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The city’s iconic wood-paneled Tram 28 rambles along a 4.3-mile route from Campo de Ourique to Praça Martim Moniz, navigating tight turns and steep inclines as it passes some of Lisbon’s most endearing attractions. Originally commissioned in the 1930s, these classic Remodelado trams were in fact enlisted for their ability to handle Lisbon’s hilly terrain. They can get painfully crowded—wait times can be outrageous in the high season—so catch an early ride (5:40 a.m. most weekdays, or 6:45 a.m. on Sundays) for unobstructed views of hilltop neighborhoods like Graça and the Alfama.

When Mike Richardson exploded onto the fairly limited Fes dining scene in 2007, he took the medina by storm. Suddenly there was someplace where locals, tourists, and a handful of resident expats could convene. They came to view exhibitions by up-and-coming young artists, to hear Sunday sunset concerts featuring the likes of Houariyat—an all-female drumming band—and to tuck into the café’s legendary camel burger. All these attractions are still going strong, but Clock has expanded and begun offering excellent traditional-cooking classes, and holds movie nights in a screening room furnished with vintage cinema seats. It now also has a sibling in Marrakech and another soon to open in Chefchaouene, and a country cousin in the Scorpion House in Moulay Idriss, which you can book for private lunches. If all this doesn’t whet your appetite at least come at brunch for the best coffee and Berber eggs in town.

Washington Square Park is only a fraction of the size of Central Park, but it is as almost as much of an icon of New York as its much larger counterpart uptown. It’s likely because it sits in the heart of Greenwich Village, and has thus served as a backdrop for many events in the city’s history. In the late 19th century, it was one of New York’s most fashionable addresses (that period was captured by Henry James in his 1880 novella Washington Square, later the basis for The Heiress, a play that was also adapted into a movie). The arch along its northern side dates to 1892 and was designed by Stanford White to replace an earlier one, in wood and plaster, erected in 1889 to mark the centennial of George Washington’s inauguration. When Greenwich Village became the haunt of artists and writers, the park was a green space for the city’s counterculture; folk singers and street performers are still a common sight, and the park is also frequently used for political protests and rallies. On sunny days, especially during the academic year, the park is filled with NYU students, neighborhood residents, and tourists taking in the scene.

The ire of Mount Kilauea reforges the world before visitors’ eyes. Nicknamed “the World’s Only Drive-In Volcano,” it’s produced serious lava every day since 1983 with no signs of stopping. Pele—the fire goddess who lives here, according to Hawaiian lore—is on a roll. Occasionally the lava flows spill into the sea, releasing stunning plumes of steam. Don’t miss the petroglyphs, lava tube, lush rain forest, and more than 150 miles of trail, including the four-mile Kilauea Iki loop. The drive here from Kona or Kohala can take two and a half hours, a bit of a long day, so consider reserving accommodations in the town of Volcano. You’ll have plenty of time to explore this otherworldly landscape, and even see the lava glowing in the dark!

Dois Irmãos (the “two brothers”) is what they call the bookend mountains framing Ipanema and Leblon beaches. For some years now, these peaks have been a hit with hikers, on an adventure that begins even before trekking, because to get to the trailhead you first ascend to the favela called Vidigal—one of Rio’s most peaceful, by the way—either on foot or by moto-taxi. The way is rough but accessible, steep but doable for those in reasonable shape, and the 45-minute walkabout offers several stops at scenic overlooks, each as spectacular as the next. To the left lies the Pedra da Gávea and Rocinha, another sprawling favela; the Atlantic extends to the right. When you get to the top, the views take your breath away—just as soon as you catch it.

