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  • Playa Blanca at Puntacana Resort & Club, Punta Cana 23300, Dominican Republic
    Most of the year, Punta Cana’s white, sandy stretches of sand are blessed with gently lapping surf, which means that night swimming isn’t as dangerous or daunting an exercise as it can be on other Caribbean islands. Slip into the water near the Westin’s covered pier, and have the ocean all to yourself. Under the bright light of a full moon, you might even catch a glimpse of a sea turtle inching its way along the beach.
  • México 307, 77710 Playa del Carmen, Q.R., Mexico
    Secluded and service-oriented are the adjectives that best describe Rosewood Mayakoba, a resort in Playa del Carmen that opened in 2008. At 1,600 acres, the resort is expansive, offering plenty of room for guests to feel that they have their own space. Rooms, too, are spacious and have either tile or wooden floors, comfortable beds and chairs, and a layout and design that draws guests to outside spaces such as patios and balconies. The sense of privacy is reinforced by special en suite features, including private plunge pools, garden showers, and sundecks. Service, which includes butler, concierge, and valet support, is first-class. Staff can facilitate or organize a wide range of experiences, both on the hotel property and in the surrounding area. These range from horseback riding on the beach and ocean kayaking to private dining and aerial tours of the Mayan site Chichén Itzá.
  • East End Village 2640, Anguilla
    Located in East End Village and painted in Anguillan flag colors, the Heritage Collection is Anguilla’s only museum. It showcases the island’s history and geology from the time of the Arawaks to the 1969 Anguillan revolution, with additional displays on the British invasion (derisively called the “Bay of Piglets” by the press) as well as on Queen Elizabeth II’s royal visit. Established in 1996, its collection includes photographs and artifacts from the island’s major eras, including the days of slavery and the phosphate trade. If you’re lucky you’ll meet Colville Petty, the museum curator and founder, and garner some of his unique insight on Anguillan history.
  • Rua Dias Ferreira, 147 - Leblon, Rio de Janeiro - RJ, 22431-050, Brazil
    Even though artisanal ice cream parlors (Vero, Venchi, Bacio di Late, Officina del Gelato) have been moving into the best locations in Rio’s southern districts, none has quite nailed the style of Europe’s great ice cream masters. That said, the Italian tradition of gelato has clearly come to dominate the scene in this city that lives to eat frozen confections. First-timers to Gelateria Momo are advised to choose between a variety of chocolates and the caramel with fleur de sel. If you become a regular, pay attention: There’s a new flavor every day, including—naturally enough—a full line of tropical fruits. Add-ons include waffles and organic coffee, and everything is served in an ample, pleasant, living room–like space.
  • Gaafu Alifu Atoll, Hadahaa, North Huvadhoo 20054, Maldives
    In a nod to the arching lines of the archetypal Maldivian fishing boat that lends its name to the place, the Dhoni at the Park Hyatt Maldives Hadahaa is an architectural stunner. Welcoming guests as soon as they arrive on the tropical island, the lounge’s impressive wooden structure was crafted by actual fishing-boat builders and is framed by a pool so still its surface looks like glass. Start the evening at the resort’s Island Grill and watch chefs whip up dishes like seafood paella or succulent crustacean bisque on a traditional grill that’s combined with a wood-fired oven; then make your way to the Dhoni and enjoy a nightcap amid the lounge’s open air.
  • 1000 Estero Boulevard
    Open every day for lunch and dinner, this casual spot next to the Fort Myers Beach pier has been around for more than two decades. Grab a spot on the outdoor terrace overlooking the sand for mango ceviche made with Gulf shrimp and bay scallops, or the more-adventurous gator tail platter. For an extra lively scene, go during happy hour at the grill or the twice-daily live music at Famous Blowfish Bar. With an always-on-vacation vibe, this spot keeps the party going from early until late.
  • Calle del Dr Ignacio Hernandez Macias 83, Centro, Zona Centro, 37700 San Miguel de Allende, Gto., Mexico
    Shoppers with a discerning eye can find surprisingly stylish clothes in San Miguel…the ladies, that is; high-style men’s offerings are rarer. For something uniquely chic, try Angela’s exotic handpainted dresses at Sindashi, where different creators present everything from blossoms to Greek keys or motifs inspired by Mexico’s indigenous traditions in their quest for true “conversation pieces.” You’ll find the latest in Mexican couture as well, at Bendita, and updated serapes at Recreo. Patrice’s Abrazos carries items in colorful Mexican prints, everything from aprons to shirts. Get that bohemian look at Marcia’s Agua de Coco, or head to Girasol Boutique for linen clothing.
