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The Derg Inn is a charming gastropub on a tree-lined road in the tiny village of Terryglass in County Tipperary. It’s a popular spot for boaters on the Lough Derg and the River Shannon, which is just a few minutes’ walk away. Tuck into tasty steaks, pot roasts, fish and chips, or the house special, the Derg burger, made of 100 percent Irish Hereford beef and served with bacon, cheese, mushrooms, onions, salad, and chips. The pub has a good selection of craft beer and a specialty Irish whiskey bar, as well as a roster of regular music and events.

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.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

There are certainly flashier beach clubs on Capri, but Torre Saracena is a relaxed place with killer views of the Faraglioni rock formation and a terrific restaurant that locals love. For the beach part of the equation, swim in the transparent aquamarine waters and lounge on the narrow beach of white pebbles or the wooden deck built over the water and set with chairs and umbrellas. For the restaurant part, head to the terrace over the beach. The food there is extraordinary. Try tiny, pepper-flecked sautéed shrimp, cold octopus salad, and pasta e piselli, a comforting mix of basil, peas, cheese, and spaghetti. (To call the food “locally sourced” is an understatement: Beside the kitchen door, some shallow saltwater pools are filled with live oysters, clams, and lobster.)

Not far from the white-sand beach within the Four Seasons Costa Rica, Bahia restaurant is the physical and spiritual heart of the resort, with a casual vibe by day and a cozy feel by night, thanks to soft mood lighting and a nightly live band. A wood-fired open kitchen serves a Latin American-inflected, regionally-sourced menu: Try the octopus carpaccio, or the grill menu’s enormous Pacific blue prawns with locally grown heirloom tomatoes and a side of sweet plantains.

Situated at the base of the Park City slopes, this Autograph Collection Hotel (part of Marriott International) exudes an old-world ski-resort vibe, with a grand lobby featuring soaring ceilings, exposed-wood beams, and a stone fireplace surrounded by leather club chairs. The same rustic elegance extends to the 100 suites, each of which comes with its own fireplace, jetted tub, and private balcony or patio for enjoying a glass of wine alongside views of the Wasatch Mountains or 18-hole Park City Golf Course. Start the day with some laps at the outdoor heated pool or hit the slopes, then experience après-ski bliss in the 10,000-square-foot spa, which includes herbal-infused steam rooms, a dry cedar sauna, and recovery treatments like a therapeutic mineral soak and reflexology foot massage. There are also two on-site restaurants—Ruth’s Chris Steak House and the more casual Bandannas Bar & Grill, where you can pair quinoa burgers with local brews.

Conservatorium has a fascinating past. It started as a bank and then became a music academy before renowned Italian designer Piero Lissoni transformed it into a hotel in 2012. The building itself harmoniously blends old and new, with modern steel beams and glass walls complementing original brickwork and wooden beams. The hotel houses one of the city’s largest and most decadent spas—a subterranean temple to holistic wellness, with its own hammam, Watsu pool, lap pool, and more. Its restaurants and bars are also among the trendiest and most highly acclaimed in the city. Upon arrival, each guest is assigned a personal host to offer recommendations, reservations, and historical tidbits.

In a peaceful pocket of the vibrant Chelsea neighborhood, the High Line Hotel is a charming boutique with many stories to tell. There is the tale of the grounds once being home to a 17^th-century apple orchard, or the history of the cloistered seminary inspired by the architecture of Oxford and Cambridge. This Federal Historic Landmark (where “‘Twas the Night Before Christmas” was written) softly transports guests to another era with its gas lamps, Gothic-inspired brick buildings, and original details including fireplaces. This property was thoughtfully created, from its historic preservation to the hand-selected furniture of antique fairs and vintage markets. With hardwood floors, whimsical prints, and tall windows overlooking the Parisian-inspired garden, these rooms feel more exclusive guesthouse than sleek hotel. Kick off your day with a latte from the Intelligentsia lobby bar.

