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.

“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 comfortable stillness to the acres of Ojai Valley Inn and Spa that’s apparent even when a cacophony of voices fills the air. Sunlight shines brightly against the resort’s white façade, which gleams in unison from the restaurants, accommodations, spa, and pools outstretched on shaded grounds. Flowers – from roses to bougainvillea, lavender to jasmine – line pathways where views of the surrounding rolling mountains peek out between buildings. And even when bicyclists, pedestrians, and the occasional golf carts use those pathways, the motion is as calm and quick as the breeze. Originally built in 1923 as a country club and golf course, the inn has never lost its luxurious appeal for intimate, quiet privacy. Old Hollywood stars have come and gone through its Spanish-style property, and today, the resort is still known as a place where big names can tee off or swim undisturbed. Its more than 300 guest rooms are tucked away in a series of terracotta-topped buildings that share a style of calm blue and white shades. Many rooms feature fireplaces enclosed by a sitting area, and private balconies are scented by the surrounding blooms. In the morning, sip a Keurig coffee from the soft white sheets of bed, or step outside for the view. Then, walk or bike to breakfast before a swim in the newly opened, “adults only” pool.

Tucked away in the heart of downtown Seoul is the quaint Insadong district, where a Korea of yore comes to life in the form of traditional artists and musicians, shops selling Korean crafts and souvenirs, and street performers dressed in native costumes. This is the place to go if you’re set on buying the wooden masks, paper lanterns, and tea sets that the country is famous for. Two other stores also stand out from the crowd in Insadong: Gounjae Handcraft can be smelled before you even enter the door. This handmade soap shop, in the small brick courtyard of Ssamji Gil Center, offers sumptuously scented soaps, lotions, and bath products in scents like avocado, ginger, and almond. I love the tiny, traditional mask-shaped soaps that make inexpensive and lightweight souvenirs. The Ee Gee boutique is a veritable treasure chest bursting with glimmering necklaces, bracelets, and other one-of-a-kind baubles–it’s located on Insadong’s main drag.

Founded in 1859, this 79-acre oasis is the nation’s oldest continuously operating botanical garden and a National Historic Landmark. Built by Henry Shaw, whose estate still sits on the grounds, the garden boasts one of the world’s largest collections of rare and endangered orchids, as well as more than 48,000 trees, including a few specimens that date back to the 19th century. Also on-site are Japanese, Chinese, English Woodland, and Ottoman gardens, plus a Victorian district with a labyrinthine maze. After touring the grounds, guests can get their hands dirty with cooking and gardening classes, while senior citizens and those with special needs can take part in a therapeutic horticultural program that provides stimulating nature-based activities.

One of Florence’s grand cafés since its founding in 1733, Caffè Gilli is easily recognized by the Swiss clock hanging outside above its entrance and by the glass display case of multicolored confections inside. Enjoy your morning cappuccino or evening prosecco while standing at the marble-topped bar, or experience the café’s formal service by sitting at a polished wooden table under elegant chandeliers in the tearoom. For more-casual warm-weather meals, there is a large shaded patio with comfortable seating and a fantastic view of the carousel in Piazza della Repubblica.

At this tranquil spot in Oranjestad, hundreds of species of butterflies flutter among tropical flowers, groomed gardens, and a Japanese pond, all set beneath gauzy netting. Docents lead tours past rushing waterfalls, crystal-clear pools, and native flowers, sharing their encyclopedic knowledge of the pretty critters. If you’re lucky, you’ll get to witness babies hatching—one of the farm’s biggest draws. For a perfect picture, wear bright colors like yellow and orange to attract the butterflies to your shoulders.

