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Once a separate municipality, San Ángel—in the city’s south, nestled into its western foothills—is a leafy, genteel enclave whose relative isolation adds a soigné feel (for better or worse) you won’t find in neighboring Coyoacán. Ground zero for promenading is quaint Plaza San Jacinto, whose cute parish church (and beautiful cloister garden) is a sort of spiritual last stand amid the surrounding area’s high-toned consumerism. That said, the plaza’s true spirit comes alive Saturdays, at the so-called Bazar Sábado, an artisanal market that fills the area with stall after stall of handmade jewelry, textiles, crafts, and accessories, plus a great deal of art—some finer, some less so—in styles that go from hippie to haute. Strolling musicians and performers add to the carnival atmosphere.

The date-night dinner-and-a-movie standard has been taken to a new stylish height at this acclaimed restaurant in the Mission District. Grab a table on the patio under the strings of lights to dine on seasonal California cuisine while films flicker on the back wall. It’s romantic, and easily one of San Francisco’s most unique dining settings. But don’t think of Foreign Cinema as just a gimmick. The stellar cuisine is the real scene-stealer here, which is why Foreign Cinema is consistently ranked as one of the city’s best restaurants. Chef Gayle Pirie and her partner, chef John Clark, have transformed this into a destination restaurant. Reservations are still tough to get, especially for Saturday night and Sunday brunch, but plan ahead and you’ll be glad. From fresh local oysters on the half shell to caramel pecan sticky buns to a popular sesame curry fried chicken, the food is always as stellar as the setting, making date night or brunch with friends an event you won’t soon forget. The adjacent wine bar, Laszlo, is perfect for predinner drinks or nightcaps.

This perennially popular bakery and sandwich spot can feel somewhat out of place. With its cozy atmosphere in a plant-filled space, and its menu of warm panini, delicious sandwiches on artisanal breads, generous salads, and perfectly executed pastries, it is the sort of restaurant you’d expect to find in one of Montréal’s cooler neighborhoods. Instead, it’s in the heart of Old Montréal. That is a definite plus for travelers visiting the city’s historic sights. It also means, however, that there is a lunch-hour rush when nearby office workers vie for tables. If you can plan on an early or late lunch—you’re on vacation, after all—you can avoid the worst of the crowd. Olive et Gourmando is open from 9 a.m. to 5 p.m., so if you are looking for a place for dinner, the same owners are behind the new Foxy (in the Griffintown neighborhood), which is quickly proving as popular as their first restaurant.

Travelers should visit Taronga Zoo as much for its harbor views as for the 4,000 resident animals (who get to see them all day long). Ferry 15 minutes from Circular Quay and take an optional Sky Safari cable car, included in the ticket price, and you’re in an exotic land of giraffes, elephants, and bongos as well as native echidnas, wombats, and Tasmanian devils. Wildlife tours, zookeeper talks (including impressive bird shows), and special events such as the Twilight at Taronga summer concert series are on the calendar, and a tented camp accommodates overnight guests who help feed select animals before a sunset dinner set against the Sydney Opera House and Harbour Bridge. Tent cabins feature decks that lure campers out of bed for sunrise.

A true desert outpost, the Peruvian town of Mancora enjoys the most sunshine hours of anywhere in the country. Unlike the rest of Peru the water is warm enough to surf without a wetsuit, a welcome complement to an area already featuring some of the best waves in South America. Hemingway knew what he was doing when he set up shop in nearby Cabo Blanco, an authentic fishing village where the ceviche is some of the freshest on the planet and the days pass with a simple peacefulness unique to many coastal escapes. While outdoor activities abound around Mancora, from kitesurfing to fishing to morning yoga sessions, on this particular morning the to-do list consists of nothing more than a good book, a cold drink, and watching whales splash on the endless horizon.

Now this is truly a place you never want to leave. The infinity edge pool at the Marriott in Wailea, Maui. The pool reached right out to the Pacific Ocean, and you almost felt as if you were in the ocean itself. Grab an umbrella drink, swim over to the edge, and stay there for a couple hours to take it all in. The wonderful staff will also bring you the freshest fruit you have ever had too. And, as you watch the sun go down on the horizon from this exact spot, you can join the Luau by the beach below...or simply stay here all night.

Since it was constructed at the top of Telegraph Hill in 1933, Coit Tower has been an integral part of San Francisco’s downtown skyline. Named after a 1920s patron to the city’s firefighters—but not designed to resemble a firehose, as the urban legend goes—Coit Tower’s observation deck will give you 360-degree views out over San Francisco, including the Bay Bridge, Alcatraz Island, and the Golden Gate Bridge. Entrance fees range from free (children four and under) to $7 (adult non-residents); visit the website for all prices. Coit Tower is open from 10 am to 6 pm May through October and 10 am to 5 pm from November through April.

