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One of Montréal’s most iconic landmarks was designed by an American, R. Buckminster Fuller. The Biosphere, an enormous geodesic dome, sits in Parc Jean-Drapeau on St. Helen’s Island in the St. Lawrence River. Now considered one of the most important examples of futuristic architecture of its period, it was originally built as the U.S. Pavilion for Expo 67, the world’s fair that took place in Montréal in 1967. It quickly proved to be one of the most popular attractions of the event. An acrylic skin originally covered the building, but that was destroyed in a fire in 1976 and never restored. The skeleton building remained intact, however, and it is arguably even more dramatic and elegant than before the fire. Today the Biosphere houses a kid-friendly Environment Museum, with interactive displays that introduce environmental concepts and address the issue of climate change.

From Top Chef: All-Stars winner Richard Blais comes this Little Italy favorite, a fast-casual spot specializing in humanely raised chicken and eggs. Here, the fried chicken is crispy and not too greasy, and sandwiches like the Malibu Barbie Q (chicken thigh, cornmeal onion ring, pineapple mustard) are addictive. An almost entirely outdoor spot, the Crack Shack features a walk-up window, bocce ball court, and cocktail bar. For something more traditional, head next door to Blais’s second concept, Juniper & Ivy, where you can enjoy an ever-changing menu of seasonal shared plates. From time to time, the restaurant hosts a Farm Dinner centered on a special ingredient like lamb from a local purveyor, making for one of the best splurge meals in the city.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

Regulars at Workshop Kitchen + Bar know not to get too attached to any one dish. Innovative chef/owner Michael Beckman—who trained in Lyon and worked in Berlin—might be serving honey-lavender glazed black cod one night; a sausage, rapini, and fennel pizza another; and his signature burger (with pastrami and wagyu oxtail) the next. Diners in the know ask for the off-the-menu whole striped sea bass, grilled in the wood-fired oven with seasonally shifting ingredients. The adventurous menu is a big draw, to be sure, but so is the magical setting: The 90-year-old Spanish-inspired building—once an art gallery and movie theater—features 27-foot-high ceilings, which the trendsetting architecture firm SOMA updated with poured concrete for an industrial cathedral aesthetic. (The work won it a James Beard Design Award.) If you’re there for Sunday brunch or an early dinner, ask for booth #7, which is flooded with natural light, or a table in the whitewashed courtyard. Cocktails such as the Mountaineer—made with little-known Génépy des Alpes liqueur, pineapple and lime juice, and bitters—are just as revelatory early in the evening as they are on late weekend nights, when the place is bustling.

Located along M Street in the heart of Georgetown’s hustle and bustle is the oldest extant home in DC. Built by a Pennsylvania cabinetmaker/carpenter in 1765 using locally sourced rock, timber, and earth, the Old Stone House still retains its rugged stone appearance even after being threatened with demolition in the 1950’s. It was the urban legend that President Washington and city designer Pierre L’Enfant met here to plan the layout of DC that saved the building. Today, guests can tour the three-story structure to learn about its history and late 18th century colonial living in the DC area.

One of Mexico City’s most historic neighborhoods—a once-independent city-state politically joined to the Aztec capital of Tenochtitlan—Tlatelolco is a fascinating side trip few tourists make. At its center lies the district’s so-called Square of the Three Cultures, where a colossal public housing development (of revitalized interest to architecture buffs) surrounds a 17th-century Spanish church (notably embellished with stained-glass windows by 20th-century artist and architect Mathias Goeritz) as well as the ruins of pre-Hispanic Tlatelolco pyramids and other structures. In addition to being the exact spot on which the Aztec empire fell, the square was also the site where Mexican armed forces perpetrated a bloody 1968 massacre of university students and political activists. Tragedy aside, the area is still home to thousands of hardworking average Joes, and the community garden, known as the huerto, is pure down-home bucolic charm; it’s well worth a pop-in.

Located four miles south of Carmel on a coastal stretch known as the Gateway to Big Sur, the Hyatt Carmel Highlands feels like a true retreat, one that’s in easy reach of both civilization and wilderness. The 48 rooms (including 11 suites) all have wood-burning fireplaces and views of either the property’s gardens or the craggy coastline. Known since its beginnings in 1917 as the Highlands Inn, the boutique hideaway has been a repeat destination for generations of Californians, as well as legendary celebrities like Ansel Adams, Elizabeth Taylor, Marlon Brando, Julia Child, and Robert Redford. California Market at Pacific’s Edge sits overlooking the ocean (locals prefer the outdoor seating for lunch, especially after a hike at nearby Point Lobos), and its local, seasonal ingredients are featured in dishes like ceviche, fish tacos, and Dungeness crab cakes. Take one of the complimentary mountain bikes on a local adventure or relax at the heated outdoor swimming pool. In-room spa services and a fitness center keep wellness top of mind, although a workout may be the furthest thing from your mind when you’re enjoying a cocktail at the Sunset Lounge as the sun sinks into the Pacific Ocean.