Opened in early 2018, Harbor Club is a modern resort housed on Rodney Bay Marina on St. Lucia’s northwest coast. The overall feel is crisp and aquatic, with the bright-white building resembling a cruise ship on the harbor. Given the hotel’s marina setting, there is no direct beach access, but there is a sparking complex of swimming pools with mountain and water views. The hotel also provides complimentary shuttle service via a fast boat to the beach on Pigeon Island Nature Preserve, as well as towels and chairs for a day on the sand. Guest rooms are like spacious ship cabins, decorated in cool shades of blue with views of the marina or mountains. Eight swim-up rooms on the ground floor even feature private patios directly over the swimming pool area. The hotel’s half-dozen restaurants include Caribbean-Asian fusion spot 14North on the top floor, a modern sushi bar, and farm-to-table eatery Julia’s, and more options are available a short walk from the property. A full-service spa and fitness center, nightly live entertainment, and sunset cruises round out the amenities.

It’s little wonder why the cerulean infinity pool at Perivolas has graced more than its fair share of magazine covers. Overlooking shimmering Aegean waters to the Santorini caldera beyond, it feels like heaven on earth. But in fact, the luxury hotel had humble beginnings: Onetime fishermens’ residences in the typical yposkafa style—with cave-like rooms excavated from native volcanic stone nearly three centuries ago—the property has been a family-run boutique lodging since 1983. All 20 rooms have a sea view with terraces to take in the Greek sunsets; some suites feature private infinity pools and Jacuzzis, while the Perivolas Suite is the ultimate indulgence, claiming not only a huge indoor hot tub, but also a steam room and swim-out pool that stretches from inside the cave to the terrace. Furnishings are minimal but sumptuous, with occasional pops of fuschia and purple to add contemporary flair and skylights that flood the whitewashed walls with light. If you can peel yourself away, Perivolas is an easy 15-minute walk from Oia. But with its own highly regarded Greek restaurant, that gorgeous pool, and a cliffside spa with sauna, steam room, and outdoor hot tub, is there really any reason to leave?

A 19th-century private estate just outside San Sebastián’s city center, Villa Soro was commissioned by a wealthy businessman as a wedding gift for his daughter; it was designed by the same architect who built the iconic Hotel de Londres y de Inglaterra, which towers over the La Concha waterfront at the city center. In contrast to that classic belle epoque building, the villa takes its inspiration from English architecture—complete with peaked roofs and faux-Tudor beaming—that was in vogue at the time, while the manicured gardens were designed by renowned Romantic landscape designer Pierre Ducasse.

Now an intimate, 25-room boutique hotel, Villa Soro maintains the same relaxed, cozy atmosphere one might expect to find at a friend’s estate, complete with two elegant drawing rooms outfitted with armchairs that beg to be curled up in with a book. The dark-wood-and-leather bar room (complete with a fireplace, of course) beckons visitors with vermouth and txakoli. Rooms are homey and classically elegant, spread between the main house and the restored carriage house, and they make for a romantic retreat within walking distance of the city’s sights and Michelin-starred restaurants.

Opened in May 2014 with a facade mildly reminiscent of a 19th-century European grand hotel, the Mandarin Oriental Taipei might seem incongruous in an Asian city—at least to those unacquainted with the Taiwanese penchant for blending international styles with more typically Asian motifs. The hotel’s Old World luxury extends throughout, from the marble-floored lobby (complete with white columns holding up high cathedral ceilings) to the rooms themselves, which are coolly stunning. Each room, from the standard Deluxe to the sprawling Presidential Suite, has separate tubs and walk-in showers inside a marble bathroom designed to make anyone feel like royalty. As for sleeping arrangements, “plush” is an overused word in hotel reviews, but it’s hard to find a better one to describe the feeling of sinking into a bed with 480-thread-count satin linen (which rises to 1,000 in certain suites) and a goose-down duvet. As a finishing touch, look up: Every room basks in the glow of its own chandelier. Though Marie Antoinette and the Empress Dowager Cixi lived on different continents, both would feel quite at home at the Mandarin Oriental.

