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  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • The town of Stromboli, the main settlement on the island, sits at the foot of the volcano overlooking Strombolicchio. Its gleaming white buildings surround the dome of a small church, Chiesa di San Vincenzo. The town is fronted by a stretch of volcanic beach where local fishermen haul out their boats on the coarse black sand.

  • Basseterre, St Kitts & Nevis
    Local is the ethos at The Craft House. Commissioned by the government in 1982, the store offers a dizzying array of hand-crafted products, though the dolls, straw work, pottery, and leather goods are the best bets. No matter what you choose, you can rest assured that you’ve purchased an authentic souvenir—everything here is made on the island by artists who trained in the store’s educational program.

  • Av. Emilio Castelar 215, Polanco, Polanco III Secc, 11550 Ciudad de México, CDMX, Mexico
    Designer Francisco Cancino is, like many of his contemporaries, interested in ushering in the new era of modern Mexican fashion, and he’s acquired plenty of admirers in the process. Stop by his Polanco atelier for his women’s clothing: all sleek lines, ample room to move, and seasonless patterns, and made in Mexico.
  • The perfect place to shop for anything and everything from all the islands is the 155-year-old public market called Le Marché. Located two blocks from the waterfront in the heart of Papeete, the market covers two stories. The lower level is filled with hundreds of stands offering Tahitian-made crafts, oils, vanilla, fruits, and flowers. Upstairs is reserved for artisans selling pareos, carvings, Tifaifai wall hangings and quilts, embroidered cushion covers, and other handicrafts. You’ll also find a few good shops for purchasing unique black pearl jewelry at fair prices. An on-site cafeteria serves local dishes. Le Marché is not just a tourist attraction, however—it’s a proper market where locals come to shop for meat, fish, fresh flowers, and produce and to chat with friends over coffee at one of the patisseries.
  • Li Yuen Street East, Hong Kong, China
    Smack dab in the center of the bustling financial district, these parallel lanes are lined with shops with a row of stalls running down the middle of each street. The twin shopping strips are packed with discounted clothes of all kinds, plus shoes, bags, and costume jewelry. The colorful, frenetic scene is part of the shopping experience, and unlike other cheap and cheerful street markets in Hong Kong, this one is centrally located. No schlepping to the far corners of the island to satisfy retail impulses. Pick up silk, leather, watches, Chinese outfits for kids, and all manner of souvenirs.
  • Ascona, Switzerland
    Ascona, on the shores of Lake Maggiore, has swaying palm trees and a mild climate, and is Switzerland‘s lowest-lying town (643 feet above sea level). The lakeside promenade (Lungolago) offers a Mediterranean feel with streetside cafés, warm breezes, and diners clinking wineglasses—all with a backdrop of historic 19th-century merchants’ houses. The town, a former fishing village, has become an upscale resort town—known for its water sports as well as some of the best hotels in the country. Ascona’s old town center, the Borgo, is a warren of charming alleyways and chic boutiques.
  • Last week we spent 5 days in Copenhagen, Denmark. October is, for me, the best time to visit. It’s colder and there are more chances for rain but the number of tourists is drastically lower. I did not feel suffocated by them at all. Nyhavn harbor was almost empty every day. I love traveling in the shoulder season.
  • To satisfy your conch craving, stop at Bugaloo’s Conch Crawl on the south side of Providenciales, just a few minutes from Chalk Sound. The beachfront restaurant in Five Cays has indoor and outdoor seating, with some of the tables set right along the waterline, lapped by the rising tide. You’ll find a great selection of seafood, including plenty of conch dishes, along with fried chicken and burgers. In the evenings, Bugaloo’s hosts local bands, fire dancers, and other entertainment.
  • Via Cala del Pozzo, 58043 Punta Ala, Castiglione Della Pescaia GR, Italy
    Italy’s beloved region of Tuscany brings to mind bucolic vineyards, rolling hills, and roads lined with towering cypress trees. But there’s plenty else to delight and even surprise travelers. Consider the quaint town of Punta Ala: located along the southern Tuscan coast, it’s under the radar of most travelers, yet the go-to summer escape of generations of Romans and Florentines.

