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The 112-room Surfjack Hotel channels 1960’s Hawaii, with vintage upholstery on the headboards, reed ceilings, and midcentury modern furnishings. The onsite Swim Club, with its outdoor pool bar, hosts music events and movie nights. Don’t miss a meal at Mahina & Sun from celebrated Honolulu-born chef Ed Kenney, whose menu showcases island cuisine and ingredients, or a trip to the Olive & Oliver boutique, whose clothing and accessories line are inspired by Hawaiian culture.

The award-winning Depot is a restaurant with a difference run by quintessential Kiwi chef and author Al Brown. Squid ink linguine, pork hock and plump fresh oysters come hand-in-hand with wine on tap, old style crockery and super friendly service. I personally think the best seats are outside. Unfortunately they’ve succumbed to the “no reservations” disease so a good approach is to put your name on the door and then grab a drink across the road at Belotta in the SkyCity complex.

The morning mist rolls away as we float above in a hot air baloon, revealing the patterns of Napa serenely below.

A writer walks into a bar. It sounds like the beginning of a joke, but when it happened at the Buena Vista on November 10, 1952, a new drink was born. Stanton Delaplane, a longtime columnist for the San Francisco Chronicle, walked in on that chilly November day and told the bar owner, Jack Koeppler, about a warm whiskey-and-coffee concoction he’d tasted in Shannon, Ireland. The oft-told story goes that the two men spent the evening measuring and mixing and testing in an effort to re-create the drink. Eventually, the recipe was mastered, and seven decades later, the Buena Vista’s Irish coffee is as legendary as San Francisco fog. Bartenders in crisp white jackets line up glass goblets on the bar and make up to 2,000 Irish coffees per day.

Tucked away off a dusty road in a suburb of Nairobi, the Tin Roof Café at the Souk is a gorgeous little place with floral cushions, spindly garden chairs, tin pots of wildflowers, and mismatched pictures on the walls. The shelves are filled with books and board games, and large blackboards list the delicious array of food and drink on offer, from Ottolenghi-style salads to sandwiches, wraps, smoothies, and juices galore. Explore a bit further inside to find a bookstore, a housewares shop, and a jewelry shop. Lost your velvet bathrobe? Don’t worry—they sell them here. The café’s offbeat charm has proven so popular that a second location opened on Langata Road.

This fast-casual restaurant in the back corner of Bel Aire Plaza in Napa is all about natural and sustainable food and a mix of international flavors. As the name suggests, Heritage Eats sources all of the ingredients for its wraps, rice bowls, tacos, and sandwiches from purveyors within 50 miles of the restaurant. The result: food that’s both delicious and good for the planet. Portion sizes are generous, and Heritage uses its own hot sauces. When dine-in guests have finished their meals, they can spin a prize wheel to redeem different rewards, such as a free soda to a picnic for two. All the spinning and related hollering makes the environment festive year round.

Don’t be fooled by the simple-sounding menu at this top-notch Portree restaurant. The dishes here are complex but well balanced, featuring the soils and foams that have come to define haute cuisine. Chef Calum Munro uses local, seasonal products like freshly caught seafood and Glendale lettuce to create his modern Scottish cuisine, with dishes ranging from cod with lemon butter, cod’s roe, and caviar, to venison with red cabbage, juniper, and chestnut. For pairing with the menu, Scorrybreac also offers a varied selection of wines, Scottish single-malt whiskies, and local, artisan-roasted coffees, best enjoyed while gazing across the harbor to the dark, rocky cliffs in the distance.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

This is a classic record store with a focus on vinyl and includes a small coffee shop that hosts occasional acoustic concerts. Local bands set up their instruments in a corner and play for the store and café visitors. It’s one of those places that feels like it has always been there.

This tiny island is north of Isla Mujeres and Cancun and is only 26 miles long and offers visitors in search of a “Robinson Crusoe” experience the perfect escape. Long, sweeping beaches beckon with water sports, snorkeling, sport fishing, and total R&R. A shallow lagoon gives sanctuary to thousands of flamingos, pelicans and other exotic birds and creatures, allowing visitors the perfect spot in which to commune with nature. Several good restaurants and hotels are available and tours to area attractions can be arranged by ferry and small plane. Getting around the island is via bicycle or golf cart.

Island chic meets urban cool at the Caribbean’s first Park Hyatt, a welcome addition to Banana Bay’s powdery shores. With floor-to-ceiling windows, Scandi-mod furnishings, and freestanding tubs (that come with trendy Le Labo toiletries), the 126 luxe rooms and suites are hard to leave. However, you won’t want to miss the adults-only infinity pool or the on-site Miraval spa, which incorporates local flora into treatments like the soothing aloe-and-lavender body wrap. Also on offer are kid-friendly activities like rock climbing and storytelling with a local historian, making the Park Hyatt perfect for couples and families alike.

Lovers of Vienna’s homegrown early-20th-century Wiener Werkstätte design style will want to visit the Café Schwarzenberg: It was the preferred haunt of Josef Hoffmann. The illustrious architect who cofounded the Werkstätte drafted many ideas there that came to fruition. Opened on the Ringstrasse in 1861, the café takes its name from the nearby square that is itself named for the Prince of Schwarzenberg, a prominent Austrian field marshal in the Napoleonic wars. Guests are treated to huge vaulted windows under high ceilings and those who sit outside on the terrace enjoy views of the illuminated Karlskirche dome while they sip their Einspänner coffee with its dab of whipped cream on top.

Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.

Even if you aren’t planning to take a cooking course during your visit to San Antonio, a trip to the Culinary Institute of America is worth a visit. It’s a great area to walk around in, and you can try coffee and pastries at the CIA Bakery Cafe. You can also eat at NAO, the award-winning restaurant at the CIA that’s also part of the student’s educational experience. Be sure to make a reservation.

Occupying what were the Maison Blanche department store and the S.H. Kress & Co. five-and-dime, this stately hotel first opened its doors in 2000 after a $250 million overhaul of the then-shuttered Beaux-Arts buildings. After Katrina, the property underwent a second renovation, which included the expansion of its spa (now a sprawling 25,000 square feet) and the addition of a private entrance for Club level guests.

This is a Ritz-Carlton, so you can expect the same (high) level of service and luxury—think ornate furnishings, sumptuous linens, and a $3.5 million art collection—as at other properties within the brand. But the property isn’t just another Ritz. Bellmen wear seersucker, the bistro serves po’ boys, and there’s live jazz in the lounge (which also serves a mean Vesper).