For more than 30 years, the Post Ranch Inn, which sits along a cliff 1,200 feet above the Pacific Ocean, has been a go-to retreat for devotees who believe well-being starts with a place that honors its natural environment—and treads lightly on it, too. Big Sur architect Mickey Muennig designed the 40 guest rooms that rely on solar power; all were fashioned out of recycled wood, and the structures blend in with the Santa Lucia Mountains. Views through enormous windows face either the Pacific Ocean or the mountains. Wellness plays a role in every experience on offer, whether it’s a reflexology treatment, a shaman healing session, a doctor-led sleep program, or a private guided hike or meditation session in the nearby ancient forests.

The Samaria Gorge is considered the “Grand Canyon” of Europe. This 16km trek is best started in the mid-morning to allow enough time to hike and to avoid the crowds that start the trek early. The gorge became a park in 1962, and is famous for the “Iron Gates” - a narrow spot where the walls of the gorge tower to over 1,000 feet, with a width of only 13 feet! You may even spot a kri-kri (a wild and rare Cretan goat)! This photograph was taken in October (late in the season) when I led a kayaking expedition in Crete.

Huahine is home to the most extensive collection of pre European marae (traditional temples) in all of French Polynesia. These are found at Maeva, which is about 7 kilometers from the island’s only town, the sleepy port of Fare. Prior to European arrival, Maeva served as the seat of royal power on Huahine and you’ll find the 30 excavated marae (many of which have been restored) scattered among the village’s modern buildings along its shoreline and up the side of Matairea (Pleasant Wind) Hill. There is a designated walk around the site, which starts at the water’s edge and then leads up the slopes of Matairea Hill, where the most marae are located. It takes about two hours to complete. Make sure to bring plenty of water. You can pick up a brochure outlining the walk and what marae you’ll see along the way from the small archeological museum at the water’s edge. The museum also tells the story of the excavations which began in the 1920s.

The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.

Haleakala, a huge and dormant shield volcano, forms more than 75 percent of Maui’s landmass. As such, it pretty much demands you ascend its slopes and peer into its crater—the island’s very soul. Legend claims the demigod Maui snared the sun here, freeing it only after it swore to inch more slowly across the sky.

The 38-mile, two-and-a-half-hour drive up Haleakala climbs from sea level to 10,023 feet through several different ecological zones. One of the most popular ways to experience the volcano remains cycling down from the summit at sunrise. Do it yourself if you’re confident, or join a guided tour (Skyline Eco-Adventures offers one that includes a zip-line ride). Once you’ve mastered the motion—and the 21 switchbacks along the road—effortless downhill freewheeling rewards you with unsurpassed views of the island. If you’d rather savor the vistas from a lofty perch, drive to the top for the sunset or book an overnight at one of the park’s wilderness cabins, accessible only by hiking trail.

In 1923, the artist Jacques Majorelle acquired a four-acre plot of land just outside the center of Marrakech. Inspired by numerous travels around the country to paint scenes of village life, and funded by painting more illustrious portraits such as that of Pasha Thami el Glaoui, Majorelle was able to build a small studio and house, with enough land to indulge his other passion: ethnobotany. As his career grew, he added a splendid villa, and the garden took on a life of its own, featuring innumerable exotic species from around the world; he added pools and fountains, and, of course, the now iconic, eye-popping Majorelle blue that was lavished on the architecture. The property became so expensive to maintain that the artist was forced to open it to the public until his death in Paris in 1962. The garden gradually fell into a state of disrepair and was slated for development by a hotel chain until French designer Yves Saint Laurent and his partner Pierre Bergé happened upon it during one of their many trips to the Red City. In 1980, they decided to buy it and restore it to its former glory, adding irrigation and doubling the number of plants and gardeners to look after it. They moved into the villa and set about transforming other buildings into what is now the legendary Berber Museum and a boutique. The latter is especially noteworthy for creative director Stephen di Renza’s commitment to reflecting Majorelle’s lesser-known passion for the decorative arts (which is manifest in the exquisite artisanal pieces, leather goods, and jewelry) and Saint Laurent’s inspired use of traditional Moroccan dress, such as the kaftan and djellaba, in haute couture fashion.