    Punta Ala strikes a balance between relaxation and understated elegance that encourages lingering, and the same goes for its premier place to stay: Baglioni Hotel Cala del Porto. Set against the backdrop of the Mediterranean Sea and with two adjacent beach clubs (La Vela and Alleluja), the hotel’s 38 airy rooms offer views of the gardens and marina. In the heart of Maremma, Hotel Cala del Porto is perfectly located for day boating trips out to the island of Elba, wine tasting at notable Tuscan wineries, and some of the best golfing in Italy. The regional park Bandite di Scarlino beckons with hiking trails ideal for early morning risers.
  • Salvatierra s/n entre Lopez Mateos y Camino al Faro, Mariano Matamoros, Ampliación Mariano Matamoros, 23460 Cabo San Lucas, B.C.S., Mexico
    This local favorite breakfast spot has quickly become Los Cabos’ worst-kept secret. Far removed from the main tourist zone, Restaurant Bar Campestre has for years catered to local businesspeople, families, and in-the-know visitors. Even after a renovation that upped seating capacity, it remains a no-frills flavor palace well worth the wait for a table and the effort to find it. Come early for a heaping serving of chilaquiles (strips of fried corn tortillas). They’re available with red or green sauce, and topped with chicken or steak. All the breakfasts pair perfectly with just-squeezed orange juice and cup after cup of fresh-brewed coffee.
  • Conde de La Canal 34, Centro, Zona Centro, 37700 San Miguel de Allende, Gto., Mexico
    In the daylight, tacones (high heels) can be dangerous on cobblestoned streets, but during a night on the town, they’re great for dancing. San Miguel offers something for everyone’s taste. Salsa lessons can be enjoyed at places like Hacienda Guadalupe. Live music, at clubs like VC & Friends and on rooftops like Quince or Bond’s 007 Gin Bar, brings out everyone’s best Travolta moves. The younger set opts for the dance floors at El Grito and Mint, where the velvet rope amps up the Manhattan factor. That said, what happens on the dance floor at Cent’anni (pictured here)—even after a comforting Italian dinner—tends to be much more impromptu, lively, and festive.
  • 200 Epcot Center Drive
    Leave it to Disney to give visitors the chance to travel the world without leaving a theme park. At Epcot’s World Showcase, you’ll find several countries re-created to surprisingly realistic effect, all surrounding a centerpiece lagoon. Experience the landscapes, food, and cultural performances of such diverse lands as China, Italy, Canada, and Morocco, or embark on a “drink around the world” journey by grabbing a Hefeweizen in Germany, a vin rouge in France, a margarita in Mexico, and so on. The staff working in each area are natives of the country, so you can expect an authentic experience wherever you stop. Also worth visiting in Epcot are the 3-D rides, the Frozen-themed attractions, and the underwater coral reef. In addition, the park hosts annual events like the Epcot International Food & Wine Festival in the late fall, and the Epcot International Flower & Garden Festival each spring, making it more than worth a visit.
  • Campos Elíseos 199 PH, Polanco, Polanco IV Secc, 11570 Ciudad de México, CDMX, Mexico
    Don’t roll up to 199 Campos Eliseos expecting to pop in and shop; this is an appointment-only antiques fever dream, the baby of Rodrigo Rivero Lake, perhaps Mexico‘s most renowned (and obsessive) collector. Paintings, photos, books, and a seemingly endless gathering of objects from Mexico and around the world: Rivero Lake can likely tell you the provenance of all of it. If you’re an antiques enthusiast, don’t miss the opportunity to soak up his knowledge and passion for all things vintage.
  • Loch Lomond, United Kingdom
    Full of wild scenery, fascinating history, and delicious local food, Loch Lomond & the Trossachs National Park is a Scottish treasure. At the center of the park is Loch Lomond, the largest body of freshwater in the U.K., featuring ample recreation (everything from kayaking and canoeing to jet-skiing), 30 islands (visit Inchconnachan in spring to see a blanket of bluebells), and miles of bonnie banks (for strolling in the shadow of Ben Lomond). Beyond the lake, the park is packed with interesting corners to explore, from the lush landscapes of the southern section to the sprawling glens and rocky peaks in the north. For the best views, cycle the challenging Loch Eck Loop, or hike the craggy Cobbler. Also worth seeking out are villages like Balmaha, national scenic areas such as Queen Elizabeth Forest Park, and more off-the-beaten-track areas like the Cowal Peninsula and Breadalbane.