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Historic Santo Domingo offers a unique look at how the New World was settled in the years following Christopher Columbus’s arrival in the Caribbean on his first voyage in 1492, as well as subsequent expeditions. The Colonial Zone sits along the Ozama River, where the settlement’s original layout, walls, forts and other buildings remain much as they were 500 years ago. With its wealth of colonial architecture, the area has not surprisingly been recognized by UNESCO as a World Heritage Site. Among the historic buildings is the first cathedral built in the Americas, the Basilica Cathedral of Santa María la Menor (also known as the Catedral Primada de América, recognizing its historic significance). The ornate church once housed the remains of Christopher Columbus until they were moved to the Columbus Lighthouse, in the eastern part of the city.

Easy beach access and a laid back vibe.

Hotels often say they’re “steps from the sand,” but here, it’s actually true. Location is everything at Malibu Beach Inn; it’s right on the water, with all of the 47 guest rooms and suites overlooking the crashing surf from private balconies, and a few hundred meters from the historic pier. There are about eight steps from the hotel’s restaurant terrace to its private stretch of beach underneath, where guests can order a chicken club sandwich or a glass of wine from the extensive list to enjoy on loungers.

The hotel changed hands in 2015 and has since been re-imagined by L.A.-based interior designer Waldo Fernandez; rooms and communal spaces alike feature purpose built, hand-made white oak furniture and furnishings that make clever use of space. Our suite had custom built liquor shelves tucked into a tiny corner alcove. Across the hotel, artworks include prints by Donald Sultan and Jasper Johns.

The rooms are designed to evoke a private beach house. And as you drift off among Italian linens, gazing at the stars and lulled by the white noise of never-ending waves, it’s easy to dream.

As the camp’s name indicates, the main reason to stay here is to catch the Great Migration, the annual movement of more than one million wildebeest and hundreds of thousands of zebra and gazelle making an 1,800-mile circuit through the Ngorongoro Conservation Area, Serengeti National Park, and into the Maasai Mara in Kenya. At the camp, large, tented chalets on stilts have wraparound decks with a 360-degree view of the landscape and its denizens. The lodgings blend into the surroundings on the bank of one of the great migration obstacles: the Grumeti River, with its many crocodiles, hippos, and boulders. Herds pass through the vicinity from August through November, and the Elewana’s northern Serengeti location miles from the main concentration of game lodges gives it a sense of privacy rarely achieved in the far more visited western and southern park corridors. One further advantage: The camp is within driving distance of the other great wildebeest crossing point, the Mara River, on the border region between the Serengeti and Kenya’s Maasai Mara National Park. The atmosphere at the lodge is cheerful and relaxed, and the huge tented suites, which are divided by canvas walls into bedroom and bathing areas, have comfortable queen or twin beds, wood floors, colonial-style leather chairs, African textile accents, and, unlike most mobile migration safaris, hot water and electricity 24/7.

This sprawling museum is located in four buildings near Battlefields Park—the most recent of them, the Pierre Lassonde pavilion, opened in 2016 and was designed by starchitect Rem Koolhaas’s OMA. The 25,000 works in its permanent collection cover the history of art in the province, beginning with the French colonial period and including artists who are still active today. The museum also holds one of the world’s most important collections of Inuit art, with some 100 pieces—mostly carvings in stone, whalebone, or ivory—on display at any one time. Temporary exhibitions focus on both local and international artists. If you have time for a sit-down meal, Tempéra Québecor—helmed by Marie-Chantal Lepage, one of Québec’s best-known chefs—is near the entrance of the new pavilion, with floor-to-ceiling windows looking out over the grounds and the Grande Allée.

Chef Patrick O’Connell opened his country restaurant out of a former gas station in 1978 and rave word-of-mouth reviews soon made it “destination dining.” He opened rooms in 1984 and a few years later, it became a member of the prestigious Relais & Chateau hotel association. Today, it remains one of a handful of country hotels worth the trip for the meal as well as the stay, and it continues to rack up stars and top lists for dining and accommodations.

