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A staple among Upper East Side hotels since it opened in 1963, the sophisticated Loews Regency boasts a Park Avenue address and location convenient to Central Park and Manhattan’s best museums. Following an extensive renovation, it reopened as a fresh and chic retreat in early 2014. The bones of the hotel remain classic, but the approach is modern, with touches that today’s traveler will appreciate, such as free Wi-Fi. Its elegant lobby—with a striking art installation from Brooklyn artist Nina Helm—impresses with its 24-foot ceilings and the on-site salon and spa, from acclaimed hair stylist Julien Farel, is a neighborhood destination for visitors and locals alike. No classic New York hotel would be complete without a standout watering hole; you’ll want to order a cocktail at the low-lit Regency Bar.

Since its opening along a dazzling stretch of sand known as Cabbage Beach in 1962, The Ocean Club on Paradise Island has been the preferred stay of old-money patriarchs and traditionalists. Though much at the serenely posh resort has remained unchanged, the 105-room property has been modernized to meet today’s standards with spa-sized marble bathrooms, sweeping WiFi, and a restaurant run by star chef Jean-Georges Vongerichten. But it’s the feeling of a privileged, unhurried yesterday that continues to draw an appreciative upper-crust crowd. An on-site tennis pro provides tips for improving your backhand, Versailles-inspired gardens complete with a 12th-century Augustinian cloister offer moments of quiet contemplation, and rounds of golf end with martinis at the resort’s bar. These details, plus knowing that a personal butler and afternoon champagne and strawberries are included in the price, keep guests returning year after year.

Hol Chan Marine Reserve, located just a few minutes’ boat ride from San Pedro, is the place to go for snorkeling in Northern Belize. This small, protected area (Hol Chan means “little channel” in Mayan) is home to part of Belize’s barrier reef, which is the second largest in the world (after Australia‘s reef), and the largest healthiest. There are many tour operators out of San Pedro that can take you out for a half-day of snorkeling the reef, and you’ll see colorful coral, rainbow fish, and manta rays, among other marine life. Make sure your guide brings you to Shark Alley, where nurse sharks come to feed on the fish scraps boats leave behind. There, you’ll be able to swim mere feet—or even inches, if you dare—from the creatures.

When people think of consignment shopping they may be turned off by the notion until they visit Little Bird. It brings a whole new meaning to second hand wear especially in Aspen. Most of the garments still have tags on them and have never been worn. They have top brand labels like Prada and Gucci in the mix. Take your time and sort through the masses but if you are lucky you will find some real treasures.

Formerly the 1888 Hotel.
What used to be a wool shed in the middle of a sheep farming area is now a youthful hotel that celebrates the Pyrmont district’s heritage while featuring the full suite of modern amenities. Opened in 2013, the hotel is an extravaganza of wool, which is found in the felted black lampshades attached to old pulleys in the lobby, in the lower wall panels in the hallways, and as carpeting throughout the building. The old Wool Brokers Arms is visible across the street from the heritage rooms on the west side of the hotel. Modern and cheeky touches also abound at this boutique property, known as the world’s first Instagram hotel. There’s an empty “Selfie Frame” hanging amid mismatched furniture in the lobby, and guests with at least 10,000 Instagram followers are offered a free night’s stay. (Mere Instagram mortals have a chance to win, too, by using the hashtag #1888hotel to be entered into a monthly photo contest.) 1888 is also a leader in sustainability; the hotel preserved the building’s original ironbark beams and built desks from recycled floorboards. The minibar is more conscious than usual, too, stocked with Alter Eco chocolates, Charlie’s juices, coconut water, and fresh milk. The best things about 1888 are the little surprises. Even the hotel’s name has a double meaning: 1888 was the year the building was constructed but was also the year that the Kodak camera debuted.

High above Vail Valley, atop Beaver Creek Mountain, is the oasis that is the Ritz-Carlton, Bachelor Gulch. You can’t beat the hotel’s ski-in, ski-out access, but a major makeover at the end of 2013 means the hotel offers even more perks. The new look (think rustic lodgepole pine beams and huge stone fireplaces) was inspired by the great lodges found throughout America’s national parks. The work of Colorado artists can be found throughout the hotel. In addition to a new restaurant called Buffalos, there’s the new Bachelors Lounge that caters to wine and spirits lovers and cigar connoisseurs. Stylish guests with an expense account can outfit themselves in fancy new gear sold at the outpost of the alpine shop Gorsuch. My favorite perk is returning to the hotel at day’s end and being greeted with a hot cup of cocoa.

At the Big White Ski Resort there is more to do than ski and snowboard which is especially useful to know when you’re not a skiing Canadian like myself. Instead of hitting the slopes there are snowshoe excursions, ice wall climbing, sledding with inflatable tubes, ice skating, sleigh rides, dog sledding, and, even more importantly, delicious restaurants and bars full of beer and locally produced wine.

