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First opened in 1893 as Grunewald Hotel, this historic building stretches an entire city block and has a storied past that’s equally expansive. The Roosevelt has played host to presidents and senators, duchesses and dignitaries, actors and actresses. Huey Long kept a suite here in the 1930s and could often be found propped up at the Sazerac Bar (where his go-to cocktail was the Ramos Gin Fizz). Entertainers from Ella Fitzgerald and Frank Sinatra to Tina Turner and Ray Charles have performed in the Blue Room.

A $145 million rehab, completed in 2009, restored the hotel to its former glory. Now part of the Waldorf Astoria Collection, the property combines the grandeur of yesteryear with all the trappings of a modern luxury hotel—including a lavish Waldorf Astoria Spa and a hip Italian eatery.

This beach isn’t quite as secluded as it once was since the opening of the Park Hyatt and Christoph Harbour development, but it’s still a very pretty stretch of white sand, backed by the picturesque scenery of St. Kitt’s southern peninsula. Banana Bay also overlooks the Narrows, a channel that serves as the site of an annual swim from St. Kitts to Nevis.

Tahiti Iti, Tahiti‘s smaller sister island that’s connected to the main island at the southeast coast, is home to one of the most famous surfing waves in the Pacific, Teahupoo. This powerful reef break most certainly should not be attempted by anyone but the best surfers—a fall means being dragged by the current across the sharp coral right below the surface. That edge of drama makes for a tense but enjoyable afternoon of observation (from the beach). The left break is best between April and October. The Billabong Pro competition is held here August.

In 2012, one of the world’s richest men—Oracle founder Larry Ellison—bought 97 percent of the island of Lanai. The single sweeping deal (reputed to cost $300 million) included the exquisite Four Seasons Resort, overlooking a marine reserve. The resort’s dining experience par excellence is Nobu, where celebrity chef Nobuyuki Matsuhisa presides over the perfect marriage of Japanese dishes and Peruvian ingredients. Kick things off with crispy Brussels sprouts or scallops with jalapeño salsa, then move on to sushi, hand rolls, or Wagyu beef. Save room for the Bento Box dessert with green tea ice cream and chocolate flourless cake. Or go old-school, if it’s on the menu, and order the mochi pound cake backed by yuzu-cherry jelly and peanut butter ice cream.

Built in 1906 as a private residence and converted in the 1950s, Rosedon Hotel is a low-key alternative to Bermuda’s pricey chain hotels. Despite being located in the bustling heart of Hamilton, the property’s lush tropical gardens have the feel of a country estate where geraniums always seem to be in bloom and balmy breezes waft through elegant, colonial-style rooms. The 40 individually appointed accommodations have enough chintz to please a dowager aunt, plus iPod docking stations and private balconies to satisfy everyone else in the family. Laid-back pleasures await in the public spaces: sample weekly changing finger sandwiches during afternoon tea or dine on fresh-caught specialties at Huckleberry, the on-site restaurant, or simply lie in the sun on one of the white chaises that surround the small pool. Though the resort doesn’t have a beach of its own, a free shuttle is on hand to take you to pink-sand shores nearby.

Even during Antigua Sailing Week, when English Harbour is chock-a-block with yachts from all over the world, the 28-room Inn at English Harbour remains serenely detached from the chaos. The inn is five minutes by water taxi from the center of things at historic Nelson’s Dockyard, but its tucked-away location on a white-sand beach backed by 19 leafy acres (and a no-kids-under-10 policy) ensures tranquility. Four snug rooms, with marble floors and queen beds, occupy two beachside cabanas, while 25 more generously proportioned suites, all with dark mahogany floors, four-poster king-size canopy beds, and verandas or balconies, are in three wooden buildings sitting farther back among the tropical greenery. Although the Terrace Restaurant and Stone Bar are in the property’s original stone house, the rooms, despite their colonial look, are relatively modern, which means there is a flat-screen TV, an iPod docking station, and Internet access.

One of my favorite spas in Jamaica is located at the well-known Jakes Resort, in Treasure Beach. Small, cozy and away from the big resort towns, it’s a wonderful place to unwind. Opt for a long full body massage in one of only four oceanfront treatment cabanas, with doors open on the sea ahead. The spa prides itself in using fresh ingredients from its on site gardens. When you’re done, walk over to Jack Sprat for a quick bite with a view and take a nap on the beach—not necessarily in that order.

For evidence of the “everything is bigger in Texas” trope, look no further than this urban resort, which—with 1,606 Asian-accented guest rooms and suites spread out over 45 acres—is one of the largest in the south. Its location in the Design District, not far from the Dallas Convention Center and the office towers of downtown, makes it popular with the business-meeting crowd (as does the 600,000 square feet of on-site event space), but there’s plenty to tempt leisure travelers, too. Paired with an outdoor sculpture garden, more than 1,000 international works displayed throughout the property make up one of the biggest hotel art collections in the world. Guests can dine on everything from steak and seafood to pizzas, salads, and grab-and-go snacks at the eight restaurants and bars, or make a night of it with specialty cocktails and fine wines. They can also relax with treatments at the VSpa, or work off indulgences at the whopping 80,000-square-foot Verandah Club & Fitness, equipped with indoor and outdoor pools; basketball, squash, and racquetball courts; a cross-training and boxing gym; and more. In the summer, the sprawling Jadewaters pool complex—with lazy river, swim-up bar, 180-foot water slide, and kids’ activities—is as close as you can get to a water park in the heart of the city.

