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  • 297 Shore Rd, Chatham, MA 02633, USA
    Every story about Chatham Bars Inn surely features the veranda, a wide porch with companionable groupings of wicker armchairs and table service that alleviates the need to fetch your own drink—so you never have to look away from the serene view of sailboats and swooping seabirds.

    Chatham Bars Inn excels memory making and, in addition to spaces like the verandah that make you feel you’re part of a generous and grand tradition, this Cape Cod resort has created intimate places (a small library, a settee in front of a fireplace, a private deck outside your cottage, chairs arrayed around a fire on the beach) where your private traditions will be forged.

    It faces the aptly named Pleasant Bay, calm waters sheltered from the Atlantic surf by barrier islands. And you’ll find it’s impossible to forget where you are: The fleet of sailboats and fishing boats and runabouts keep the ocean top of mind while the creative menus in the dining venues (centered around the catch of the day and the seasonal produce from their own eight-acre farm) are likely the most locavore of any property of this caliber.

    Originally built as a private hunting lodge, the inn has been in business since 1914, which means many guests have been coming here since childhood. This curated version of a Cape Cod beach vacation is a decades-long habit for those guests—and one that new arrivals may be inspired to adopt. Pride of place is strong here and guests get caught up in it, too. While you don’t have to shuck the clams or dig the potatoes yourself (though those could probably be arranged upon request), you will never feel insulated from the experience of this distinctive part of New England.
  • Av. del Pescador, El Medano Ejidal, 23453 Cabo San Lucas, B.C.S., Mexico
    While much attention is paid to the Japanese and Italian influences on Los Cabos cuisine, one of the very best spots in town is an Argentine entry. The low-key, low-lit courtyard restaurant Chamuyo features a dozen or so tables, a long bar, and a traditional Argentine grill. The steak-house menu sends you on a culinary adventure through Buenos Aires dance halls and the verdant pampas. Meat-stuffed Argentine empanadas (markedly different from the Mexican variety) are served oven-baked or fried, and make excellent starters. For your main course, try chef Marcelo Romby’s 22-ounce beef ribs, which he slow-cooks for more than four hours. Pair it with a bottle of Baja red and, if you can, save room for some first-rate alfajor cookies.
  • Sheraton Grand Hacienda del Mar Los Cabos, Carretera Transpeninsular Km. 10 Lote D, Cabo del Sol, 23450 Cabos San Lucas, B.C.S., Mexico
    For more than two decades, Chef Volker Romeike’s standout restaurant has charmed patrons at the Sheraton Grand Los Cabos Hacienda del Mar with its Pacific Rim concept, ocean views, and dramatic design. Pitahayas—both space and the menu—got an updated look in 2015. A newer focus on blending Mexican and Asian flavors has allowed Romeike to show off his culinary creativity. Duck lumpia (like a spring roll) is served with a papaya salsa; a taro tostada comes topped with carnitas (braised pork); and tuna poke comes with watermelon and chili powder. For special occasions, consider the Cava de Santiago wine cellar, which houses some 400 vintages. The restaurant’s bar also offers Social Fridays, when limitless drinks can be had for a not unreasonable tariff.
  • Plaza de la Independencia, Calle 5a Este, Panamá, Panama
    The structure in the Casco Viejo that houses this museum has a fascinating history. When it was built back in 1874, its facade—which features mansard roofs and gaslights—was an architectural novelty for Panama. Count Ferdinand de Lesseps acquired it in 1881 to headquarter the Universal Inter-Oceanic Canal Company; it then fell into U.S. hands as part of that nation’s canal-building concession. A museum since 1997, it features 11 exhibition galleries and presents a rich learning experience on conserving, researching, and giving voice to Panama’s history, such as the Torrijos-Carter Treaties (which returned the canal to Panamanian hands) and the Panamanian flag that was damaged on January 9, 1964, during an event known as Martyrs’ Day, one of the bloodiest episodes in the struggle for control of the canal.
  • Praça Mauá, 5 - Centro, Rio de Janeiro - RJ, 20081-240, Brazil
    A mixed-use space for art, education, and history—inside a restored early-20th-century palace—the Museu de Arte do Rio (MAR) is a landmark in the city’s harbor zone. Walk from the top floor down, fifth to first, following an exhibition itinerary that touches on different elements that have left their mark on Rio’s rich history. At the end of the visit, go back upstairs for some refreshment at the excellent terrace restaurant that offers boffo views of Guanabara Bay. On the plaza out front, the Museu do Amanhã (Museum of Tomorrow), a science museum housed in a stunning building designed by architect Santiago Calatrava, can provide a visit that nicely pairs with your MAR expedition.
  • 2224 Bay St, Fort Myers, FL 33901, USA
    The most stylish spot in Fort Myers’ River District, Firestone occupies a historic, four-story building right on the water. In the restaurant, guests enjoy steak and seafood specialties paired with fresh, local produce. Also onsite is the rooftop Skybar, open daily from 4 p.m. for sweeping views of the Caloosahatchee River and Downtown River Basin, as well as a special martini bar, which welcomes patrons on Friday and Saturday nights.
  • 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.
  • 440 South Anaheim Boulevard