Porfirian-era mansions are the setting for many hotspots in Mexico City, from restaurants and bars to design boutiques. Roma Quince falls into the latter category; this “concept store” has an abundance of home goods and clothing, all made in Mexico. There are enough items to decorate your entire home, though your suitcase might not be large enough to accommodate the spoils of such a shopping spree. If it all becomes a bit much, head to Carlota & Emilia, located in the same house, for brunch or a pick-me-up.

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.

Day and night, dumplings are being made by hand, boiled and fried at the original branch of Mr. Shi’s in Baochao Hutong and at the Sanlitun outpost. This is not your corner dumpling joint but a cleaned-up space where the menus are in English and the menu overflows with more than 50 varieties of dumplings. There are the traditional—think pork and chive or leek and egg—and there are the unusual, such as pizza (cheese and tomato). While you can certainly live on dumplings alone, Mr. Shi’s has solid sides, including sliced cold cucumbers with garlic (a treat on hot summer days), a nice tofu salad, and stir-fried egg and tomato, a home-style classic that’s also available in dumpling form.

Hang Ah Dim Sum Tea Room’s brick facade and missing letters may not be much to look at from the outside, and the interior’s low ceilings, fluorescent lights, and basic furnishings won’t win awards, either, but the inexpensive dim sum served inside makes it worth a visit. It’s too small for rolling carts, but you can order soup dumplings, barbecue pork buns, shrimp dumplings, pot stickers, and many other freshly made, shareable bites. The menu has rice, noodle, and vegetable dishes, too. Hang Ah Dim Sum, established in 1920, calls itself the oldest continually operating dim sum restaurant in the United States and has been owned that whole time by the same handful of families.

St. Kitts’ water taxis—basically anyone with a boat willing to make the crossing to Nevis—will drop you right on this beautiful stretch of sand, making Oualie Beach the perfect day trip. Once on land, head to the Oualie Beach Resort, where you can hang with guests and locals at the on-site restaurant and bar. If you’re feeling adventurous, ask the bartender for a sample of one of the house-infused rums, made with a variety of local plants and herbs. Afterward, walk down to the beach, where you’ll find watersport vendors and even a small spa for some additional relaxation.

Tucked behind Sheikh Zayed Road and its imposing skyscrapers, Al Satwa is a low-tech hot spot for all your tailoring needs: Patch up an old skirt, tailor a designer dress, or get fitted for a custom-made Indian sari. The textile stores here offer rainbows of colors and materials at affordable prices, and their staff will happily recommend tailors nearby. Dubbed Little Manila by locals, Al Satwa is also home to a Filipino supermarket, where you can buy kabocha squash and banana blossoms. Cap off your visit with a stroll through Al Satwa’s 2nd December Street, named to commemorate UAE’s National Day, with many works of art celebrating Emirati national culture.

Though it’s been catapulted to stardom by a thousand colorful Instagram posts of milkshakes, Black Tap is more than an ice cream parlor. Styled as a New York burger joint, the menu includes 13 different burgers, from the Texan—topped with aged cheddar, crispy onions, and beef bacon—to the falafel “burger” with hummus, feta, and tahini. The cocktail selection includes the bourbon-based Kentucky Made with cucumber and mint. The main event, though, is the milkshake—the vanilla, chocolate, and Nutella concoctions are so popular that even Crown Prince Sheikh Hamdan has stopped by for a taste. Black Tap is in the five-star Jumeirah Al Naseem Hotel.

The Coronado Bridge links San Diego to Coronado Island—and the present to the past. In the span of just 2.12 miles, you’ll travel from the digital age to a century when “electrified” hotels were practically unheard of. When the Hotel Del Coronado debuted in 1888, its electric lights and telephones made a sensation—as did its resplendence. In 1892, a young guest named Noel proclaimed in a letter to her family back east that “the red and the white between the bluest sky and the bluest water is like a beautiful dream in a fairy story.” Legions of A-listers have checked in ever since, as a who’s who of vintage portraits attests. But while a stay here is delightfully nostalgic—featuring bike rentals, beachside cabanas, and evening clambakes—the 757-room hotel doesn’t live entirely in the past. Take advantage of its upscale spa, spin classes on the beach, and restaurants serving updated takes on coastal cuisine along with creative cocktails. In the historic Victorian Building Suites, you’ll find modern coastal-chic interiors, streaming TVs, and, of course, Wi-Fi. The Beach Village Suites include additional modern luxuries—like a Sub-Zero fridge and dedicated concierge to help you fill it.