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About 500 yards north of the Grand Turk Cruise Ship Center, this beach bar and grill makes an ideal place to while away a sunny afternoon sipping drinks with your toes in impossibly blue water. The family-owned tiki hut has a large patio, lounge chairs, and its resident goldendoodle, Topher, serves as a friendly ambassador. The smell of grilling jerk chicken will lure you up from the beach (Jack’s also rents beach chairs, in case you want to stay local after your meal). The menu offers a simple yet filling mix of conch, burgers, and local seafood to go with the selection of fruity cocktails.

Privately owned Cavallo, just a mile off Corsica, is the only inhabited part of the Lavezzi Islands. It’s no more than half a square mile in size (120 hectares), but it was valued even back in the days of ancient Rome, when the Romans established granite quarries here. And while the island is French, it has been a favored retreat for Italian vacationers since the 1970s, when celebrities first came to frolic among its secluded coves. It’s still a peaceful oasis, with only bicycles and electric golf carts allowed on its winding roads.

If the city has you overwhelmed, whether by its chaos or its abundance of choices, and you want to take refuge in the familiarity of a hotel bar, you can’t do much better than St. Regis’s King Cole Bar. Sit inside at the bar or on one of its loungers and enjoy live music with your drink, or—better yet—head out to the terrace, where you can watch traffic zip by on the city’s main avenue, Paseo de la Reforma. You’ll also be looking out upon the Diana the Huntress fountain, a snapshot-worthy landmark in this city that has no shortage of them. In fact, you can also see the Angel of Independence statue and Chapultepec Castle from here. As for drinks, the must-try is the Sangrita Maria, a blend of mezcal, sangrita, and pasilla chile puree. Every St. Regis bar creates a signature cocktail, and this one is definitely representative of Mexico City. If you’re a smoker, ask to see the bar’s cigar selection.

Less than an hour from Guadalajara, Lake Chapala—Mexico’s largest lake—offers a relaxing respite from the big city. Visitors can enjoy drinks or a meal at one of the many restaurants on the pier, watch the sunset from a sandy beach, or rent a boat to the Island of Scorpions for a different view. There are plenty of boutique hotels around the lake should you be interested in an overnight stay.

To get to Lake Chapala, catch a direct bus—they leave every 30 minutes from Guadalajara’s Old Bus Central. The air-conditioned ride through the mountains of Jalisco takes somewhere between 45 minutes and an hour, depending on traffic, and costs approximately US$5 for a round-trip ticket. Once you arrive at the Chapala bus station, the lake is about a 10-minute walk away on the main street.

A city of red-tiled rooftops, pine- and cypress-shaded hills, and sparkling turquoise waters, the Old Town of Dubrovnik stuns with both its architecture and scenery. Its surrounding stone walls, built between the 11th and 13th centuries to protect the city from war and epidemics, stretch for a full 1.3 miles, comprising an immense system of forts, bastions, and walkways that offer breathtaking views. Hike along them, then be sure to check out the Lovrijenac Fortress, built atop a 100-foot rock looking out toward Venice (Dubrovnik’s historic rival). The Old Town’s main street of Stradun, known locally as Placa, is also worth exploring. It’s especially nice in the late afternoon, when the sun shines off the historic buildings and swallows soar in the blue sky above.

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.

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

If you’re in Madrid and in the mood for tapas, you might not know exactly where to go or what to taste. The Mercado San Miguel (metro Sol) takes away all that decision-making by providing you with a taste experience all under one roof. The old, derelict market was renovated just a few years ago and turned into an upmarket culinary emporium of sorts. It has more than 30 food stalls, each selling something different. My favorite is the bellota ham sold at Carrasco, but there is plenty more. You can sample sherries and Rioja wines at the wine bar, or do as Spaniards do and pick away at tapas as you make your way through the market. I highly recommend the croquettes, or croquetas, in one of the outside alleys: they have ham, chicken, shrimp, cheese and a variety of others. The more standard tapas area easy to find, like tortilla, and seafood is beautifully laid out for you to pick and choose. Right in the middle is my top-rated tapa place. I couldn’t find a name for it but it’s the largest counter, shaped like a U, and has everything from potatoes aioli to steamed razor clams, with everything in-between.

