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Glendalough, or Gleann Dá Loch in Irish (which means “valley of two lakes”), is a quiet, picturesque valley near the Wicklow Mountains. Its 6th-century monastic settlement founded by St. Kevin is one of the most important in Ireland, and it’s surrounded by dewy grass and heather, lush hills, mossy rocks, and an impressive variety of wildlife. Monastic City itself includes the remains of ancient stone churches, a priests’ house, a stone fort, and a 100-foot round bell tower. The cemetery is fascinating with its lichen-covered headstones tilted every which way amid unkempt vegetation. Generations of Irish family histories are contained in this small plot of land, which is an integral part of this site. Glendalough is about 90 minutes’ south of Dublin and makes for a worthwhile day tour that includes sightseeing and hiking followed by a visit to a cozy local pub.

Let the Urubamba River set your course during a thrilling rafting adventure along the Ollantaytambo rapids, available through the Belmond. The river helped form what is now the Sacred Valley, and along the way you’ll not only sense its power, but also get a feel for some less visited corners of the region it created. You’ll pass towering eucalyptus trees and the ruins of Inca terraces and more as you make your way down river, ending with a picnic lunch before returning to the hotel by car. Photo by Rod Waddington/Flickr.

Interior designer and owner Denis Roy eschewed the palapa-inspired elegance employed by so many Costa Rican resorts in favor of a tropical take on European influences—Victorian architecture, French colonial touches, and Grecian columns among them—creating a resort like no other on the country’s west coast. Owing to its vantage point 1,100 feet above the entrance to the Gulf of Nicoya, the views of the rain forest, ocean, and sunsets are stunning, especially from the infinity pool. Rooms in the main building are fairly basic, but suites and villas offer more luxurious touches, such as Jacuzzis, private ocean-facing terraces, and plunge pools. The property has its own beach (with sun beds, showers, and a snack bar), but since it’s at the bottom of a steep hill, the resort provides hourly transfers. Retreat to the open-air yoga studio, then head to the bar atop the Greek amphitheater to linger over a martini at the nightly sunset happy hour.

Between the rugged coastline of the Banks Peninsula and the snowcapped peaks of the Southern Alps, the Canterbury Plains, formed by mountain rivers, make up one of New Zealand’s most fertile regions. The aerial view of the patchwork of green farms intersecting at Charing Cross has become an iconic New Zealand image. The plains are traversed by the TranzAlpine train, a scenic rail journey sweeping from Christchurch to Greymouth on the South Island’s west coast, taking in Arthur’s Pass National Park, the glacial Waimakariri River and many of Canterbury’s hill country farms.

On a typical day during Mykonos’s high season, you can see why Santa Marina has cemented its status as the ultimate jet-set destination. Megayachts bob in the bright blue waters of Ornos Bay, and a long pier lined with stylish couples curled up in cocoon-shaped sun chairs gives way to a stretch of sandy beach sprinkled with privileged bathers. In fact, the Santa Marina is the only hotel on the island with its own exclusive shoreline. Just steps away, the whitewashed property’s rooms climb a granite hill that looks out over the Aegean; expect a private balcony and marble bathroom in every space. Two restaurants, a bar, three pools, and a first-class spa and gym add to the country-club atmosphere, especially for those who might have their mini-me’s (wearing baby designer duds) in tow: The underage crowd has a dedicated pool, playground, and supervised kids’ club.

Simple in concept, excellent in execution, the Brickyard at Mutianyu is a destination in itself, situated about a 90-minutes drive from downtown Beijing in a traditional village. Recovered tile pieces form mosaics that pop out from the red brick walls—a nod to the building’s former life as an imperial tile factory. Brickyard has a modern feel, with rustic Chinese elements that allow this hotel to blend in with the surrounding village. The eco-conscious philosophy carries through to the working organic garden on the grounds. The rooms are open-concept, one side composed entirely of floor-to-ceiling windows, with views of the Great Wall extending atop the hills in the distance. Trails used by locals lead right up to the wall (a rather challenging hike), with no guards around to collect entrance fees. The Brickyard Homes, once peasant homes, have been whimsically restored by the hotel owner. They invite Frank Lloyd Wright–esque comparisons for their ability to integrate spare Asian design into a modern context.

Set right on the banks of Lady Bird Lake as it passes downtown, the Four Seasons Hotel Austin performs the impressive juggling act of feeling like both a glamorous city stay and a picturesque, elegant resort. On one side is Live Oak, a local hot spot for live music, on the other the sun-lounger–lined saltwater pool that looks out over the sprawling lawn and the lake beyond. This outdoorsy-meets-hip dichotomy is part of what defines Austin, and the hotel is right at the heart of it: Lady Bird Lake Hike and Bike Trail is the closest of many urban trails, and the food trucks and record stores of the trendy Downtown and Bouldin Creek neighborhoods are within walking distance—a rarity in this expansive city.

