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Although Troutbeck’s current incarnation only opened in 2017, the estate property has stood in the Upstate New York town of Amenia for considerably longer. It started in 1765 as an inn and tavern and, over the years, has hosted some of America’s most celebrated literary greats, from Mark Twain to Ralph Waldo Emerson. While the historic home now includes plenty of modern comforts, it also retains many of its old-fashioned features, from the wood paneling in the cozy living room to the enchanting Walled Garden, which was constructed over a century ago to house the then-owner’s collection of clematis. The property also has a lovely outdoor swimming pool, tennis courts, an elegant ballroom that’s popular for weddings, and a range of stylish rooms and suites, many with big windows, four-poster beds, and deep soaking tubs.

Pearl restaurant is a short, ten-minute walk along the water from the Fairmont Hamilton Princess. Its second-story location—above the Port o’ Call restaurant—provides views over the harbor, but you may find that the sushi and the sake cocktails here command your attention. “This is the place to go for melt-in-your-mouth sushi,” according to Rebecca. “My favorite is the Rockfish Usuzukuri which comes with red onion, pink ginger, and a rice wine vinegar and chili oil reduction. It is pure heaven! After dinner, stop at the Port o’ Call downstairs for a drink. It’s a perfect and popular Friday night itinerary.”

A favorite with the locals, especially government workers at lunch, this place is always packed, and with good reason. For $10 or less for an authentic and delicious lunch special (with a drink), this place is a steal. Try the asopao de camarones (shrimp soup with vegetables and saffron rice) with a side of tostones (mashed and fried plantains) and ask for the local hot sauce, pique, a smoking mixture of habañero peppers, black peppercorns, spices, and oil and vinegar. Service is reasonably fast and the waiters are friendly, but certain times of day (12-1pm weekdays, and 6-8pm on weekends) can be impossible for getting a table. Reserve ahead, or be prepared to wait in the plaza nearby.

The Herdade da Malhadinha Nova is located in Albernoa, in the heart of Baixo Alentejo and offers comfort and design in a perfect harmony between Nature and the surrounding Landscape. Its concept is based on offering experiences wrapped in the theme of wine, as well as Wine Tourism, Hotel and Restaurant. Wines are the Herdade da Malhadinha Nova ex-libris and reflect a huge respect for the Nature and for all the passion and dedication taken for their creation. The vine planted in 2000 takes now the total area of 33 ha. (81 ac.) - 27 ha. (66 ac.) on production and 6 ha. (15 ac.) of new vine. The enotourism experiences and the modern Cellar, combining traditional wine making methods with technology, are one of the best reasons to visit the Herdade. Besides the wine production the Herdade has complementary areas: the production of Olive Oil 100% Galega from the 60 ha. (148 ac.), traditional olive grove, breeding of the Alentejana DOP caw, an indigenous breed perfectly adapted to the conditions of the region, breeding of the Alentejano DOP black pig and the Lusitano thoroughbred horse.

I don’t know whether it was the early morning fog, the rolling hills surrounding the vineyard, or the grapes themselves that made me do a double-take: Was I really in Chile’s Colchagua Valley, or was I back in California’s Sonoma Valley? With its intoxicating location and old world charm, Casa Silva (the colonial-style inn that sits in the midst of the family vineyard) has the best of both. It’s a place to relax, tour the surrounding vineyards, and – naturally -- drink their own varietals (especially the Sauvignon Gris, Sauvignon Blanc, and Petit Verdot). With only seven rooms, Casa Silva sits somewhere between a B&B and a guest house, with shabby chic rooms that are a throwback to Chile’s colonial era. We snagged room no. 4, with high ceilings and a comfy four-poster bed as well as an oversized bathroom. While the inn itself is special, the restaurant is worth a visit on its own. It has a clubhouse feel, overlooking the family polo field, but with unique and breathtaking views of the Andes. Hotel guests can take a leisurely 20-minute walk through the vineyard to the restaurant, which features Chilean specialties like conger eel, queso fresco, and tuna ceviche in one of the most dramatic settings I’ve ever enjoyed. (And don’t pass up the mote con huesillos, aka “wheat berry peach dessert.”) Finally, not to be missed: the tour of Vina Casa Silva, which houses one of Chile’s most up-to-date wine facilities and the family’s collection of perfectly restored antique cars.

The first Taiwanese restaurant to earn a fancy-pants Michelin star, this steamed dumpling and noodle chain gets rave reviews from Seattleites and reviewers alike. Long a staple of nearby Bellevue, Din Tai Fung has finally crossed Lake Washington to establish a Seattle outpost and and added a second option at Pacific Place shopping center (600 Pine Street). Go for the scrumptious, pillowy xiao long bao (Chinese soup dumplings), of course, but don’t neglect the rest of the menu. Standouts include sweet taro buns, vinegar-laced wood ear mushrooms, and sautéed mustard greens with shredded ginger, along with the red bean sticky rice wraps for dessert.