Families that would rather not be in the middle of the hustle and bustle of the main section of Grace Bay Beach will dig the condos at The Tuscany Resort. Ranging in size from one bedroom to three, each is condo includes a full kitchen, laundry room, spacious living area and a screened in balcony. There is no restaurant on site, but there is a pool with loungers and access to the quiet side of Grace Bay Beach from a tree-lined catwalk. Unlike the middle portion of the beach, development here is still pretty void, so you can expect to have much of the white sand expanse to yourself (meaning your kids can run and play without issues). On the downside, if you want to get to most of the eating and activities, you’ll need a car as it isn’t really walking distance. And while there isn’t a restaurant here, you can arrange to have your kitchen pre-stocked before arrival meaning you can eat in and save a lot of cash in the process. Each condo is slightly different from a decor perspective as they are all privately owned and decoration is at the owners discretion.

An intimate gem whose only shortcoming (in some eyes) is that it does not sit on Pink Sands Beach, the Rock House Hotel & Restaurant was a labor of love for the late Wallace Tutt, an interior designer to the stars who was best known for designing Gianni Versace’s Miami mansion. Ten individually decorated rooms in the 1940s private home turned boutique hotel echo that property’s grandeur with king size beds and seaside motifs, as well as sumptuous linens and stone lion heads mounted on the walls in the restaurant. But the real story here is the service: There is always a picnic basket on-hand in every room, a library of games and books is available for perusal on rainy days, and the concierge is happy to arrange in-room pampering treatments if the walk to the neighboring spa feels like too much trouble.

If it’s not wintertime or you can’t get tickets to see the Maple Leafs play, then the next best way to experience Canada‘s game is by visiting the Hockey Hall of Fame. Situated in downtown Toronto, the museum is located on the lower floor of the Brookfield Place shopping center. It’s a short walk from the CN Tower and other attractions. (If you’re driving, you’ll need to find either metered parking or a parking garage, as there is no designated parking lot for the museum itself.) The Hall of Fame itself contains displays about historic moments in the game’s history, iconic jerseys and memorabilia from players, interactive games for children, and a room where the entire family can get up close with the Stanley Cup trophy.

The Bonsecours Market is hard to miss, whether you are walking around Montréal’s historic center or looking at the skyline from the harbor. A silver dome caps the long building, which dates from 1844 and was modeled on Dublin’s Customs House. It looks more like a stately civic building than a market, and in fact it was Montréal’s city hall for a while, as well as the seat of Canada‘s parliament for one session. After serving as the central market of the city for nearly a century, it closed in 1963 and was largely abandoned until 1992, when it reopened as the home of a visitors’ center for Montréal’s 350th anniversary. Today it houses a dozen or so boutiques featuring works by local designers, as well as a few restaurants that make for good pit stops on a day of sightseeing.

When you tell your friends that you’re headed here, everyone will chime in about the dish that you have to get. ‘Make sure you try the smoked salmon flatbread!’ ‘The burger, be sure to get the burger’.’ ‘The donuts! You have to get the donuts!’ It’s good to know that with breakfast, brunch or lunch, they don’t take reservations. Be prepared to possibly wait and hang out on the porch swings or hang out at the bocce courts and play a while (they’re about a 10-minute walk from Boon Fly). With dinner, they do take reservations and I’d encourage you to get those well-ahead. If you’ve had a big bike ride in nearby Napa Valley or are headed in to downtown Napa for a concert or event, Boon Fly Cafe is just 5 miles away and will leave you with your belly full and happy.

On the outdoor patio at Waterford Estate in Stellenbosch, guests can relax while tasting South African wines with help from the knowledgable staff. For those with a sweet tooth, the “Wine & Chocolate Experience” is particularly appealing. Created by Waterford founder Kevin Arnold in partnership with chocolatier Richard von Geusau, the tasting pairs shiraz, cabernet sauvignon, and sweet wine with a series of dark and milk chocolates for a delicious adventure. If you’re itching to get out and explore, opt for experiences like the “Wine Drive Safari” (a three-hour trip in a safari-type vehicle that allows guests to taste wines among the vineyards of their origin) and the “Porcupine Trail Walk” (three routes of varying difficulty that traverse the vineyard- and natural fynbos–filled landscape).