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Opened by Carlo Ritz in 1894, the St. Regis belongs to a particular category of five-star hotels in Rome in which Old World glamour is alive and well. While the current trend in town is toward boutique hotels and converted townhouses, the St. Regis is palatial and uncompromisingly opulent. In the century (plus) since opening its doors on the crest of the Quirinal hill, the hotel has remained a beacon of luxury, and indeed many of the hotels on the nearby Via Veneto, Rome’s luxury hotel row, take their cues from this long-established pioneer.

The entrance through the marble portico just off Piazza della Repubblica leads directly into a grand salon furnished with overstuffed chairs, chandeliers, and antiques. The grandeur continues in the rooms, where classic style and sophistication reign. Owing to its elite clientele, the hotel’s 23 suites come with 24-hour butler service, while the aficionado program is designed to provide exclusive access to sites and special experiences including road trips designed by the Ferrari racing team or helicopter rides to wine estates.

The Belmond Villa San Michele knows something about history. Michelangelo designed its facade, Franciscan monks tended its gardens, and Brigitte Bardot stayed here. But, like any elegant host, it’s not brash about its pedigree. Manicured Italian gardens—designed by 15th-century friars—beckon you for sun-soaked strolls. The colonnaded loggia is a pleasant place for a sunset aperitivo or candlelit dinner, especially with a view of Florence and the Arno Valley. The hotel’s expansive rooms are already decked out in the most tasteful, almost understated interpretation of Renaissance luxury—terra-cotta tile floors, heavy wood furnishings, just a dash of red velvet, and plenty of cream-colored walls—and then the panoramic views, original frescoes, and modern Carrara marble bathrooms steal the show. There’s a real-deal cooking school, where the chef actually works with each person in hands-on preparations—no demonstrations-only here. Other perks include the hillside pool, the concierge service that can get you into the Uffizi outside of operating hours, and, from the Loggia Restaurant, a view of the ancient Roman road that once connected Florence to Fiesole.

It sounds “too good to be true”, right? No big resorts... miles of remote beaches... turquoise water... no crowds. The coastline of Cambodia is truly a tropical paradise! There are signs that things are changing, but today Otres Beach, just outside the Cambodian town of Sihanoukville, is untouched by commercial tourism. The beaches are empty and clean. Decent marijuana can be purchased legally (although the law is grey in this area as it is only legal to consume and NOT smoke!) at a number of hip bungalow bars set up along the beach. Drinks are cheap and very easy to come by, and your toes never have to leave the sand. Everything is rustic here, but there is a lot of charm in the dozen establishments along this remote stretch of beach on the Gulf of Thailand. The roads are still dirt. It’s off the beaten path. Air-conditioning is pretty much nonexistent here, and even electricity is hit or miss. Some describe the vibe here like Thailand 20 years ago before tourism was that country’s biggest industry. It’s what all of us beachcombers are looking for, and I found it at Otres Beach, Sihanoukville, Cambodia!

Escape the hubbub of Honolulu and stretch your legs on this 4.4-mile, moderate, out-and-back path. Somewhat steep, this serious glute workout attracts a lot of trail runners, especially on the weekends. The hike begins among rocks and small shrubs, then snakes among massive tree roots, before the dirt stairs near the top. The ridge unfurls gorgeous views of Waimanalo and the Nā Mokulua Islands, as well as Rabbit Island and Koko Crater. Note: drivers have to park in a residential neighborhood, then walk up an access road. Start early to avoid the heat and crowds, and make sure to bring plenty of water.

L’Express, on rue St-Denis in the Plateau Mont-Royal neighborhood, opened in 1980 and has about it the air of a beloved institution. Indeed, with its timeless style, it feels even older than it is. This popular spot serves classic renditions of bistro fare—steak tartare, bone marrow, onion soup—into the early morning hours (2 a.m. except for Sundays, when it closes at 1 a.m.). When the kitchen ventures into new territory, the results are impressive. The spaghetti with mushrooms is unconventional in its presentation (topped with a healthy serving of arugula)—one of those dishes you try on the road and then want to re-create at home. Reservations recommended.

This three-mile beach, located near Frederiksted at the southwest end of St. Croix, is the longest in the U.S. Virgin Islands. Part of the 380-acre Sandy Point Wildlife Preserve, the beach is an important nesting area for the endangered leatherback turtle. Beach access is via a dirt road, open Saturdays and Sundays. The beach may be closed during turtle-nesting season, from March to August, so check with your hotel before you make the trek.

