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Few venture this far east in Jamaica, but those who do will find one of the most authentic sides of the island, and the most secluded of getaways. A charming fishing village about thirty minutes past Port Antonio, Long Bay is as peaceful and scenic as it gets, with just a handful of affordable, casual guesthouses perched atop dramatic cliffs and overlooking a long stretch of deserted beach. No frills here, just nature and culture. The fresh ocean air, the roadside fresh seafood shacks and friendly locals will have you staying longer than you planned. Be sure to drive along the coastal highway and head as far as Manchioneal, another stunning fishing village that feels thousands of miles away from the touristy side of Jamaica.

The Salt Cellar is perched at the top of Gold Hill in Shaftesbury with sweeping views across the Blackmore Vale. This very picturesque hill is really steep and has been used in films. This is a very popular cafe with locals and sits underneath the town clock in Shaftesbury.When visitors come to look at Gold Hill they often walk by without noticing the cafe. If only they turned around. There are benches outdoors and highly sought after window seats indoors with views to enjoy. And then the food. Delicious locally produced salads, sandwiches, daily specials and coffee and cakes. Worried about the calorific value of any of this food? Just walk up and down that hill a few times.

Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.

Hawaii Sea Spirits is behind Ocean Organic Vodka, widely recognized for its turquoise bottle inspired by the 14th-century Japanese glass fishing net floats that used to wash ashore in Maui in abundance. At the company’s distillery on the slopes of Haleakala, entrepreneur Shay Smith desalinates deep-ocean mineral water from off the Kona Coast of Hawaii, then adds the bounty of his 80-acre organic farm, where he and his team cultivate more than 30 varieties of Polynesian sugarcane without the use of GMOs, herbicides, or pesticides. Discover the intricacies of his harvesting and distilling process on a farm tour, which takes place seven days a week, then hit the gift shop and stock up on vodka to take home.

Originally opened in 2006 by chef David Husereau, known for his appearance on Chopped Canada, Evil Dave’s Grill may have since changed ownership, but the menu remains prime-time ready. Try the Cowboy Sushi, the Luscious Lollipop Shrimp, or the Malevolent Meatloaf (best name ever), which is made with 100 percent lean ground bison and wild-boar bacon. Dinner dishes range in price from $23 to $40, and they offer more quality and creativity than most other comparably priced restaurants in town. Pair your meal with a cocktail from the elixirs menu—popular ones include the Karma Police, made from Malibu Mango rum, Hpnotiq liqueur, a mandarin wedge, and ginger ale.

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.

Haleakala, a huge and dormant shield volcano, forms more than 75 percent of Maui’s landmass. As such, it pretty much demands you ascend its slopes and peer into its crater—the island’s very soul. Legend claims the demigod Maui snared the sun here, freeing it only after it swore to inch more slowly across the sky.

The 38-mile, two-and-a-half-hour drive up Haleakala climbs from sea level to 10,023 feet through several different ecological zones. One of the most popular ways to experience the volcano remains cycling down from the summit at sunrise. Do it yourself if you’re confident, or join a guided tour (Skyline Eco-Adventures offers one that includes a zip-line ride). Once you’ve mastered the motion—and the 21 switchbacks along the road—effortless downhill freewheeling rewards you with unsurpassed views of the island. If you’d rather savor the vistas from a lofty perch, drive to the top for the sunset or book an overnight at one of the park’s wilderness cabins, accessible only by hiking trail.

Nick’s is a Southern California institution, with coastal locations in Long Beach, San Clemente, Manhattan Beach, and Pasadena. The Laguna outpost has the others beat, however, thanks to its perch just across the street from Main Beach. Diners can head here after a long day in the sun for delicious takes on classic American dishes, from buttermilk fried chicken and San Francisco cioppino to rib eye melts and cheeseburgers with Thousand Island dressing. Whatever you choose, pair it with a house cocktail (you can’t go wrong with the jalapeño-watermelon margarita) as you watch the sun set over the Pacific.

