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Central Plaza is a lovely place to spend the day and watch the community wind down in the evening. During the day, the plaza is full of music and children playing, and the surrounding streets are full of restaurants, shops, and art galleries. As the sun sets, the plaza gets quieter; the town’s lights turn on, and the children leave, one-by-one, to go home for the night. Stay late and enjoy the peace and quiet of the sleepy plaza, or head down one of the side streets and partake of the local nightlife!

The Museo del Novecento (Museum of the 20th century) is a visual lesson in one century of Italian art history. Housed is the 1930s Palazzo dell’Arengario by Rationalist architects Piero Portaluppi and Giovanni Muzio. The Novecento also houses an amazing collection, Who’s Who of the 1900s, including Italians Balla, Modigliani, Boccioni, Martini, Morandi, and De Chirico and international artists like Picasso, Matisse, and Klee. In fact, the museum is considered one of the world’s most important collections of Italian and international 20th-century art in Italy—Futurism, Spatialism, and Arte Povera. Keep your eye out for Piero Manzoni’s clever Arte Povera pieces, Arturo Marini’s large stone figures, and Pellizza Da Volpedo’s monumental painting Il Quarto Stato (The Fourth Estate). Martini also did the palazzo’s exterior bas relief. Bonus: The upper level bar/restaurant overlooks Piazza del Duomo.

Ontario has another wine destination, Prince Edward County, affectionately named “The County.” This cluster of towns, about 2.5 hours east of Toronto, is home to some of Ontario’s best wineries. But never was there a great place to stay until summer 2015 when Jeff Stober, the hotelier behind Toronto’s stylish Drake Hotel, opened a rural clone, the Drake Devonshire. It’s the ideal retreat for travelers wanting their Drake by Lake Ontario. Once a 19^th-century foundry, the building is now a contemporary farmhouse-cottage, decked out with 11 individually-designed hotel rooms and two suites in the quaint town of Wellington. The property offers coziness all year round in the communal living room and out back over a lakeside fire pit and s’mores. Guests can hang in the barnlike Pavilion for musical performances, sommelier seminars, seasonal events, or just to gawk at the floor-to-ceiling mural by Brooklyn artist FAILE. It doesn’t hurt that Sandbanks Provincial Park—known for its 60-foot sand dunes—is practically the backyard of the Drake Dev.

Built on the foundations of a 16th century fortification, the Museo delle Culture del Mondo is housed in the 19th century Castello D’Albertis - the private home of the global traveler and collector of antiquities. Veer off the standard art/church museum trail, and up the massive staircase to the Castello, to see a beautifully preserved piece of Genovese history (and some super fascinating collections of global interest). While the walk is quite the hike, the view from the top floor library of the museum is stunning.

With its pristine beaches, emerald lagoons, and wildlife-filled jungles, Manuel Antonio National Park is considered one of the world’s most beautiful natural wonders. There’s no better place from which to explore it than the five-star Arenas del Mar, an 11-acre hotel and reserve that’s set atop rain-forested cliffs overlooking the Pacific and delivers just the right amount of luxury within walking distance of the park. (Just don’t be surprised to cross paths with the occasional monkey, sloth, crab, or iguana.) The rooms on the upper level have ocean views and feature hot tubs on large terraces; beachfront rooms are a particularly good choice for families with children thanks to easy access to the lower pool and the casual Playitas Restaurant. But the resort is also an unexpected culinary beacon, serving sustainable dock-to-dish seafood caught by local fisherman that morning and certified gluten-free options alongside traditional Costa Rican specialties.

This 23-room hotel has colonial charm even though the building is relatively new. The word “sotano” means basement in Spanish and the Hotel Casa del Sotano is thus named because the building’s first story is below street level. The lower level has a central patio with water features and lots of plants, so it’s both cheery and tranquil. The colonial furnishings, wrought iron, Mexican tile and artistic touches throughout the property add to its appeal. In the morning you can enjoy a cup of coffee on the terrace while you enjoy the view of the towers of Santo Domingo over the rooftops of Oaxaca city.

Just off the main Riviera Maya highway, this cenote is easy to reach by car or colectivo vans that serve as small public buses up and down the route. The cenote is completely open and has no caves, but it’s a stunning spot for snorkeling in crystal-clear water, with jungle scenery all around. There are shallow areas for snorkelers plus a deeper side with a twelve-foot cliff, perfect for jumping. Snorkel gear is available for rental.

This Playa del Carmen restaurant takes its name from a traditional Mexican dish known as aguachile: chili-marinated shrimp with lime juice, onion, and sometimes other ingredients that lend it a strong, spicy-citrus flavor. With its open-air setting and laid-back, beachy style, plus a location a few blocks from bustling 5th Avenue, Los Aguachiles is in fact more local hangout than tourist joint. There’s an extensive menu of other casual Mexican seafood, most notably delicious tacos and tostadas (crispy tortillas piled high with traditional ingredients), as well as mezcal cocktails and chamochela (michelada-style beer mixed with sauces, then rimmed with chili powder and decorated with a shrimp).

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 Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.

Once a month, entrepreneur and fashionista Ane Etxebeste makes her online store, Kiluka Miluka, a tangible reality. This e-shop pops up in stores across the city. To keep up with the whereabouts of their unique and original designs (everything from clothes and accessories for women) check out their website.

One of the great pleasures of traveling in Mexico is visiting traditional local markets, which sell everything from produce and household goods to handcrafts and textiles. In San Jose del Cabo, the local artisans’ market, or Plaza Artesanos, is open daily. Vendors sell a variety of handmade goods, including rugs, pottery, clothing, and jewelry.

Tucked in a lush canyon perfumed with the smell of eucalyptus, Rancho Valencia Resort & Spa is one of the San Diego area’s most sublime getaways. Even if you’re not staying there, you can experience the magic by dining at the property’s signature restaurant, Veladora. Its hacienda-inspired dining room, with wrought-iron chandeliers and a Damien Hirst original, is a fine setting for enjoying dishes like a Chino Farm corn soup with vanilla popcorn and Alaskan king crab or a Brandt beef tomahawk steak for two served with duck-fat potato fondant, marinated ramps, and heirloom carrots. A deep wine cellar means an impressive selection of wines by the glass, from a chablis 1er Cru to an Andrew Rich pinot noir from the Willamette Valley.

The Cinta Costera is a seaside walk that follows the shores of Panama Bay and features recreational areas and green spaces, sports facilities, and bike paths. A very popular spot, especially on weekends, the promenade brings together all of Panama: a mash-up of athletes, canoodling couples, and families out for a stroll, slurping on ice cream or cucurucho de raspados (sweet, syrupy shaved ice). You’ll also enjoy a view of the city skyline, from the modern districts and their look-at-me skyscrapers to the old colonial quarter. There’s another great vantage point at the Mirador del Pacífico, a 15-acre landfill breakwater that’s become one of the city’s most visited attractions. Other standout “la Cinta” sites include the food stalls at the Mercado del Marisco and Sabores del Chorrillo, as well as the Maracaná soccer stadium.

Tempt fate at the Monkey Paw’s Book-O-Matic machine, where for the price of a toonie you’ll be delivered an archaic tome in the vein of Elementary Arabic, Vol. 3. I’ll let you know how my studying gets on. The Monkey’s Paw is an eclectic vintage bookstore on Dundas with a collection of unique books, vintage maps, and bugs preserved in Lucite.