  • Pueblo Rico, Risaralda, Colombia
    Up in the rolling hills of Colombia’s Caldas, Quindío, and Risaralda regions, some coffee plantations offer guest accommodations for visitors looking to lap up traditional coffee culture (pardon the pun). Many of the farms give tours that involve arabica picking, drying, and roasting…and that always wrap with a fabulous cup of joe. You’ll also see beloved cultural symbols: the Jeeps that serve as the region’s pack mules. (Local Jeep festivals, called Yipaos, celebrate the vehicles with contests—those that most artfully pack and haul the biggest loads win prizes.) Not far from the town of Armenia, the Parque del Café, a veritable coffee-themed amusement park, is a great option for those traveling with children.
  • R, Via de' Ginori, 8, 50123 Firenze FI, Italy
    La Ménagère is simultaneously a breakfast spot, a tapas and cocktail bar, a flower shop, a café, a housewares store, and a restaurant. The large space, once home to a famous Florentine home-goods emporium, is now a ramble of beautiful rooms that serve many needs. The bright and airy bar area is the site for breakfast, lunch, aperitifs, and cocktails, while dinner can be eaten in several of the other charming rooms, including a narrow passage set with a long communal table. There’s even a downstairs space where live music is played a few nights a week.
  • 85 Pike St, Seattle, WA 98101, USA
    Walk, cycle or people-watch along the shores of Elliott Bay, a downtown stretch known for its circusy flair and spectacular vistas. You can ride the Great Wheel or visit the beloved Seattle Aquarium, home to wolf eels, sea otters, and the world’s largest octopuses. Refuel with chowder from local favorite Ivar’s Acres of Clams, then hit the market’s 200 owner-operated shops, ranging from a radical book collection to the Northwest’s oldest magic store. Just don’t turn your back on the famous salmon-slinging fishmongers: They’ve been known to wallop selfie-photographers with a plastic decoy for yucks!
  • Av Imperio de los Incas 140, Aguas Calientes 08680, Peru
    Chullpi is a top choice for haute cuisine Peruvian-style. Its chefs insist on Cuzco-adjacent ingredient sourcing that supports local economies, at the same time keeping traditional dishes like cuy (a regional guinea pig species) relevant through contemporary iterations. The flavors are fabulous and the presentation winningly incorporates local history, such as using a serving dish carved to look like the circular terraces at Moray or presenting a pressed guinea pig on skewers over a small fire made of palo santo, a local incense. Portion sizes can be small—the perfect excuse to order more.
  • Gilbakki, 360 Hellissandur, Iceland
    This charming, unassuming café in Rif is marked with a simple wooden sign, befitting its authentic decoration (laminate floors, wooden tables) and small and traditional—but fantastically tasty—menu. The two women who run the café, the wives of local fishermen, offer, among other dishes, a fish soup made from the day’s catch and flavored with peaches and vegetables, a variety of homemade breads, pastries, and cakes, and surprisingly modern coffee from national roaster Kaffitár. There are also tables outside from which you can admire the pleasant surroundings if the weather’s good, and the lovely proprietors are keen to offer local travel tips as well. Open from June to August only.
  • Av. Pdte. Masaryk 390, Polanco, Polanco III Secc, 11560 Ciudad de México, CDMX, Mexico
    Mexico City has no dearth of luxurious boutique hotels, but Las Alcobas is a special option. Designed by famed firm Yabu Pushelberg, the hotel is full of gorgeous details, from hand-stitched leather wall coverings to a spiral staircase that surges up from the lobby. Upon arrival, guests enjoy a welcome drink as a bellman leads them to their room; explains the technology that controls the light, sound and temperature; and offers them a selection of handmade soaps. Once settled in, they can lounge in plush robes on their goose-down comforters while sampling snacks from the minibar. For a heartier meal, Las Alcobas offers two excellent restaurants. Just outside the hotel’s front door, there’s also Presidente Masaryk, Polanco’s main avenue full of restaurants and high-end boutiques.
  • S/N, Balderas, Colonia Centro, Centro, 06040 Ciudad de México, CDMX, Mexico
    Looking for traditional Mexican crafts and home wares, such as the beautifully colored, hand-painted bowls and plates you’ve eaten off of at so many restaurants? Head to La Ciudadela, an artists’ market that for more than a century has drawn craftspeople from all over Mexico to sell their goods. In addition to kitchenware (handmade, blown glass swizzle sticks are a must-buy!), there are clothes, toys, and even musical instruments available for purchase. The market is big but not overwhelming, and bargaining is acceptable.
  • Les Houches bills itself as Chamonix’s go-to resort for families. And nothing encapsulates its relaxed, enjoyable atmosphere more than its outdoor ice rink. Located in the heart of the village, this popular spot not only provides a beautiful backdrop of Mont Blanc (check out the late-afternoon illuminations), it’s also free to use. Once the last shards of crimson glow have left Europe’s famous mountain range, skaters carve along under the stars—as late as 11 p.m. on Wednesdays and Fridays, with music playing throughout. Note: The rink is open from late December through the end of March, and ice-skate rentals cost € ($3.50).