Two dozen opulent rooms reflect the style of a whimsical English country manor (as interpreted by O’Connell and London stage designer Joyce Conwy Evans), setting the tone for an over-the-top dinner with an exacting attention to detail. Be sure to visit the kitchen after your meal to see culinary magic in action. Little Washington (the first town named by George himself) is a bit over an hour from its capital namesake, and the Inn’s campus of guest rooms, shops, and gardens are spread over the colonial town; take the Perimeter Path walk to visit all of the farm operations and the newest guest quarters: a Little Bug Inn for pollinating and beneficial insects.

Gramercy Tavern in the Flatiron District can fairly be described as a New York institution. When the restaurant opened in 1994, Tom Colicchio, who has gone on to fame as much as a television chef as one who cooks in his kitchens, presided over the restaurant. In 2006, he passed the reins to Michael Anthony. Gramercy Tavern is actually two restaurants in one. The Tavern, in the front, is a lively, buzzy space where the menu is à la carte; the more formal Dining Room, in the rear of the restaurant, also has an à la carte menu—as well as prix fixe and tasting ones—at lunch, though only set menus at dinner, when a three-course version is $129 and a seasonal tasting one is $179. The vegetable tasting menu at dinner, for $159, is perhaps among the most gourmet vegetarian meals anyone will ever experience. (All prices include gratuities.) The dishes in both spaces could be described as American comfort food elevated with some gourmet touches. You can expect fresh produce to be emphasized in plates like the duck meatloaf and the cobblers and pies—the restaurant is known for its desserts.

A belle epoque grande dame presiding over San Sebastián’s iconic La Concha Beach, the Hotel de Londres y de Inglaterra has been a palace, casino, hospital, and of course hotel since its construction in 1865. Before and after World War I, it was the kind of place where well-to-do Europeans went on seaside holidays for months at a time, enjoying direct beach access, the city’s renowned seafood, and the hotel’s elegant design. Nowadays, the society consists of a somewhat less star-studded lineup—once Toulouse-Lautrec, Archduchess Elizabeth of Austria, and Mata Hari were all guests—but the unobstructed Bahía de la Concha views, lovely rooms (all with private balconies), and pride of place at the heart of the city remain. The window-lined brasserie takes its cue from classic French bistros—it’s not hard to imagine that the well-dressed gentlemen at the next table are French aristocrats-in-exile—and its tables along the beachfront promenade are the perfect place to while away a few hours over pintxos, txakoli (a sparkling white wine from Basque Country), and people watching. If you were to spend a few months in a seaside town, this would be the way to do it.

Look out Las Vegas, Coco Bongo is in town. This wild dance club, in the heart of Cancun’s hotel zone, is packed with live shows—everything from faux Queen or Madonna to bar-top conga lines and airborne acrobats. Make sure to bring your dancing shoes because salsa, trance, rave, and hip-hop bands will have you jiving amid bubbles and streamers galore. The party starts around 10:30 and there is no seating, so be prepared to stand—or dance—until the wee hours of the morning. The entrance fee includes an open bar.

This is a 5-star boutique hotel located in the heart of Montreal, across the street from the Centre Bell, home of Les Montréal Canadiens, and tucked along famed rue Sainte-Catherine. Was I blown away during my stay here? Yeah, and then some. After checking in, I was greeted by a frosty bucket filled with my favorite beer, tossed the curtains back to reveal the stunning view of downtown Montreal, then scrambled up to the 12th floor for a dip in the saltwater pool, and relaxed in the outdoor hot tub as the day rolled along. I rarely thought about leaving. I dined at La Coupole and had a few cocktails in the Wine Bar, and... well, that’s enough. Things got out of hand from there. I spent four nights at Hotel Crystal, and had what is to date my best hotel experience in my homeland.