Pizzeria Antico’s Italian decor couldn’t be more bella, from the distressed chairs to the white marble bar to the vintage road bicycle perched above the open cucina. Flatbread aficionados will find familiar fare such as the Margherita, funghi, and quattro formaggi along with house-made pastas like gnocchi di Antico. The gnocchi, made with Pemberton potatoes grown nearby and dressed simply in a garlicky tomato sauce, are absolutely sublime.

Cooked in an open pit over pimento wood, the jerk preparations here are all authentic and—according to most locals—the best on the island. Traditionally spiced chicken and pork, as well as a less fiery fish version, served in a tin container along with rice and peas and festival bread (akin to hush puppies). Getting your order to stay means eating while perched on wooden barrels, which certainly adds local flavor. While enjoying the delicious meal, you’ll get to observe the seemingly endless line of customers, and perhaps get a ringside view of a lively and noisy game of dominoes.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

Deemed the second-smallest Catholic church in the world by the Guinness Book of World Records in 1983, St. Francis by the Sea clocks in at just 1,008 square feet, with room for just 42 people at Sunday mass. While it’s certainly diminutive, it more than makes up for its size in charm. In addition to hosting regular services, the church is home to the National “Sick Call” Set Museum, which features kits from as far back as the 1880s that were used to perform last rites. In the choir loft, visitors can peruse everything from crucifixes and bowls for holy water to devotional items like statues, then head downstairs to ogle the church’s beautiful stained-glass windows and wood-beamed ceilings. Though St. Francis doesn’t hold regular hours, guests are welcome following Sunday mass or during larger Laguna Beach tours.

Leb-i derya is one of those fabulous fancy restaurants perched high above the streets of Beyoğlu with amazing views of the Bosporus, Maiden’s Tower, Asia and old Istanbul’s peninsula. You could walk past the building so many times on its dimly lit street without realizing how magnificent the view from the top is. This light and bright sophisticated rooftop restaurant offers traditional Turkish flavors with a modern twist, as well as gourmet-style international favorites. In summer, management opens the doors to an open-air terrace ideal for sunset cocktails. It really is an iconic city rooftop for special occasions—or for saying good-bye to Istanbul on your last night in the city. Enter off the sloping Kumbaracı Yokuşu (street) which runs off Istiklal street near Tünel. Reservations are advised.

Continental Europe’s largest shopping department has been supplying well-heeled Berliners with fine foods and upscale fashion for over a hundred years. Eight floors specialise in different goods, but the two most impressive are the ground floor and its ‘Luxury Boulevard,’ which features stores by the likes of Chanel, Bulgari and Tiffany & Co., and the sixth floor’s food hall, where regulars and visitors alike can be found perched at the champagne and oyster bars. More modestly-priced meals and some impressive views can be found in the glass-ceilinged cafe-restaurant on the seventh floor.

(Note: Google insists this is Kamuela, it is Kohala) The lava coast of Kohala on the Big Island is dramatic. Waves dash against the black rocks relentlessly until eons from now they will be sand. True, there are fewer white-sand beaches per square foot of land on the Big Island than others in the Hawaiian chain, but the island is huge. Beaches here often hold secrets, are the sources of legends, and are part of the circle of life for creatures indigenous to Hawaii. There have been lava flows since the ahapua’a land divisions were formed, but from the very tops of the mountains running to the sea, most beaches remain intact. One of my favorites is in a little inlets fronting the Mauna Lani Bay Hotel on Makaiwa Bay called Keiki Beach. Not for much swimming, it is a sandy-bottomed dipper’s delight or, as the name states, a place for children (keiki) to play in. A tree for shade, sand, tide pools to explore, a canoe house (hale) covering a koa canoe nearby, and a friendly turtle (honu) who feeds here are all part of what could be a perfect day. There is surf off the point in winter and snorkeling in other seasons. You might even want to rinse off and have lunch at the Mauna Lani pool restaurant. Parking is a good 15 minute walk via a trail. Follow signs to public parking off Mauna Lani Drive, bring water and beach gear, and get there early. Of course you could stay at the Mauna Lani Hotel and Bungalows too. http://www.maunalani.com/