Deshaies Botanical Garden is one of the largest in the Caribbean and a simple stroll through its 12 acres is a treat. Expect to see flamingos, hummingbirds, parrots, and goats, as well as over 200 species of tropical flora, including hibiscus, orchids, various palm trees, and bougainvillea. There’s a fishpond, cascade, and plenty of shaded areas. The on-site restaurant is a great spot to relax with a cocktail and panoramic views over the gardens and Caribbean Sea.

For nearly three centuries, workers serving the nobility at Castello Banfi in Tuscany lived in a small hamlet within the castle grounds. In 2007, however, the stone houses within their tiny village were completely renovated under the direction of Italian interior designer Federico Forquet, catapulting Castello Banfi into a new era of grandeur. Today, the property welcomes guests from November through March in two guest rooms and 12 suites, each with wood-beamed ceilings, countryside views, and bathrooms stocked with “vinotherapy” products made from the estate’s Sangiovese Brunello. A central garden with a pergola, a heated outdoor pool, secluded lounging spaces, and alfresco massage tents offer plenty of ways to take in the surrounding vineyards. If you’re feeling more active, take a cooking class with the chef (held a short drive away at the estate farmhouse), tour the Banfi winery, or venture out to nearby historic towns like Montalcino and Siena.

Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.

Whatever your tastes, we bet you won’t head home empty-handed from Nanjing Road, one of the world’s busiest shopping promenades. Stores along the tree-lined, pedestrian-only section stock everything from state-of-the-art electronics to silk scarves at a fraction of Western prices. But it’s also worth detouring into the side streets, where you may stumble upon market stalls of fresh fish and produce, teahouses doling out dumplings and hot cups of oolong, and cats lazing in slices of sunlight. Photo by Vikkies//Flicker.

Since launching her handbags and accessories line in 2008, accessories designer Clare Vivier has mastered the delicate combination of Parisian chic, American prep, and California cool. While her brand has spread to seven boutiques across California and New York, her flagship shop in Silverlake may best personify her brand. Two walls of windows let the California sun stream in each morning and afternoon, and shadowboxes designed by local architect Barbara Bestor hold the goods that lure passersby along Sunset Boulevard. Technicolor best sellers such as the La Tropezienne, Simple Tote, and coveted Foldover Clutches may sit on copies of the most recent Paris Review or Louis Vuitton City Guides, which are also for sale. Everything in the well-rounded space has a connection to France, Los Angeles, or Vivier herself. The shop stocks jewelry by her friends Annie Costello Brown and Grace Lee, for example, along with French Veja sneakers and candles from West Hollywood’s iconic Chateau Marmont. Pro tip: Head here for a last-minute gift—clutches and other leather items can be monogrammed on the spot.

The West End neighborhood of Parkdale, once considered an unsavory part of town, has undergone a transformation. One of the new arrivals is the Shameful Tiki Room, a Vancouver transplant with a kitschy Polynesian atmosphere. The cocktail selection emphasizes drinks made with rum and orgeat—tiki ingredients from the 1950s—particularly fruity, boozy punches. The best, dubbed the Volcano Bowl, arrives tableside in conjunction with a smoke machine, a thunderous voice-over, and a flaming “volcano” in the center of the drink vessel. It doesn’t get much more fun than this.

Shipwreck is a classic Caribbean beach bar with umbrellas (in both the sand and the drinks), snorkeling off the shore, and live music on Sundays from “4ish to 6ish.” Don’t miss the fish tacos, claimed to be the best you’ll ever taste. And bring your phone—the photo to get is one of the local monkeys that frequent the beach.

This spacious North Shore eatery and watering hole riffs on the beloved Honolulu original. It makes a strong showing in the “pupu” (appetizer) department with nibbles like poke, pot stickers, kālua-pig fried rice, Korean-style chicken wings, and nut wraps in buttercup lettuce. Cool down with a light, refreshing cocktail unique to this location, such as the Hokulani (citrus, Three Olives vodka, and elderflower liqueur, splashed with soda) or the Hawaii Five-Bo (strawberry daiquiri with Bacardi rum, habañero syrup, and piña colada foam). As with many O‘ahu eateries, the prices can seem a bit more Manhattan-stiletto than “flip-flop surfer bar.” But the flavors and charming service tend to carry the day! (Note: it’s a short stroll to the public restrooms, involving some unlit steps at night. Plan ahead.)