Opulent is the word that may occur to you as you stroll into this split-level steakhouse. The art deco-inspired main dining room features oak pillars, camel-colored banquettes, and a jaw-dropping six-tiered brass and crystal chandelier. Upstairs, diners sit on a teak terrace with views of the San Diego skyline. A meal here often includes a show: Many dishes from caesar salad to Tournedos Rossini are prepared and served tableside from custom-made carts. The star of the menu is the Creekstone Farms Beef which has been dry-aged in a glass-enclosed meat locker for more than 25 days. Dry-aged duck and lamb, vegan tartares, and vegetable side dishes like leeks roasted over coals, or broccoli with salty bagna cauda round out the menu. Executive Chef Jason McCleod earned two Michelin stars working at Ria at the Elysian in Chicago. While Born & Raised is a high-end venue, the service is friendly and laid back with suit-clad servers sporting sneakers.

Craft cocktails and modern Asian cuisine reign at this hip noodle bar in Honolulu‘s Chinatown. Dig into a bowl of ramen, garnished with sesame seeds, green onion, ginger, a soft egg, and wakame (dried seaweed). From there, things get lively with additions like oxtail won tons and togarashi shrimp with housemade kimchi. Other standouts include lamb lumpia and pork belly bao (buns). Adventurous eaters should try the uni gnocchi—made with creamy urchin gonads—enhanced by leeks, tomatoes, and butter cream sauce. A popular late-night stop, Lucky Belly serves its full menu until 12 a.m. every night except Sunday. Its takeout window serves specials—announced via @_dawindow on Instagram—until 2 a.m., Thursday to Saturday.

Set on the grounds of a cacao plantation turned hotel, Boucan’s open-air restaurant is just one more fine-dining option with impressive views, in this case, St. Lucia’s verdant hills and Petit Piton. But the difference between Boucan and the others is that Boucan offers a menu informed by its immediate surroundings, throwing a hint of cacao into many of the dishes. Chocolate balsamic vinegar, cacao butter dip, chocolate onion soup—a meal here is a unique experience. Dessert, of course, is divine; opt for the molten chocolate cake. For more insight, ask for a walking tour around the plantation’s cacao groves. Better yet, sign up to take part in a tree-to-bar chocolate-making experience.

Just inland from Ensenada, Baja California exists a wonderland of fine wine, haciendas and Provencal restaurants. There is an energy here that is worth dawning the bullet proof vest and heading a couple hours south of the Mexican boarder to check out the excitement and culinary innovation. In the Valle de Guadalupe wineries and restaurants are redefining where fine wine comes from and what Mexican cuisine can be. The Valle de Guadalupe sits in a valley that warms through the day and is cooled every evening by the onshore flow off the ocean, allowing perfect conditions for grape growing; which has been going on here for over a hundred years. Additionally, the valley is a source of fine olive oil, locally grown herbs and produce, local farms and seafood from the nearby ocean. The best way to experience this culinary movement is to stay at a winery like Adobe Guadalupe or Vinedos Malagon in the heart of the valley. These wineries offer more than just wine tasting and luxury, they offer activities, ranging from horseback riding to cooking classes, deep sea fishing or dirt biking. The best part of it all is you can still fill up on classic Mexican tacos and mariscos when the fine dining and wine becomes too much.

Set amid olive groves and vineyards in the middle of the Istrian countryside, this typical stancija (homestead) is small—it has just four rooms and suites—but delightful. It first opened as an exclusive restaurant serving regional cuisine, wines from its own vineyard (one of Istria’s most renowned), and single-sort extra-virgin olive oils (made from indigenous olives and lauded for their quality). As its reputation grew, however, Meneghetti transformed into a boutique hideaway with rustic rooms—and a Relais & Châteaux designation, to boot. Lounge on the series of outdoor terraces, swim in the indoor and outdoor pools, and dine on creative dishes like bream sashimi and lamb chops with stuffed zucchini.

Instead of worrying about who will be the designated driver, purchase tickets for the hop-on, hop-off Franschhoek Wine Tram—the easiest way to explore the vineyards of the Franschhoek Valley. Choose from one of six color-coded tram routes, each of which stops at eight different wine estates. The earlier you arrive to the tram depot in the morning, the more vineyards you’ll be able to visit throughout the day. The trams arrive and depart each farm hourly, so if you decide you’d like to linger longer at one stop, you can simply wait for the next ride. Just don’t forget to catch the last tram back to the depot.

Las Vegas may be seated in the heart of the Desert Southwest, but there are still a few places to pluck apples from trees and choose the biggest pumpkins from right off the vine. Gilcrease Orchard is one of those places. The orchard is only open seasonally, but when it is open, people descend upon it in herds to get their hands on several varieties of apples, leafy greens, peaches, pears, plums and many row crops. Grab a gallon of the orchard’s famous apple cider if you decide to visit!

Cheap house wine for sale on the side of the road outside of the village of Pyrgos. Santorini is famous for its tradition of small vineyards that produce fruity wines. Visitors can easily spend the day winery-hopping around the island.

This boutique hotel doubles as a contemporary art museum. Founders Laura Lee Brown and Steve Wilson wanted somewhere to store their growing art collection while helping revitalize downtown Louisville, so they opened a hotel with rotating public exhibitions. Housed in a 19th-century tobacco-and-bourbon warehouse, the hotel provides a unique space for modern installations like a giant gold replica of the Statue of David, which sits out front. If you don’t stay here, at least stop by for the exhibits. You really should book a room, however, as the service is excellent, the rooms beautiful, and the amenities everything you could need.