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  • Via del Saracino 32 Corso Positano, 84017 Positano SA, Italy
    Wander along the souklike Via del Saracino until you come upon this large café with a great view over Positano’s main beach. You can have a cappuccino and pastry in the morning, a sandwich for a quick lunch, and then stop in later in the day for a cold treat. (The outstanding popsicles here are made from the juices of Amalfi lemons and other seasonal fruits.) It’s also a great spot to simply sip a beer while taking in the view of the action down on the Spiaggia Grande. For the sports fan, the bar’s multiple screens usually play baseball, soccer, and tennis.
  • 12 Alvaro Obregon
    Every Thursday night during the months of November to June, San Jose de Cabo’s galleries stay open late for Art Walk. You can join other art lovers on a casual stroll through the Art District’s many galleries, enjoying work in various media from both local and expat artists. Several local restaurants participate in the Art Walk, too, offering specials or discounts as part of the weekly event.
  • Toronto, ON, Canada
    Until Toronto hosted the 2015 Pan Am Games, City Hall—two curved modernist office towers that look like a pair of parentheses surrounding a period—lacked tourist allure. But enter a photogenic, rainbow-hued, eye-catching TORONTO sign, and voilà! A star was born. Found in the square directly in front of City Hall, the illuminated sign, originally meant to be a temporary attraction, has become one of the city’s most photographed structures, along with the CN Tower. The sign’s O’s, in particular, are popular with canoodling couples.
  • Delancy St, Nassau, The Bahamas
    A visit to John Watling’s Distillery offers both a tour of a historic estate in downtown Nassau and the opportunity to sample locally made John Watling’s rum. The distillery, the only locally owned one on the island, is housed in the Buena Vista Estate, which began construction in 1789. The estate grounds encompass tropical gardens and a 200-year-old water well. Visitors can also take a free tour of the museum and distillery, where you can see the aged white oak barrels filled with rum. Finish the tour with a cocktail from the on-site Red Turtle Tavern, or pick a bottle of John Watling’s rum from the store.
  • Balboa Park, San Diego, CA, USA
    A 1,200-acre green space filled with museums, theaters, and gardens, Balboa Park is the center of art and culture in San Diego. It’s also one of the city’s most historic sites, built for the Panama–California exhibition in 1915. While the museums are definitely worth seeing, there are also a number of free attractions, including the photogenic Botanical Building, which houses more than 2,100 plants (including Venus flytraps); the Desert Garden, filled with succulents from around the world; and a sculpture court with works by Miró and Rodin. For one of the area’s best views, purchase a timed ticket to climb the California Tower in the Museum of Man. The ornate structure reopened to the public in 2015 after being closed for nearly 80 years and features a spiral staircase to the eighth floor, where you can catch a glimpse of the Cuyamaca Mountains, the Cabrillo Bridge, and even Mexico’s Coronado Islands.
  • 11 Via Croce
    Right in the center of town, Capri Tiberio Palace mixes la dolce vita glamour with a globe-trotting sensibility that’s equal parts quirky and elegant. Wanderlust-inducing knickknacks such as globes, vintage trunks, and an eclectic collection of art stud the public spaces, and bookshelves are stocked with coffee-table tomes from the publisher Taschen. A white baby grand provides the soundtrack for aperitivo hour at the Jacky Bar, where wicker poufs, striped blue-and-white banquettes, and Panama hats repurposed as wall decor signal vacation vibes; things are slightly more reserved at the terrace restaurant, a formal space whose brightly colored dishes (think seared scallops with almond sauce and beef tartare with chestnut cream as well as kosher fare) are rivaled only by the panoramic views of the island’s craggy peaks coast and azure sea. And the indoor-outdoor swimming pool, though small, is a savior in the summer heat.
  • 5501 N Hacienda Del Sol Rd, Tucson, AZ 85718, USA
    The Grill is the only restaurant in Arizona to receive the “Award of Ultimate Distinction” from Wine Enthusiast. History, quiet service, and the most romantic dining in Tucson are all here. For the best dinner-with-a-view, ask for a table in the West Patio where you’ll have a panoramic view from the city lights to the peaks of the Santa Catalina mountains. The ranch on which The Grill is located, Hacienda del Sol, began in the 1920’s as an exclusive private girls’ school in the still-wilderness foothills above Tucson. In the 1940’s, the 34-acre estate became a guest ranch popular with the Hollywood stars of the time—Spencer Tracy, John Wayne, Katharine Hepburn, and Clark Gable.
