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  • Campo San Giacometto, Ponte di Rialto, 122, 30125 Venezia VE, Italy
    At the foot of the Rialto Bridge with fantastic views of the Grand Canal, Osteria Bancogiro sits under the archway of the Bancogiro (a bank founded in 1600) from which the tavern gets its name. Here, you’ll find a ground-floor wine bar serving carefully curated varietals by the glass and bottle, as well as stellar crostini cicheti choices like salumi and cheese, warm octopus and eggplant, and shrimp curry risotto. There are also blockbuster canal views from tables on the stone terrace in front. Upstairs, surrounded by brick walls and vaulted ceilings, the stylish dining room offers a full menu of intriguing, modern Venetian dishes, including cocoa fusilli with boar ragù and a flavorful sea bream fillet.

  • Via dei Serragli, 47, 50124 Firenze FI, Italy
    This small, family-run wine shop in the Oltrarno district has been a gathering place for Florentines since 1947. Now run by the founder’s grandson and his family, it remains a place where neighborhood denizens come to buy wine to take home or to have a chat over a glass. Inside the shop, floor-to-ceiling shelves display bottles from a variety of Italian regions and vintages, with options in every price range. Glasses of red or white wine, dispensed from taps, can be enjoyed at the narrow bar. Or linger a little longer: Ask for a seat at one of the sidewalk tables, then order a glass of Chianti and a snack of chicken liver pâté (made from Nonna’s recipe) served on grilled Tuscan bread.
  • 4 Rue Sainte-Catherine
    A Swiss sojourn wouldn’t be complete with gorging on a plate, or five, of Raclette. For the best, head to the fairytale-esque Château de Villa, which sits on the mountainside in Sierre. Here, the house special consists of five cheeses from surrounding towns, each offering a subtly different flavor. Order it and you’ll get a map showing where each cheese is made, which you can study while your mustachioed waiter heats huge wheels of cheese until they bubble, then scrapes gooey portions onto your plate. Be sure to also order some wine, like the locally made La Petite Arvine, a gentle white that pairs perfectly with Raclette. Afterward, duck into the stunning wine cellar, where a local expert can guide you through Switzerland’s best bottles.
  • 207 Fumin Rd, Jingan Qu, China, 200085
    Hunting for made-in-China souvenirs more Etsy than kitschy? Madame Mao is the spot! Check out the alphabet tote bags from Pinyin Press, cloisonné snuff bottles by Piling Palang, vibrant wrapping paper by Paper Tiger, and quirky jewelry from the young Shanghai designer Shin. If you’re into vintage finds more than handmade items, browse the extensive collection of Communist propaganda posters from the 1950s, ‘60s, and ‘70s. While the large framed images can be expensive, the postcards and photographs are affordable and can be tucked away in every suitcase.
  • Spring Farm Dr., Rose Hall, Montego Bay, Jamaica
    Located across the way from Half Moon Resort, Sugar Mill Restaurant is set on the grounds of an old plantation. Couples and small groups dine at candlelit tables either on a covered terrace or out on the lawn, and the splashing of the mill’s waterwheel and the chirping of crickets are an accompanying sound track to the top-notch service and Caribbean fusion menu. Order a bottle from the well-stocked wine cellar, visible as you enter the restaurant. For special occasions, a private table beside the waterwheel can be reserved. (In the mood for a lighter, slightly more casual meal? A tapas menu is available in the restaurant lounge.)
  • 4/256 Crown St, Darlinghurst NSW 2010, Australia
    Speakeasies and secret bars are an ongoing trend in Australian cities, namely Melbourne and Sydney. Down an unassuming alley off Crown Street, behind an equally unassuming doorway, lies Shady Pines Saloon—if it weren’t for the alcohol license on the door and the bouncer outside, you would never know it was there. Inside, the décor is reminiscent of an old hunting lodge or saloon in the American West, with mounted animal heads, vintage beer trays, dim lighting, Johnny Cash on the stereo, and peanut shells coating the floor. Mustachioed bartenders mix craft cocktails and can advise you on their selection of bourbons and whiskeys. The fresh-pressed apple juice and whiskey is always tasty, while the mystery moonshine in the “leg bottle” makes for an adventurous choice.
  • Boschendal Estate, Pniel St, Groot, Franschhoek, 7680, South Africa
    At Boschendal, guests can slow down and savor “Le Pique Nique,” a pre-packed picnic basket that you can order in advance of your visit to the vineyard. When you arrive, collect your wicker basket filled with sweet and savory treats, pick up a bottle of wine to pair with your snacks, and find a spot under the pine trees to sit for the afternoon, relaxing and enjoying the sunshine.

