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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.

North Star Pinball (or North Star Machines à Piastres, if you were wondering how to say pinball machine in French) is pretty much what you would expect from its name, a bar with a collection of about two dozen vintage pinball machines, most dating from the 1960s to the 1990s. There’s a long list of beers in bottles and on tap, cocktails (including seasonal specials), housemade ginger beer, and a short menu of bar snacks—pickled eggs, pepperoni, mixed nuts. Right on “the Main,” as locals refer to boulevard St-Laurent, the bar draws a loyal group of regulars who appreciate this no-attitude place.

Located inside the 1925 heritage building Five on the Bund, this chic space delivers on its name. Glide through a crystal curtain into a lounge decorated with swirling greens, blues, and golds, its walls lined with art from owner Michelle Garnaut’s private collection. Sip one of the 32 wines available by the glass, or sample a posh cocktail like the Saffron and Spice (saffron-infused brandy, star anise syrup, lemon, and apricot bitters). Hungry? Order a treat from Aussie chef Hamish Pollitt’s menu: Think down under, but with plenty of Southeast Asian influence, like beetroot and goat cheese tarts, beef tartare with pickled green mango and pomelo, and a truffled cheese toastie.

Half Moon Cay’s tropical setting will put many travelers in a mood for romance. If you want to get married or renew your vows on the island, Holland America Line can help with that. The Bahamian Church is located just off of Half Moon Beach and is built in a typical Bahamian style, with a trussed roof ceiling. From its front porch you’ll have views of the Exuma Channel and your ship anchored off the island.

Despite the fact that speakeasies of the prohibition age were illegal, their illicit nature created an allure that drew people in—never mind getting arrested. Nowadays, speakeasies are a sophisticated trend, and fortunately, visiting one doesn’t involve the possibility of jail time. Good thing, because it would be a pity to miss out on Charles H., the decadent, speakeasy themed cocktail bar on the lower level of the Four Seasons Hotel Seoul. Named after American cocktail writer Charles H. Baker, the menu features concoctions found by the cocktail connoisseur on his world travels, and showcases interiors meant to resemble the subterranean New York of a bygone era. Like a true speakeasy, there are no signs leading the way to the hidden door, but chances are an accommodating hotel employee may be able to provide a hint. 97 Saemunan-ro,Jongno-gu, Seoul

If you’re a fan of Chianti—or Italian wine in general—this is sacred ground. Winemaking has been in the Ricasoli family for centuries (some say this is the oldest winery in Italy, and one of the oldest in the world), and it was the 19th-century Baron Bettino Riscasoli—known as the Iron Baron—who invented the formula for Chianti at Brolio Castle in 1872. It’s worth a visit here for many reasons, including the sheer beauty: The castle is surrounded by nearly 3000 acres of valleys and wooded hills, and is home to 580 acres of vineyards and 64 acres of olive groves. The long list of tours and tasting experiences incorporate both the landscape and the history. Choose from a short Classic Tour, with a bit of background and some tastings, or from several options that take you into the vineyards, the ornate castle, and/or the manicured gardens. There’s also an active vineyard trekking experience, a sunset tasting, a private tasting/lunch inside the castle, and a progressive picnic that takes you to three scenic spots.

A recent addition to the Puerto Rican capital’s culinary scene are food hall–style spots where diners can choose among multiple kiosks, or stalls, each featuring a distinct kind of cuisine. Lote 23 is one such spot, located in the working-class neighborhood of Santurce. More than a dozen food entrepreneurs have fare on offer here, from pizza and tacos to bao and burgers. If you just need something to cool yourself off in the tropical heat, there are popsicles and cocktails, too. The alfresco eating area has plenty of picnic tables where you can sit and enjoy whatever you’ve ordered.

These days, a hip design hotel isn’t worth its salt unless it’s also home to an almost painfully trendy bar. But when Story Hotel first opened in 2009, on the border of two of Stockholm’s coolest neighborhoods, it set the standard to which all of the city’s subsequent boutique hotels would be held. The Story formula is deceptively simple: take one historic building in an achingly cool European capital and strip it down to exposed brick and concrete, and original hardwood floors, before decorating it with a sleek, unpretentious style that epitomizes Scandinavian design. Add a sprinkling of colorful graffiti art, and pair faded Persian rugs with collaged photographs and leather chairs. Make sure some rooms are small and affordable, while others are spacious and decadent.

The cuisine needn’t be fancy, but it ought to be high quality, just as the cocktails must be inventive and delicious. And don’t let the DJ-accompanied scene turn pretentious; everyone should feel welcome, and among friends. Story’s formula works, and there’s a reason this original boutique hotel is still one of Stockholm’s best.