When the Last Bookstore debuted in 2005, the name was meant to be ironic. Now, in a world of Kindles and iPads, digital books (or at least digital bookstores) are the norm, and brick-and-mortar establishments such as the Last Bookstore are a dying breed. That hasn’t stopped this Downtown L.A. icon from growing. The shop still buys, sells, and trades new and used books and vinyl records just as it did when its doors first opened over a decade ago, and it shows no signs of stopping anytime soon. Come in to browse the store’s impressive collection, to hang out for an afternoon, or to catch author talks and more. The Last Bookstore puts on some killer events, and past speakers have included the cast of Portlandia, How to Kill a City author Peter Moskowitz, and Holocaust survivors. Oh, and they occasionally give away free concert tickets on their Instagram account, so it’s worth a follow even if you’re not a die-hard bookworm.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

Encyclopedic is one way to describe L.A.’s oldest art institution. Sprawling is another. The Los Angeles County Museum of Art opened in its current Miracle Mile location in 1965 and has not stopped growing, becoming the largest museum in the western United States. Its 135,000-piece collection spans 6,000 years of art. It also includes some of the museum world’s most photographed outdoor sculptures, such as Michael Heizer’s mind-boggling Levitated Mass and Chris Burden’s Urban Light. The museum hosts some 40 exhibits per year, plus a dynamic schedule of events, such as Tuesday film matinees and picnic-friendly Jazz at LACMA (held weekly on “summer” weekend nights—which in L.A. means April to November). While anyone can join free tours throughout the day, docents also lead customized experiences for a fee, which will take you through the galleries before or after hours to marvel at artists as wide-ranging as Henri Matisse, Ai Weiwei, Diego Rivera, and Catherine Opie. Kids are also catered to with a special gallery, Sunday activities, and a free membership, which includes entry for them plus an adult guest any day of the year. Pro tips: Plan to spend several hours at the museum, fueling up on wood-fired pizza midway through the day at Ray’s & Stark Bar. And if you’d like to experience the outdoor sculptures without the crowds, go early in the morning or on Wednesdays, when the museum is closed and gloriously quiet.

The Heladería de Lares, a 45-year-old family business, sells about 50 unusual flavors of ice cream up in the mountains. Salvador Berreto, known to the locals as Yinyo, founded the shop to commemorate the Grito de Lares, a battle for freedom that had taken place exactly one century before. Yinyo started with corn, a flavor at the heart of the Puerto Rican diet and the current bestseller. Other flavors are cod, coquito (the Puerto Rican version of eggnog), and rice and beans. Fortunately, you can taste two flavors before deciding what to buy, and the ice cream is cheap, so you can stock up. Every weekend, people form what locals like to call lines, but are really boisterous blobs extending half a block down from the shop’s entrance. While eating, people skim through newspaper clips about when Denise Quiñones, a girl from Lares, won a Miss Universe pageant, or study photos of the 1945 Fuego de la Candelaria (a fire in Lares). After reading about the history behind Lares’s anthem and running their hands over the guiro (a musical instrument played by scraping its serrated surface), people often wander outside to the Plaza de la Revolucion. Here, on a typical Sunday, artisans sell paintings of the three magi (the Puerto Ricans’ second Santa) and of flamboyanes (the national trees with orange flowers). If you have doubts as to whether it’s worth it, just ask Bill Clinton and his daughter Chelsea. In 2008, Clinton forced $100 into the hands of Yinyo’s son for a mango ice cream.

A five-level emporium specializing in French luxury brands (Louis Vuitton, Dior, Chanel), Le Bon Marché traces its origins to a stall run by a hatmaker’s son and his wife in 1852. The beauty department is under an Art Deco glass ceiling; the third floor features an extensive children’s department with toys, books and clothing. La Grande Épicerie de Paris, Le Bon Marché’s expansive and extraordinary food hall, is across the street.

Santa Monica is officially on the map with this spectacular property, the second hotel for the Proper brand after its debut in San Francisco in 2017. Like at the first location, celebrity interior designer Kelly Wearstler heads up interiors and has produced an absolute stunner, drawing inspiration from her own Malibu home as well as the hotel’s circa-1928 Spanish Colonial Revival building. (The property actually straddles two buildings; the other half is a sleek new construction, connected by a courtyard and sky bridge to the historic part.) The 271 pet-friendly rooms feature original Kelly Wearstler wallpaper, vintage lamps and tables, and custom-made sunburst headboards that remind you you’re near the beach. Guests can also look forward to roomy bathrooms, complete with travertine marble, full-size Aesop bath products, and super-soft Parachute for Kelly Wearstler robes.