    Starting in 2014, this collection of historic buildings was reinvented as a gastronomic hub—helping to revitalize the city’s downtown in the process. An early 20th-century citrus packing warehouse became the Anaheim Packing House, a virtual United Nations of food: Walking through the 42,000-square-foot hall, you’ll find citrusy ceviche at Urbana, fried chicken sandwiches at Sweetbird, garden-fresh hot pot at Rolling Boil, organic curry at ADYA, and matcha shaved snow at I Am. Craft beer—quickly becoming a signature of Southern California—is in no short supply, thanks to bars like Anaheim Brewery, housed inside a 1925 mission revival building. A circa 1917 marmalade factory became the MAKE Building, where you can linger over a flight of California reds at Pali Wine Co. or a plate of pulled pork at Jav’s Barbecue. The compact district is distinctly Californian, from the succulents and air plants inside to the palm trees and olive groves of Farmers Park outside—a grassy knoll where, at any given time, you might happen upon a free yoga class, a gardening demo, or a live acoustic band playing under the sun.
  • 67402 Drive Thru Tree Rd, Leggett, CA 95585, USA
    So you want to drive through a tree? Well, you’ve got options. (At least for now. Since no new drive-through trees will be created any time soon, for obvious environmental reasons, the existing ones are maybe the last of their kind.) There are actually three trees in the vicinity of Redwood National and State Parks whose trunks are wide enough to accommodate a car. The Chandelier Tree, at the Drive-Thru Tree Park, may be the most well-known and most frequently photographed; pay your $5 and get behind the wheel. The Tour Thru Tree, near Klamath, is the other tree with a human-constructed tunnel. The only organically occurring drive-through tree in the area is the Shrine Tree in Myers Flat, on Avenue of the Giants. The opening in this tree was primarily nature-created—though at this point it’s held together with some human help. Shrine also has a fallen tree with a drive-up ramp, a stump you can walk through, and a couple of playhouses carved from redwoods.
  • The quiet beauty of this church, built by John Cottle in 1824, is enhanced by its noble backstory—it was the first house of worship on Nevis where whites and blacks could pray together. Having fallen into ruins more than once, the church exists today as a roofless shell, but manages to retain its simple dignity and an important place in Nevis history.
  • If you’re headed for fun and sun on the delicious stretch of beaches along the coast at Ramatuelle, Club 55 is the place to go for the ultimate jet-set lunch alongside vacationing international stars. Caviar and excessively expensive champagne is available upon request, bien sûr. Mere mortals may prefer the more affordable scene at neighboring Moorea Beach, where guests can get their hair or nails done at the on-site salon as they wait, and can retire to the legendary Claudy’s Bar after dinner.
  • CoLAB, one of Rio’s coolest venues, may serve breakfast all day but it is much more than a breakfast joint. The tight space starts the day as a coffee house, then morphs into a cafe in the afternoon, and as the night falls, it becomes a bar. In addition to sundry coffee, granola, and artisanal baked goods, there are brunch items on the menu, as well as several curries, “street food” prepared with care (the falafel is especially recommended). The drink menu includes a range of nonalcoholic choices like kombucha and lemonade, as well as beer, and both classic and creative cocktails. A recent expansion introduced an additional small space for live music, a chill second floor, and a terrace. A performance schedule can be found online.
  • Via di Piaggiori Basso, 55018 Lucca LU, Italy
    The area of gently rolling hills just to the northeast of Lucca is famous not only for its impressive villas, but also for olive oil and wine. A perfect gastronomic stop-off between visits to the magnificent Villa Mansi and Villa Torrigiani, the 30-hectare farm estate Colle di Bordocheo produces both, and offers tastings and tours for visitors. Estate wines such as the complex, spicy Picchio Rosso (a blend of sangiovese, merlot, and cabernet grapes) and the white Bianco dell’Oca (chardonnay, vermentino, sauvignon) marry well with the house extra virgin and platters of local cheeses and foccaccie. Book ahead and you can add lasagne and cold cuts to the basic €15 per head package, making a fine, rustic lunch. There are also apartments for rent on the estate, which lies in a strategic position for visits to the coast, the lush, mountainous Garfagnana region, Florence, and, of course, Lucca.
  • Dương Tơ, Phú Quốc, tỉnh Kiên Giang, Vietnam
    Situated closer to Cambodia than Vietnam in the Gulf of Thailand, Phu Quoc has arguably the best beaches in the country. An international airport opened in 2012, raising the island’s profile and bringing in droves of visitors. Despite this, the island retains a laid-back, underdeveloped charm, and its coast is still dotted with small fishing villages with brightly painted boats. The interior of the island includes plenty of forest, while some of the land is earmarked for growing black pepper—pepper from here is famous throughout Vietnam. The best beach lies to the west of the town of Phu Quoc; it’s a 13-mile long straight stretch with golden sands, coconut palms, and clear turquoise waters. The An Thoi Islands, south of Phu Quoc but still part of its marine park, offer excellent snorkeling and diving during the dry season from December through May.
  • 20 W 29th St, New York, NY 10001, USA
    With headquarters in Portland, Oregon, the Ace Hotel brings a dose of Pacific Northwest cool to the Flatiron District of Manhattan. Located in a turn-of-the-century building, the Ace has become a hub for stylish visitors and freelancing New Yorkers—locals often set up shop in the hip lobby to work and sip Stumptown coffee. The aesthetic is laid-back yet creative, with fun local art, free Wi-Fi, and quirky touches like tabletops made from discarded Hubble telescope lenses. The Ace is unpretentious and inviting, with a social and interactive lobby and two destination restaurants. Rooms range from small bunk rooms to spacious loft suites—offering a match for a variety of price points.