Mountain Equestrian Trails (MET) Outfitter & Lodge exemplifies the best of family-run ecotourism. Anywhere with an address like “Mile 8” off a pot-holed dirt road in Belize’s jungle is guaranteed to be an off the beaten path experience. The car ride in is a bumpy ride but makes arriving a true reward. The small staff of horse-riding adventurers embraces you like family and personalizes your stay with their endless knowledge of the land, animals, history, surroundings and active excursions. Toucans pose in the tree tops, parrots dart through the lush surroundings and horses graze nearby, ready for guests to ride them to nearby swimming holes, waterfalls and caves. The rooms are cozy, kerosene-lit Spanish bungalows topped with palm-thatched roofs and the Cantina serves as the central hang-out spot where farm-fresh meals and drinks are served. The Cantina is also the only place on the property with electricity and Wi-Fi so you’re not completely off the grid, but with views like the one pictured, you could care less even if you were.

Winter snow can frost the tallest peak in Hawaii, technically measuring 13,800 feet. In fact, Mauna Kea holds the world record at 33,500 feet tall when measured from its submerged base to its summit (compared with Everest’s 29,000 feet)! The dormant volcano is home to the native gods and ideal for stargazing, either with the naked eye or the summit’s Subaru Telescope (book ahead). Go earlier and you’ll get an orange blaze—and maybe an elusive green flash—during sunset, too. Note that the high altitude poses serious health risks: Stop for a half hour at the visitor center to acclimate. Plan for steep, winding roads passable only via 4WD. Do not visit the mountaintop within 24 hours of scuba diving.

Reasonably priced food is somewhat hard to come by in the upscale hamlet of Lake Louise, which is why Bill Peyto’s Café is such a find. Located in the HI Lake Louise Alpine Centre hostel and within walking distance of the Samson Mall, Peyto’s has a sizable dining room and an outdoor patio that’s perfect for relaxing on warm, sunny days. The menu is almost as vast as a classic Greek diner’s, including everything from a Thai stir-fry to a traditional poutine, but its dishes are executed flawlessly. (If you’re looking for standard pub fare, you can choose from plenty of burger options.) Servings are generous and cheap, meaning you’ll want to arrive early to lock down a table—especially in the summer.

Nuzzled up against the Arizona border about 100 miles west of Four Corners are some 30 square miles of the most iconic scenery in the American West. Monument Valley is one of those places that you’ll recognize as soon as you see it, even if you’ve never been there before, as dozens of movies, TV shows, and even video games have used the area as a setting. It’s made up of mesas both small and large reaching up from the valley floor, some rising as high as 1,000 feet into the sky. Part of the Navajo Reservation, the area charges a $20-per-vehicle entrance fee to drive the dirt-road loop. Once in, however, you can also enjoy a number of hikes, or hire a guide for a horseback tour.

Home to big brands and even bigger discounts, Orlando draws shoppers from all over the world. Many head to the Mall at Millenia, which features Cartier, Tiffany & Co., Jimmy Choo, and Versace alongside mainstays like Anthropologie and Urban Outfitters. For something a little less expensive, try Orlando Premium Outlets or the boutiques along Park Avenue in Winter Park.

A-ji-shi is a stand-up sushi bar located in Taipei’s Shidong Market. There’s only a fixed menu and it is pricey by local standards. But the fish is fresh and the sushiman well-trained.

Just down the beach from the dreamy Rancho Pescadero hotel is Baja’s popular San Pedrito surf break. I paddled in just in time to get this dreamy shot of the clouds melting into the horizon.

While Jamaica has several “great houses"—former plantation houses—the Rose Hall Great House, outside Montego Bay, is one of its most visited. Set on beautiful grounds towering over the Caribbean, this 18th-century Georgian home was once owned by Annie Palmer. While touring, you’ll hear the legend that tour guides like to tell—that Palmer, nicknamed the “White Witch of Rose Hall,” was a cruel slave owner who tortured and killed many of her workers, some of whom were her lovers, before eventually being murdered in her sleep. There’s no truth to that story, but it adds to the eerie atmosphere of the property. In fact, haunted house night tours of Rose Hall Great House are offered.

Nestled into the base of Mount Sturgeon, at the southern entrance of Grampians National Park roughly three and a half hours from Melbourne, the Royal Mail Hotel combines a bush experience with world-class food and wine. The property is a slow-paced reprieve at the site where the town of Dunkeld was first settled. Accommodations range from minimalist mountain-view rooms bedecked with furniture and light fixtures by Melbourne designer Jardan to the Mt. Sturgeon sheep station, home to a six-bedroom homestead as well as eight dog-friendly sandstone cottages with bathrooms built inside old water tanks. Gardens play a prominent role in the Royal Mail experience; the hotel has the largest kitchen garden in Australia, which supplies the restaurant with nearly all its organic produce, and a 24-acre private garden is home to many rare indigenous and non-indigenous plants. With the Grampian Mountains and their year-round waterfalls right at the hotel’s back door, the Royal Mail is also a prime base for exploring the wilderness and its native wildlife. After a day in the woods, guests can indulge in an eight-course tasting menu with matched wines from one of the top-ranked cellars in the world.