    Boschendal is right on the edge of Stellenbosch, about an hour’s drive from Cape Town through the beautiful hills and valleys of the winelands. The owners transformed several farm laborers’ cottages into luxury accommodations, should you wish to spend the night after a day of vineyard tours, winetastings, and dining at the estate’s several restaurants.
  • 390 S Church St, George Town KY1-1106, Cayman Islands
    Though it lacks a beach, this family-owned and professional diver–managed resort on the rocky coast just south of George Town has direct ladder access into the Caribbean. Grand Cayman’s two famous underwater sites, Eden’s Rock and Devil’s Grotto, are just a short swim away, and boat trips offer the option of two daily dives (including night dives). Images by some of the world’s most respected underwater photographers decorate many of the tiled and comfortable smoke-free rooms, some of which have kitchens and private balconies or terraces. The vibe is laid-back; post dive, guests sit by the pool or swap stories at the palapa bar, which has the island’s best sunset vista. Managers Anne Briggs and Lisa Evans, the granddaughters of Sunset House’s founders, make sure everything runs smoothly and ensure visitors explore the best of Grand Cayman both on shore and underwater.
  • 55-3419 Akoni Pule Highway
    An excellent way to enjoy a long trip around the Big Island is to poke around in Mother’s Antiques & Fine Cigars in Hawi (located near Kapaau). Items from eras gone by populate this store along with a fine collection of cigars. This shop enables visitors to dream of old times when men sat in rocking chairs on a veranda and slowly smoked cigars while sporadically talking about the day’s events. Stop in for a feel of local island lore and to seek out a treasure all your own.
  • m.Mpotsari 6, Οία 847 02, Greece
    For one of the best views and best meals in Santorini, try Red Bicycle. Located at the tip of Oia on the northern part of the island, the restaurant is housed in a 19th-century Santorini mansion with a 180-degree view of the famed sunset and the volcano caldera. It was heavenly. Soft island breezes on the open-air terrace. The best food I had in Greece (fresh, local Mediterranean dishes with Greek/Santorini influences). A warm hostess who was incredibly kind to our two children. We ate here twice during our weeklong stay - I definitely hope to go back.
  • 21483, Duboka, Croatia
    For our few days in Vis, a two-hour ferry ride from Split, we would drive our Vespa until we got to a beach—they are not hard to come by on this small island. This beach, right about in the middle of the south coast of the island, is mostly only accessible to boats. But we, boatless, scrambled down a steep cliff because it looked so perfect, and spent a few dreamy hours. We arrived on the ferry at Vis Town, walked into the tourist office and booked an apartment for a few days. Those days were spent going from beach to languid, four-hour meal, to beach again.
  • 98 San Jacinto Blvd, Austin, TX 78701, USA
    Set right on the banks of Lady Bird Lake as it passes downtown, the Four Seasons Hotel Austin performs the impressive juggling act of feeling like both a glamorous city stay and a picturesque, elegant resort. On one side is Live Oak, a local hot spot for live music, on the other the sun-lounger–lined saltwater pool that looks out over the sprawling lawn and the lake beyond. This outdoorsy-meets-hip dichotomy is part of what defines Austin, and the hotel is right at the heart of it: Lady Bird Lake Hike and Bike Trail is the closest of many urban trails, and the food trucks and record stores of the trendy Downtown and Bouldin Creek neighborhoods are within walking distance—a rarity in this expansive city.

    A Hill Country–inspired spa and Latin restaurant draw locals, while elegant rooms (updated in 2017) with lake views and signature Four Seasons service—think seasonal lemonade or hot apple cider on arrival and s’mores (weather permitting) on the back patio—make stays extra special.
  • Hong Kong Island, Hong Kong
    Join throngs of locals on the five-minute ferry ride across Victoria Harbour between the Tsim Sha Tsui cruise pier in Kowloon, on the mainland side, and the Central Pier on Hong Kong Island (a slightly longer ride goes to Wan Chai on Hong Kong Island). This is not just any ferry: The historic green and white Star Ferries have been moving the masses back and forth for decades, with the origins of the company going back to 1880 with the service of a single steamboat, the Morning Star. Today, the classic wooden boats make the trip many times daily, and a ride provides a great view of the city’s famous skyline and a whiff of nostalgia to boot.
  • Tomtom Mah. İstiklal Cad. No: 181 K: 5-6, Tomtom Mahallesi, Merkez Han, 34433 Beyoğlu/İstanbul, Turkey
    Every day millions of people walk down Istanbul’s famous Istiklal Street unaware of the nearby terrace restaurants offering magnificent cuisine and divine views of the Bosphorus Strait—among them, Divan Brasserie Beyoğlu. Opened in 2014, the restaurant excels in plating timeless recipes with modern touches. Take a seat here for lunch or dinner and peruse a menu of regional dishes such as the Albanian-style liver and pan-seared lamb served in eggplant puree along with gourmet pizzas, beef burgers, and seafood dishes. Istanbullus (Istanbul residents) will say you haven’t dined in Istanbul until you’ve dined at a rooftop terrace overlooking the city. Do them proud at Divan Brasserie Beyoğlu. To find it, look for Koć University on Istiklal Caddesi and follow the discrete signage and let the glass elevator take you the rest of the way.
  • Asmalı Mescit Mahallesi, Meşrutiyet Cd. 83/B, 34430 Beyoğlu/İstanbul, Turkey
    Just across the street from the Pera Palace Hotel, Meze by Lemon Tree is an intimate restaurant—with seating for about 30—and a limited menu with four meat entrées and three fish ones. The main attraction, however, is the meze. Sometimes innovative (as with a seaweed salad with ginger) and other times traditional, they are all tasty. Pick your cold choices from a refrigerated case; the menu varies daily but you can expect some marinated fish options, bean and grain dishes, and pickled vegetables. Each portion for two is 11TL. Hot options may include fried fish and baked phyllo dishes. The wine and raki list is extensive. Leave room for the Balli Bademli Cevizli Kaymakli Muz or, in English, bananas topped with nuts and clotted cream, drizzled with honey. The unusual addition of chili sauce gives this sweet dessert a savory and spicy edge.