A Hill Country–inspired spa and Latin restaurant draw locals, while elegant rooms (updated in 2017) with lake views and signature Four Seasons service—think seasonal lemonade or hot apple cider on arrival and s’mores (weather permitting) on the back patio—make stays extra special.

Dornier’s modern cellar and production facility is quite different from the traditional 18th- and 19th-century buildings you’ll see in the winelands. For example, a pool above the cellar regulates the temperature of the wines in an eco-friendly way. Its reflective surface also helps keep the entire subterranean building cool. The cellar’s overall design pays homage to the Dornier family’s history in the aviation industry. Contact the winery in advance to arrange a tour of the facility, then enjoy a tasting of award-winning wines like the Dornier Donatus White (a blend of chenin blanc and rich sémillon), the Dornier Merlot (with hints of plum, mint, and roasted nuts), and the Cocoa Hill Sauvignon Blanc (featuring notes of mulberry, roasted oak, vanilla, and spice).

Mexico City’s answer to the Champs-Élysées, the wide, tree-and-statuary-adorned Paseo de la Reforma was first known as the Paseo de la Emperatriz, laid out as a ceremonial lane to take Their Majesties Maximilian and Carlota between the Centro’s government palaces and the imperial residence atop Chapultepec Hill. Today, it functions as one of the city’s most striking business districts, lined with skyscraper banks, offices, apartment towers, and shopping centers, and studded with old-fashioned traffic circles that add big-city excitement. Be sure to hit the roundabout that’s home to Mexico’s Monument of Independence—a beautifully carved column crowned by a gilt, winged Victory that has come to symbolize the city. Great for strolls day or night, Reforma is especially appealing on Sundays when the boulevard is closed to motorized traffic in favor of cyclists, skaters, and just plain walkers.

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.

The Cerro Alegre/Cerro Concepción neighborhood is wonderful for walking, with many promenades and terrific views of the bay. The hilly area still conveys the culture of the European immigrants, mostly German and British, who settled here in the 19th century. Visitors are often surprised by the non-Spanish influences in Valparaíso; street names, businesses and popular restaurants in this barrio bear testament to the multiplicity of cultures in the seaport.

For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

Unlike the smaller venues which typically host markets once or twice a week, the V&A Market on the Wharf is open daily. If you are staying at accommodation in the V&A Waterfront or Greenpoint area, the is a great market to grab a drink and snacks for a picnic in the park or up Signal Hill. You can find homemade biltong, dried fruits, Cape Malay spices, and artisanal cheeses. If all this talk of food makes your mouth water, several of the vendors sell prepared meals like wraps, pies, salads, etc. For good ice cream, stop by The Creamery’s stall. You can sit outside when the weather is nice, but there is also seating on the upper level (as well as a bar) which makes it a great winter activity, too.

“Are we still going to ride?” I ask, glancing at the storm rolling off the jagged peaks of the Absaroka mountains. Wrangler Dallin Maples, 25, responds by handing me a long, yellow raincoat as the first drops splat on the hard brim of my hat. “The trails up the hill will be too slick,” Maples says, “so we’re going exploring.” With that, he pulls his horse into the trees, and three of us follow. I’m visiting T Cross Ranch, a small, rustic guest operation in northwest Wyoming, with my wife and three daughters. As a schoolteacher about to start another busy year, I wanted to bring my family somewhere special before hectic schedules take over our lives — somewhere quiet, where we would be forced to turn off our toys and actually listen to each other. Holing up in a simple log cabin at the end of a remote mountain road seemed like just the ticket, and the old-fashioned family fun of a guest ranch seemed like the perfect level of excitement. Dates: Open through late September Highlights: This small, remote ranch embodies traditional Western hospitality, and they have spectacular, well-kept horses, to boot. Rates: $1,690 adults for six nights

Follow the twinkling sconces down a path framed with pink bougainvillea and gnarled olive trees into the complex of stone dwellings that is Kapsaliana Village Hotel. Once an 18th-century village tucked quietly in the hills above Rethymno, the site was abandoned and left to crumble before being renovated by architect-owner Myron Toupoyannis into a low-key resort with 19 luxe yet understated guesthouses in 2008. Surrounded by one of Crete’s largest olive groves, the property is arranged around a turquoise pool that stretches toward the Aegean, providing beautiful backdrops at every turn. Nearby, couples gather on the restaurant terrace with a glass of rosé or licorice-scented raki. Pitharia, or large clay storage vessels, are sprinked throughout the public spaces, while accommodations display historical elements like arched doorways, exposed timber beams, and stone walls. For a real trip back in time, stay in the 1763 olive mill suite, where a breakfast of homemade bread and local eggs and honey is served in front of the fireplace, then visit the village’s 17th-century church and sit in on olive-oil tastings.