Though the name translates as “hunting and fishing club” and clubby decor (inherited from the previous restaurant) prevails, Le Club was never, in fact, a private club. The menu also pays a nod to the restaurant’s name with its local fish and game dishes that are served in the dark, intimate, somewhat stuffy rooms. (The same group has three more casual options if that sounds more appealing: Le Serpent, the buzzy Le Filet, and the family’s Italian cousin, Il Miglio.) In the winter, Le Club is open for dinner only, while in the summer a terrace provides the perfect setting for a long, leisurely lunch of chef Claude Pelletier’s sophisticated take on Québecois cuisine.

If you’re coming to Telluride to be part of the action, the New Sheridan might be for you. The town’s social hub for more than a century, the historic hotel features two dozen rooms and suites, done up in elegant but updated Victorian style. Interior rooms are the smallest but quietest, while third-floor accommodations offer the best views of Ballard Mountain. The Ballard Suite includes a separate living room and can be connected to two other guest rooms for a family or large group.

New Sheridan guests enjoy free access to a 24-hour gym just a few blocks away, as well as ski lockers and boot heaters in the downstairs ski room, and discounted food and drinks at the on-site restaurants and bars. Virtually the same since 1895, Historic Bar is a local favorite, with regular drink specials, live music, and foosball and pool tables. On a fine summer day, however, The Roof is the place to be. There’s also Chop House Restaurant for prime aged beef and fine wine, and Parlor for breakfast and light meals. The New Sheridan even serves as a gallery and atelier for its artist-in-residence, Roger Mason, a painter who can often be found outside the hotel, working on another colorful Main Street landscape.

Located in the historic neighborhood of Sarona, a 19th-century German Templars settlement, Tel Aviv’s Sarona Market is a gourmet center. Inspired by food markets around the world, such as London’s Borough Market and New York’s Chelsea Market, the 94,000-square-foot space houses nearly 100 specialty food shops, stalls, and eateries. From cheese shops, knife makers, butchers, and local-produce stores to chocolate boutiques, bakeries, and ice cream parlors, there is something for everyone at Sarona. Visitors can walk around and learn about Templars history, or join one of the daily tours. In the summer, locals and tourists alike rent baskets from Picnic in the Little Italy section of the market, and eat lunch on the grass lawns.

Hotel de Russie’s fabulous courtyard bar is the place to live Rome‘s 21st-century dolce vita. The hotel itself is the preferred address for VIPs and celebrities, so it makes sense that the garden bar is a posh and private Eden. At any time of year, the city’s best-dressed hold court at the outdoor tables, while a seat at the indoor bar is akin to winning the Iron Throne. It’s important to note that, since the Stravinskij Bar single-handedly resurrected Rome’s cocktail scene, drinks will cost you royally. Try the signature martini, The Gibson.

One of Caye Caulker’s best beach bars is also its friendliest. Set right on the Split—a narrow channel dividing the island’s north and south portions—Caye Caulker’s most social corner invites tourists and locals to gather for a swim off an extended dock, or to enjoy a cocktail and music. Lazy Lizard’s recently upgraded look includes a variety of umbrella-covered wooden picnic tables, seating under palapas, and a new beach extension with steps leading into the shallow sea areas for easy entry. On the menu, you’ll find typical bar bites: burgers, fish tacos, and full meals like a lobster plate. The bar holds occasional full-moon parties, live music, family-fun days, and beach volleyball tournaments.

Named for the beach it sits on and famous for its views, Moonstone Grill is set at the junction of Little River and the Pacific, with a patio and large windows overlooking both. Given its full bar and specialty cocktails, many visitors like simply to enjoy a drink and take in the sunset. That’s a shame, because the food is good, too. The menu consists of local appetizers, seasonal seafood plates, and top-notch steaks. It’s not cheap, and you’ll want to make a reservation: Word has gotten out about this high-end, low-key Humboldt classic.

This Madrid-style tavern specializes in Spanish as well as Italian, Lebanese, and Mediterranean tapas. Like many other spots in Barrio Escalante, Olio is known for its lively atmosphere—yet not so lively you can’t carry on a conversation. Its exposed-brick walls and eclectic decor lend it a particular warmth. The restaurant is also famed for cocktails, European wines, and fusion sangrias in locally inspired flavors like pineapple or watermelon.