Did you know this is a Montreal-based brand? This menswear maker, specializing in shirts and suits hip professionals actually like to wear, has conquered indie circles all over the world with its web store, but over the past couple of years it has also opened flagship stores in Vancouver and Toronto. The Montreal store was the original, though, and you can soak up that cred in a stylish wood-and-iron shop on Mile End’s Rue Saint-Viateur. You’ll find Frank & Oak’s signature check shirts in both long- and short-sleeve, as well as suits and accessories like ties and a beautiful range of house-designed bags, whose combination of rugged canvas and thick leather has made them a favorite among women, too. Photo: Jocelyn Reynolds

Spend some time on Museum Hill visiting the Museum of International Folk Art with its awesome Alexander Girard collection, the Wheelwright Museum of the American Indian and its stocked basement trading post of Native American wares, and the Museum of Indian Arts and Culture. Unlike museum gift shops that sell replicas of artworks or mass-produced souvenirs, the museum shops here often carry original works of art for sale, so buying here can make you a collector, too. After all that culture, you’ll be famished, so swing by the Museum Hill Cafe for a light snack.

Copenhagen is one of the world’s most sophisticated cocktail cities. Bars as far afield as Tokyo and New York keep a close eye on what is shaking—and stirring—here. Ruby, among the more elegant of Copenhagen’s bars, opened in 2007 with a focus on classic cocktails. It can be hard to find, but look for the flag of Georgia to guide you there, as it’s in the same building as that country’s embassy.

One of Austin’s top boutique hotels—and among the first in the trendy East Austin neighborhood—the Heywood Hotel feels more like an achingly cool designer friend’s house than a hotel, and in the best possible way. The husband-and-wife team renovated and expanded upon a 1920s Craftsman bungalow and outfitted each room with his handmade furniture, and art and textiles by local artisans. They also added the most comfortable beds they could find, Kevin Murphy’s Kakadu plum hair products, and Internet jukeboxes (a necessity in music-loving Austin). No, there isn’t a restaurant, or even a bar, but there’s a front porch and a courtyard patio where you could eat local snacks, sip beers, or try “Heywood blend” coffee. Complimentary bicycles are available, and a team of local experts on staff who have an endless supply of suggestions for drinking, dining, and exploring in the up-and-coming neighborhood—just like a friend would.

Along with pink sands and green golf courses, these subterranean grottoes are among Bermuda‘s iconic sites. First discovered in 1907 by the same family who still owns them, the caverns have spectacular crystal formations, crystalline pools, and underground waterways. Guided tours of the Crystal Cave, which measures more than 1,600 feet long and more than 200 feet deep, explain the differences between stalagmites and stalactites as well as the science behind the impressive underwater formations. A visit to the adjacent Fantasy Cave, which is deeper still, is included in the ticket price.

The city’s most famous snowbird, architect Frank Lloyd Wright, spent winters at his home and architecture school in the Sonoran Desert. Taliesin West brings the horizontal lines and organic materials of Prairie School design to the desert landscape in low, skylighted buildings. Behind-the-scenes tours visit the pop-up structures that students have designed as living spaces amid the barrel cactus and paloverde trees.

Located in the heart of Taipei is the massive Memorial Hall Square complex that includes the National Theater, National Concert Hall, and, of course, the Chiang Kai-shek Memorial Hall. While Chiang Kai-shek is an incredibly divisive figure, there is no doubt that the beauty of the massive Memorial Hall will make you pause—its size is meant to impress new visitors. There’s a lot more to the square than just the memorial though; every morning you can see tai chi devotees methodically going through their ritualistic exercises, and, throughout the day, everyone from businessmen taking a break to families enjoying picnics can be found on the grassy reserve. Whatever your political beliefs, a visit to Memorial Hall Square is important not just to better understand Taiwan’s complicated past but also to gain a whole new respect for where it is going as a nation.