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The cultural heart of Wellington is right downtown on Cuba Street. Here art galleries rub shoulders with boutique cafes, and there’s more than an enough independent bookshops, thrift stores, and quirky bars to keep even the most alternative traveler sated. If you’re looking to mingle with locals and really get a feel for what makes Wellington special, look no further than Cuba Street. And if you have a hectic New Zealand itinerary, Cuba Street is a great spot to just relax and enjoy the capital.

Cheese connoisseurs, welcome to heaven. Casa Gonzalez has been serving up the widest selection of queso (cheese) with an authentic flair for years. The wine list does not disappoint and somehow the service is always smiling, even when the bar is packed. If you’re not a cheese lover, fret not, there is an assortment of Iberico meats on offer, tapas, and even their olive oil toast is delicious. Expect it to be busy on weekends, as the central location makes it a prime hangout for many Madrileños.

Some say that Keller’s second restaurant in Yountville is even better than his flagship, the French Laundry. The rest of us may never know. But Bouchon is open until midnight seven days a week, and you can grab a seat at the bar without a reservation and spare yourself the theatrics of the more formal dining. Champagne, oysters, and French fries are a fine first course, and the bar also makes a mean martini.

Bouchon is a Thomas Keller star (at a third the price of French Laundry). which serves unpretentious, French fare with a Keller twist. From Croque Madame to steak and roasted chicken, the kitchen puts out classical French bistro fare. Try sitting at the marble-topped bar with a Pastis in one hand and a spoon for mussels in the other. Not only is it quite affordable, but if you are lucky enough to snag an outdoor seat, you may also sit, Paris-style, all afternoon chatting with friends (and I dare you to resist walking into the Bouchon bakery two steps away to complete your meal- or grab a foie treat for your dog!).

Camille’s on Wheels is a roving food truck. Undoubtably, the blue and green truck will be on Oahu, but finding Camille’s location can be like a game of hide-n-seek. Camille cooks for film crews and caters events. Her food is prepared from scratch and her local flavors are favorites of anyone who finds her. Here food includes BBQ and a selection of tacos. Appetizers and desserts are also on the menu.

Strictly locals convene at this shoebox-sized café with herringbone floors, a vintage sofa, and seven tiny tables steps from Josefstrasse’s funky boutiques. Coffee geeks will feel right at home—beans are roasted just two doors down, there’s a Dalla Corte espresso machine in the corner, and all sorts of intriguing paraphernalia are for sale (think Japanese siphons and mills). Still, the quirky non-caffeinated beverage selection shouldn’t be missed; there are Traktor smoothies, Thomas Henry sodas and mini bottles of Prosecco.

Jamaica’s most touristy site—famous for being featured in the James Bond movie Dr. No.—is also one of its most beautiful, in spite of the countless bodies that visit and attempt the climb daily, both locals and tourists. The view of the falls is spectacular. And call it cheesy, but it’s actually fun trying to ascend stone steps while being splashed by 600-foot-high powerful falls that cascade down into a jade pool. Grab a licensed guide on-site if you need one, otherwise latch on to one of the human chains you’ll spot when you arrive. The falls are just a stone’s throw from Ocho Rios, so any route or shared taxi will make a stop here for a few bucks.

A favorite live music venue among locals and tourists in Negril, MXIII attracts a variety of big and smaller names onto its outdoor stage throughout the year. It also hosts the well-known annual Bob Marley Birthday Bash festival in February. Located on the cliffside of Negril, the venue is run by active, longtime resident entrepreneurs who are passionate about keeping the West End’s authenticity and entertainment vibe alive. Look for posters around town or billboards outside the venue for upcoming performances.

Who’s got the best view up in the Blue Mountains? It’s not Strawberry Hill, it’s the Jamaica Defense Force! The view from the military barracks and training ground—a short drive up from Mount Edge Guest House—is stunning, with the peaks and the coastline stretching ahead. Too bad you can’t stay here. But you can certainly get a ride up and quickly take in the scenery and a snapshot. If you’re lucky, you’ll spot the troops during a drill.

The Pinnacle is a posh apartment building in Singapore’s hip Duxton Hill neighborhood, known for its Skybridge. Soaring 50 stories above the city, it offers views that are arguably the best in Singapore. The bridge is open to both apartment residents and the general public from 9 a.m. to 9 p.m. daily, except during special events such as the National Day fireworks. Only 200 public visitors are allowed up each day, so get there early.

Dining at one of Negril’s excellent cliffside restaurants is highly recommended, and the gorgeous setting of Ivan’s Bar & Restaurant at Catcha Falling Star makes it a very nice option. The longtime favorite has one of the best views along the coast and serves lobster dinners and classic Jamaican cuisine with a bit of a modern twist. Guests are seated under an open-sided thatched roof or out under the stars at private tables on a patio near the cliff’s edge. Another favorite choice for romantic cliffside dining is the restaurant at Rockhouse Hotel. (If you want more cocktails post-dinner, walk down to LTU Pub and mingle with the locals. Casual eateries and cliff bars along West End Road include 3 Dives and Sips & Bites.)

A bit of a dive a mile and a half from Santa Fe’s tourist center, Maria’s has been a local favorite since 1952. The food is straightforward and delicious, but the place is at least as beloved for its margaritas—an eight-page menu lists more than 200 choices, all made with 100 percent agave tequila and lemon juice—which routinely win “best of” awards from local publications. Read more about green chilis. This appeared in the January/February 2014 issue.

If you’re looking for a unique fine-dining experience under the stars, away from tourists and with gorgeous night skyline views, look no further than Robbie Joseph’s Seahorse Grill. Tucked on the grounds of the Montego Bay Yacht Club, this restaurant is popular among expats and residents and remains a best-kept secret. Classy yet unpretentious, it offers outdoor, waterfront dock, and terrace seating and “global cuisine with a twist of West Indian flair.” From a juicy steak night—hard to find in Jamaica—to pastas and Jamaican seafood specialties, you’ll be talking about that dinner under the stars for a while to come. The cocktails are pretty fabulous, too. This restaurant is a west coast gem.

You’ll more than likely gasp when you first glimpse this 180-foot-deep, jade- and sapphire-colored body of water surrounded by verdant rain forest. Though you can spot it from the road as you drive along Port Antonio’s east coast, the Blue Lagoon is best appreciated while gliding across it on a bamboo raft. The entire scene looks straight out of the movies, which is why locals would probably tell you that it was a location for the eponymous 1980 movie starring Brooke Shields (which, in fact, was filmed in Fiji). Even if you don’t hop on a raft for a float, at least get out of the car to take in the stunning view. (An on-site restaurant and deck were closed for renovation some years back and still haven’t reopened.)

This mid-century modern former gas station was intended to be the first thing that people saw as they approached Palm Springs from the highway. Today the building serves as the Palm Springs Visitor Center. It’s worth it to stop by just to admire the architectural details up close, but you can also gather information and tips for your stay at the same time. The friendly staff can tell you about upcoming events, noteworthy restaurants, and shopping areas.