You’d be hard pressed to find a more stylish stay downtown than The Joule. The independently owned hotel is spread out over three interconnected buildings—a classic revival-style from 1913, a former Salvation Army built in 1911, and a neo-Gothic onetime bank—which have been integrated under the direction of renowned interior designer Adam D. Tihany. His touch can also be seen in the 161 rooms and suites, each decorated with serene jewel or earth tones, contemporary furniture, hand-picked art and photography, and plenty of natural light from oversized windows. Frette bedding, glass-enclosed showers and soaking tubs, and 47-inch flat-screens equipped with Apple TV round out the comfortable digs. You’ll spy pieces from the hotel’s extensive art collection in the public spaces, as well as the outdoor sculpture garden across the street. The block-deep lobby buzzes with an outpost of Weekend Coffee (using Victrola beans flown in weekly from Seattle), a library curated by TASCHEN, and chic boutiques like TenOverSix and Traffic LA, while the popular CBD Provisions draws a local crowd with its modern Texas fare and regional drinks list. The 8,000-square-foot subterranean spa features a vitality pool, crystal steam room, and glass-walled sauna to enjoy before or after treatments, and there’s also a fitness center with a cycling studio and group classes. Two things not to miss: the original historic bank vault in the lobby, and the much-Instagrammed rooftop pool, which cantilevers eight feet off the side of the building.

Situated on a farm a 50-minute drive northwest of Hobart, Two Metre Tall’s brewery is worth the detour. On Fridays and Sundays, the outdoor bar serves experimental beers and ciders made with local apples, hops, and other ingredients. Don’t miss the beer-fed local beef, which visitors can barbecue on-site.

Start your day at Deus Ex Machina, a motorcycle store in an alley full of them, whose café is the perfect spot for a cappuccino and soft scrambled eggs while you ogle the Ducatis.

A few minutes north of Tulum, Xcacel (pronounced “ish-kah-sel”) is one of the region’s more unspoiled coastal areas. The beach has long been a local favorite, especially on Sundays, and in-the-know tourists are showing up now, too. Natural vegetation lines the shore and while there are no restaurants or beach clubs, there is a building with restrooms and showers. The best snorkeling is along the coral reef at the north end, and a small, swimmable cenote lies nearby. Sea turtles lay eggs here, in spring and summer, so take care not to trample nests; local conservation projects collect modest entrance fees to support their efforts.

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.

Sacher is synonymous with luxury in Vienna. It’s the name of not just the hotel, but also Austria’s most famous cake, the delectable Sacher-Torte. Eduard, son of Sacher-Torte creator Franz Sacher, opened the hotel in 1876, though it was his young widow Anna who really established the property after he died. In 1934, a few years after her death, the Gürtler family took over the hotel—and continues to maintain it to this day.

Notable personalities like John F. Kennedy and Queen Elizabeth II have walked the halls of this Vienna institution. It was also here that John Lennon and Yoko Ono introduced “Bagism” to the press while inside a giant bag, an event chronicled in the Beatles’ Ballad of John and Yoko. The Belle Epoque–influenced rooms are a symbol of elegance and comfort, while the two restaurants, two bars, and illustrious Café Sacher make it possible to enjoy the hotel’s timeless charm without even being a guest. Be sure to try the famous torte—it’s an essential Vienna treat.

Known as the “Jewel in the Crown” of the Southern Grenadines, Tobago Cays Marine Park comprises five picture-perfect, uninhabited islands surrounded by a clear lagoon. Here, you’ll find sea turtle nesting sites and feeding areas, small systems of mangroves, and the most well-developed coral reef complexes in St. Vincent. Swim with the resident turtles, snorkel around the almost 2.5-mile-long Horseshoe Reef, or simply relax on a magnificent white-sand beach—each island has at least one.

The charming little town of Lynchburg is home to Jack Daniel, the most famous distillery in all of Tennessee. Take a quick stroll around the town square before crossing a short bridge, which will lead you over a creek that flows from the same spring that provides fresh water for Jack Daniel’s delicious whiskey. Upon arrival at the distillery, you’ll find a modern visitor center where you can learn about the history of Jack Daniel’s as well as the process of making Tennessee whiskey, including the extra step of charcoal mellowing that differentiates it from bourbon.

It’s remarkable to consider that every drop of Jack Daniel’s served at bars all over the world comes from this lovely hamlet down in the hollow—in fact, visitors are likely to see delivery trucks carrying pallets of bottles back up the hills to parts unknown. Should you want to dive deeper into the whiskey-making process, take a guided tour through the various stages of production, beginning at the source of the springwater and continuing through distillation and finally the rickhouses, where the whiskey ages for years in oak barrels until it’s ready for bottling.