  • Santo Tomás Jalieza, Oaxaca, Mexico
    The weavers in Teotitlan del Valle may be more renowned, but the backstrap loom weavers of Santo Tomás Jalieza are practicing the art in a way that dates back to very ancient times. The local market is set up in the main square and every day you can see weavers at work and browse the products of their labor, but Fridays are particularly busy. They sell belts, handbags, change purses, table runners and place mats at reasonable prices. This small community is located 15 miles south of Oaxaca city and can easily be combined with a day trip to Ocotlan.
  • Mercado la Merced S/n, Centro, El Parque, 15960 Ciudad de México, CDMX, Mexico
    Plate-sized, Pop Art–colored lollipops. Candied and dried fruits rolled in chile powder. Crackling peanut brittle stippled with sesame seeds. Gelatins of every conceivable flavor. Names you can’t pronounce, much less decipher, even if you speak Spanish fluently. The Mercado de Dulces, a specialty section within the Merced Market, is a delight for all ages. More than 150 vendors hold down stalls selling dulces del país, candies made in Mexico. Even if you prefer savory over sweet, a turn through the market is an enjoyable experience.
  • Puig Castellar, 08758, Barcelona, Spain
    Hike up the hill from Turó del Pollo and get an eyeful of an ancient (6th century B.C.) Iberian settlement at Puig Castellar. This is best saved for a cool fall or spring day as at this height the sun can be fierce. Take a picnic lunch, or at least a bottle of water, so that you can relax and take in the sweeping views of Barcelona for as long as you like.
  • Piazza del Duomo, 50122 Firenze FI, Italy
    The cathedral, usually called the Duomo, is Florence’s most recognizable building. You are able to catch glimpses of its magnificent red-tiled cupola from just about anywhere in the city center. Construction on the church complex began in 1296 and the work—Brunelleschi’s dome and his Baptistery, and Giotto’s bell tower—was completed in 1426. The interior of this architectural is reserved in contrast with the exterior’s marble Gothic facade and its green, pink, and white stripes. Climb the 463 steps up into the dome for a close-up look at Giorgio Vasari’s fresco, The Last Judgment, and a bird’s-eye view of the city.
  • Pronounced “ish-pu-ha,” this ranks among the most beautiful beaches anywhere on the Riviera Maya. With calm, very clear waters, it’s a popular spot for local families as well as travelers in search of a quiet afternoon. Despite the secluded location, south of Playa del Carmen, there are plenty of amenities for a comfortable day, like lounge chairs for rent, restrooms, snorkel-gear loan-outs, and a handful of excursions. You’ll also find restaurants and beach clubs famed for fresh seafood.
  • Calle Manuel Doblado, Centro, 23400 San José del Cabo, B.C.S., Mexico
    Visitors who come to Tequila to eat—it is a restaurant, after all—won’t be disappointed. With caught-the-same-day seafood and beef, poultry, and vegetables sourced from Mexico, the menu offers plenty of delicious dishes, including a grilled seafood platter with shrimp, scallops, and octopus. But those in the know also visit Tequila to imbibe the spirit after which it’s named; the restaurant has a bar stocked with more than 50 different kinds of tequila and bartenders are more than willing to tell you about the similarities and differences among them all. The backdrop for all this is an oversized patio surrounded by fruit trees and the chef’s herb garden. Smokers can take a turn through the walk-in humidor, featuring Cuban cigars that are impossible to get back in the United States but are perfectly legal in Mexico.
  • Puerta del Sol, 12, 28013 Madrid, Spain
    What is more romantic than an intricate and well-used Spanish fan? Fans are a highly personal item, and like perfume, one should only use the best they can find (or so my mother always said). For the royal minded there is only one choice, Casa de Diego. Founded in 1858, this a business steeped in international approval, and the generations have been privileged to create masterpiece shawls, umbrellas, and of course fans for royal families all over the world. Proudly facing the Puerta del Sol is the window display of fans, giving only a glimmer into the magic on the other side of the doors. Right outside is the hustle and bustle of city center, but inside the shop you are transported to a haven of beauty. Take home a piece of Spanish tradition with you, and smile every time you fan yourself, remembering Madrid.
  • Paseo del Prado, 36, 28014 Madrid, Spain
    Anyone with an iota of interest in art will certainly visit the Prado while in Madrid. But be sure to save some time to visit another nearby museum, where there’s something wonderful to see before you even get inside. Just a 5-minute walk down Paseo del Prado you’ll find the CaixaForum Madrid, with its awe-inspiring vertical garden. From a distance, you might even think you’re looking at a mural there on the wall, but as you approach, the lush greens and earth tones come to life with varying textures that are luscious and welcoming. A masterpiece where nature is the medium!