It’s impossible to ignore the hulking 1950s architecture of the Tate Modern, slap-bang in the middle of the most-walked part of the South Bank. A visionary refurb of this former power station has resulted in an artistic behemoth with multiple gallery spaces (containing both free exhibitions and ticketed exhibitions), including the fantastic Turbine Hall for oversize installations. Outside, the Millennium Bridge leads over the Thames to the City and the great domed St. Paul’s Cathedral.

The Eastern Market, now a National Historic Landmark, opened in 1873 to serve the Capitol Hill neighborhood (an 1805 version, located down by the Navy Yard, was a casualty of the War of 1812). The brick market hall, packed with butchers, bakers, vegetable markets, cheese vendors, flower kiosks, and a lunch counter, is bright and charming. Under the shed roof outside, additional local produce is displayed and sold. On weekends, booths selling vintage goods and handmade jewelry, housewares, and clothing do a brisk business down the center of 7th Street. Crowds spill out of the cafés, taco joints, and bagel shops occupying the first floors of the row houses along the block, adding to the lively mix at the market.

Just inland from Ensenada, Baja California exists a wonderland of fine wine, haciendas and Provencal restaurants. There is an energy here that is worth dawning the bullet proof vest and heading a couple hours south of the Mexican boarder to check out the excitement and culinary innovation. In the Valle de Guadalupe wineries and restaurants are redefining where fine wine comes from and what Mexican cuisine can be. The Valle de Guadalupe sits in a valley that warms through the day and is cooled every evening by the onshore flow off the ocean, allowing perfect conditions for grape growing; which has been going on here for over a hundred years. Additionally, the valley is a source of fine olive oil, locally grown herbs and produce, local farms and seafood from the nearby ocean. The best way to experience this culinary movement is to stay at a winery like Adobe Guadalupe or Vinedos Malagon in the heart of the valley. These wineries offer more than just wine tasting and luxury, they offer activities, ranging from horseback riding to cooking classes, deep sea fishing or dirt biking. The best part of it all is you can still fill up on classic Mexican tacos and mariscos when the fine dining and wine becomes too much.

Too often us intrepid experiential travelers can get caught up in the whole effort of trying to do it all. “I must explore this off-the-map place!” “I have to try this exotic dish!” It’s easy to forget that sometimes the best way to get to know a place is to simply stroll aimlessly. Luckily, Barbados makes it an attractive prospect.

It’s safe to say there’s nothing in the world quite like this magical island, topped by a medieval monastery that rises out of the bay like a heavenly apparition. It’s said that, early in the 8th century, a bishop in nearby Avranches was visited by the archangel Michael, who told him to build a church atop an island out to sea. From 966 onward, the dukes of Normandy, supported by French kings, oversaw the development of a major Benedictine abbey on Mont St-Michel. Massive buildings were added throughout the Medieval period, and the abbey became a renowned center of learning, attracting some of the greatest minds in Europe. To access this UNESCO World Heritage site, you must park in an off-site lot and take a shuttle or walk over a footbridge. Recent improvements have made the process much easier, but you should expect crowds in most seasons, as Mont St-Michel is the third most-visited monument in France. After touring the abbey, head to La Mère Poulard restaurant for the signature omelets and butter cookies. There are also several hotels on the island, though most visitors tend to spend the night elsewhere.

This J-shaped peninsula southeast of Hobart is home to natural, historic, and man-made surprises. The Three Capes Track is an awe-inspiring way to take in the landscape, home to Australia’s tallest sea cliffs; Shipstern Bluff (“Shippy’s” and “Devil’s Point” to locals), known for giant waves and shark encounters; and the Totem Pole and the Candlestick, two dolerite sea stacks popular among crazy rock climbers and rappellers. Port Arthur is Tasmania’s most famous convict site, and a variety of tours—including a lantern-lit ghost tour—are designed for families. Before you leave, toast the trip of a lifetime at McHenry Distillery, one of the world’s most southern distilleries, with a sloe gin made from locally foraged berries.

One of the most luxurious Western guest ranches, opened in 2005, Paws Up Montana, in Greenough, sprawls over 37,000 acres of classic Montana landscape: elk-filled meadows, rocky peaks, and ponderosa pines in the Blackfoot Valley, with the river of the same name running through it all. The most sought-after accommodations are the “glamping” tents on the banks of the Blackfoot or along Elk Creek that are available May through October and organized into five separate camps, taking just six guests each. The camps combine a Western lifestyle with an African safari formula: canvas suites with private baths, a communal dining pavilion with fireplace and fire pit, private camp chef, and butlers to help organize guest activities. Families and friends who prefer four walls between themselves and nature stay in enormous wood-and-stone villas with heated hardwood floors, fireplaces, leather furniture, huge flat-screen TVs, and panoramic windows; some of these homes come with outdoor hot tubs and tented bedrooms for kids.

All guests have the opportunity to hike, rappel, canoe, play paintball, take cooking classes, and more, but the main action is on-site fly-fishing and horseback riding for all levels on 100 miles of private trails or in a 23,000-square-foot equestrian arena; adults and kids 12 and up can help move small herds of Black Angus cattle on sample stock drives. If parents want private adventure time, kid wranglers entertain young’uns. In the evening, communal entertainment takes place in a renovated barn that serves as stock sales venue, dance floor, and movie theater. Despite the busy activity menu and flow of golf carts transporting guests to and fro, the ranch is large enough, and accommodation so widely spaced that guests can survey the landscape and not see anyone.