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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.

Founded in 1913, this famous botanical garden was the first in the world dedicated to its country’s own flora. The spectacular, 90-acre plant haven forms part of a nature reserve that borders Table Mountain National Park. Besides numerous gardens and forests—some of which you can traverse on high via the futuristic Boomslang (Tree Snake) walkway—Kirstenbosch has a greenhouse, a restaurant run by the popular Moyo group, and a nursery for green thumbs who want to take a piece of the garden home with them. Spend five minutes here and you’ll realize why Kirstenbosch’s displays at the Chelsea Flower Show in London often win gold.

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.

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.

Six Senses is known for top-tier, sustainability-focused resorts in far-flung locales like the Maldives but, in 2015, the Bangkok-based hospitality brand opened its first European resort in Portugal’s wine-producing Douro Valley. Housed in a 19th-century manor house with a terracotta-tiled roof, the property features a contemporary interior, outfitted in shades of muted gold, gray, and white. Set high on a hill, the 57 rooms, suites, and villas offer stunning views of rolling vineyards, lush forests, or the property’s courtyard.

For what are undoubtedly the best vistas, choose one of the fifth-floor Quinta Panorama Suites, each with floor-to-ceiling windows that look straight onto the meandering Douro River. A wine cellar and library showcase the best of the region’s vintages, while three restaurants make use of vegetables and herbs harvested from the resort’s own organic garden. Apropos of a spa in wine country, nail treatments come with wine and cheese tastings, and scrubs and masks are individually blended with grapes, salts, herbs, and other natural ingredients.

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.

If a hotel has a swank spa that administers treatments using ultra-expensive (and effective) Sisley products, it’s probably something special. And if those treatments come in a Victorian manse overlooking the placid waters of Kenmare Bay in Southwestern Ireland’s Ring of Kerry, it’s yet more likely to engage even the jaded traveler’s predilections for plush resorts. Kenmare Manor, a turn-of-the-19th-century stone building backed by patchwork hills and forests, looks like something out of a storybook. But it’s more than attractive: At SÁMAS spa, the treatments, which are indeed high-caliber, come with views of the misty woods (from the pool) and the bay and mountains (from the relaxation room). Staff are attentive to even tiny details, like buttery Irish shortbread at turndown. Breakfasts of smoked salmon and eggs and flaky scones are served by smartly dressed waiters rather than set out at a buffet. The hotel’s restaurant is known as one of the best in the country for wild-mushroom risotto and Kerry lamb loin with eucalyptus-flavored peas.

This property will reopen from renovations in spring 2019.

The brainchild of miner James Thorpe, who bought the property in 1918 and also gave the property its name, Bishop’s Lodge lays claim to being New Mexico’s very first resort. And its history dates back even further, to the 1850s, when Jean Baptiste Lamy, a French missionary priest, became the bishop of the desert diocese—and made his home on a hill with views of the Jemez Mountains.

The property has changed significantly since Lamy built his tiny Villa Pintoresca and adjoining chapel: It now spans 450 acres, has a spa and stables, tennis courts and an outdoor pool. And its newest owners, HRV Hotel Partners, who purchased the resort in August 2014, have plans for further expansion.

Still, despite upgrades, this is definitely a Western-style ranch where you can hike, ride, and shoot—and cowboy boots are de rigueur.

This former railroad bridge, built across the Mississippi River in the 1880s, is now a pedestrian and bike path perfect for strolling between parks. With panoramic views of the downtown skyline, river, and St. Anthony Falls, Stone Arch Bridge is a favorite trail for locals.

Anguilla’s most social beach is full of local flavor. From visiting boats to residents who flock here for the best island-style bar-and-nightlife atmosphere—home to Johnno’s, Elvis’ Beach Bar, and the Pumphouse—there’s never a dull moment on Sandy Ground’s long, soft strand. The water here is calm, making it an ideal stretch of sand for families as well. Sandy Ground is also the site of Anguilla’s August Monday, the most important day of the summer carnival season, when the entire country seems to be in the same location to celebrate J’ouvert: some folks on the beach, some on boats blasting music. By 1 p.m., the August Monday sailboat race kicks off—the first round of qualifying for the final carnival boat race at week’s end.

At the summit of Montmartre, the highest point in the city, you’ll find the Basilica de Sacré-Cœur. Contrasting with the Gothic churches like Notre-Dame, the Romano-Byzantine architecture is both beautiful inside and out. While outside, take in the panorama of Paris and while inside, marvel at the Apse Mosaic—one of the largest mosaics in the world. The Sacré-Cœur website has instructions on how to download the free audio guide on your phone before your visit which is recommended. Also, research the well-known (and apparently tried-and-true) scams before traveling to Paris. Overall, the city seems pretty free of tourist scams, but around Sacré-Cœur especially, visitors should be on alert.

Scattered with Victorian mansions, St. Paul’s tree-lined Summit Ave. is one of the most beautiful residential streets in the Midwest, with famous former residents including author F. Scott Fitzgerald and early railroad entrepreneur James J. Hill. Guided tours are offered from the James J. Hill House Wed–Sun, but it is also a worthwhile independent stroll. Make sure to start or end at the gorgeous St. Paul Cathedral, overlooking downtown St. Paul.