This hip bar, perched 118 floors up at the top of the International Commerce Centre (ICC) building in the Ritz-Carlton, Hong Kong, claims to be the highest bar in the world, and it sure feels like it. And it’s not only way up there, it’s way out there. Sunday brunches may be genteel, but at night, the bar’s lighting is a retina-straining mélange of psychedelic pinks and purples to complement the dazzling cityscape below. If the sky is smog-free, the views are worth every penny of the pricey cocktails.

The Inca Trail is perhaps the most famous trek in Peru. This is the road to Machu Picchu, an ancient route that leads from the Sacred Valley into the heart of the Andes. You must obtain a permit and hire an official guide in order to hike the Inca Trail proper. There are plenty of tour operators in Cusco that offer trips up to Machu Picchu, so you should definitely look at reviews before you choose. For better or for worse, the tours are all-inclusive. The local tour operators employ porters to carry your packs and set up a camp. A team of local chefs will prepare three meals a day, and many hikers come back raving about the delicious meals. Keep in mind that the trek can be tough, especially in the first few days. The trail is often narrow, and it flirts with formidable heights. The mountains in this part of the Andes can rise well over 13,000 feet, and many hikers find themselves suffering from altitude sickness. Make sure to take a few days (in Cusco or the Sacred Valley) to acclimatize before you begin the journey. Finally: make sure to plan ahead! The Peruvian government limits trail access to 500 people per day, including porters. This regulation protects the local ecosystem and the delicate ruins, and it ensures that the trail won’t be too crowded. However, it also means that permits for the peak summer season sell out months in advance. If you aren’t able to get a permit for the classic Inca Trail, never fear: there are various other trails that lead to Machu Picchu.

Part of a family of three restaurants, Mango Mango has a prime location in Hoi An, on the Thu Bon River close to the Japanese Covered Bridge. Its bright interior—sunny walls; high, wood-beamed ceilings; a colorful replica fishing boat that doubles as a countertop—sets the stage for the modern Asian food. While many of the dishes have witty, pun-inspired names, like Lust in Translation (tuna rolls with seaweed) or Chasing the Chick (grilled chicken breast with house-made Asian pesto), the combinations of spice and texture are spot-on. In addition to the chow, expect delicious cocktails, Pasteur Street brews, and live music.

Never underestimate the power of shocking pink. The intimate but lively dining room at Dulce Patria—the smash hit by celebrity chef Martha Ortiz—feels not unlike a stage set. Soon after 2 p.m., it starts to fill with high-powered ladies-who-lunch types, cooing over a menu of updated Mexican classics with extravagant, architectural presentations that are at least half the fun. That said, chef Ortiz’s flavorful sculptures really deliver: Tastes are delicate, authentic, and quite delicious. The well-balanced offering presents ample choices without overwhelming, in favorites like the corn-kernel soup, a full portfolio of quesadillas, duck mole, and an extravagant dessert list (gelatin lovers rejoice) that really does drive home the dulce part. A recent seating included telenovela stars and a former Señor Presidente. And who knew there were so many edible flowers?

Hot chocolate may not sound like a Peruvian classic. However, this country grows some of the best cacao in the world, and sampling the local chocolate can be an exquisite experience. Be sure to visit the ChocoMuseo, a Latin American chocolate museum and workshop chain with locations in both Lima and Cusco. Here, you will find hot chocolate prepared fresh from pure, organic cacao bars – a truly decadent experience. You can customize your drink from a wide variety of chocolate types, based on place of origin and percent of pure cacao.

Built in 1901, the legendary “First Lady of Waikiki” blends Victorian architecture with a golden beach and turquoise seas. Putting a luxury hotel in a deserted backwater was a bold move—but one that paid off. Tourism took off here and the Moana remains its ruling monarch. One of the most lovely, historical hotels in Hawaii, it still has Ionic columns supporting an elegant porte-cochère, plus a long shaded gallery along its facade where rocking chairs encourage guests to watch the world go by. A $21-million renovation brought it up-to-date in 2014 and added a new beach club. But an exhibit room still honors its rich past on the second floor of the Banyan Wing, and serves as a jumping-off point for free historical tours (11 a.m., Mondays and Wednesdays).

Skiing, celebrities, and log cabins might come to mind when you think of Jackson, Wyoming, but the just-opened Anvil Hotel offers a hyperlocal new take on the picturesque town. New York design firm Studio Tack transformed a motor lodge into a 49-room hotel with a Shaker-inspired mid-century aesthetic, complete with iron bed frames and Woolrich blankets. Downstairs, there’s a general store selling hipster Western gear, as well as plenty of places to mingle with travelers and residents, including a zinc-topped bar serving cocktails by the famed New York City−based Death & Co. team.