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For a glimpse of Sydney‘s high society, visit Vaucluse House, a beautiful villa and garden in the Eastern Suburbs near Watsons Bay. A gothic revival mansion built in 1803, Vaucluse House once belonged to ex-convict Sir Henry Browne Hayes, who was shipped to Australia from England for abducting a banker’s daughter. Some punishment. The mansion also served as the home of writer, explorer, and local dignitary William Charles Wentworth. Once you’re done eyeing the antiques and memorabilia, check out the tropical gardens and settle in for a cup of English breakfast and a warm scone at the well-appointed tearoom. There’s also Milk Beach and the Hermitage Foreshore Track nearby, a gorgeous coastal walk for those looking for a little more adventure.

In the 1850s, a rugged hill overlooking Sydney Harbour was capped with the Sydney Observatory at the behest of English astronomer and clergyman William Scott. What started as a sandstone structure used primarily for time-keeping and navigation developed into an observatory that has been illuminating the southern sky for more than a century. Sydney has much more light pollution today, but the original retractable copper dome does a good job of blocking it out to bring distant constellations and nebulae into view. The resident astronomer will target planets such as Jupiter and Saturn as well as only-in-the-southern-hemisphere sights such as the Southern Cross constellation or the astronomer’s favorite: Jewel Box, a rare cluster of glimmering stars whose different colors reflect distinct ages.

An award-winning hotel company, Singita is lauded not only for its luxurious properties but also for its dedication to the environment and uplifting communities. To reach Singita Boulders Lodge, guests can fly direct from Johannesburg to Sabi Sand Game Reserve on Federal Airlines’ daily jet service. Once there, they can expect open-air common spaces that provide a continuous connection to the outdoors, as well as spacious suites with game-viewing decks and private plunge pools. Also on-site is a swimming pool in the main lodge area, spa and gym facilities, and a wine boutique selling premier South African vintages. In addition to daily game drives, guests can indulge in activities like guided safari walks, photography lessons, stargazing, and archery, making for the stay of a lifetime.

Casa Antucura is an idyllic eight-suite wine lodge with majestic views of the Andes Mountains. Located in the heart of the Uco Valley, the farmhouse-inspired boutique hotel is a remote getaway for relaxing and contemplating Mendoza’s beauty. Characterized by elegance and refinement, the country home was built for guests to enjoy the picturesque working vineyard and its fine wines.

Peruse the lodge’s art collection and expansive second-floor library, which features more than 7,500 multilingual books amassed by the hotel’s French owner. From coffee-table books on travel to celebrated classics, the library has an eclectic collection worth exploring. Grab a book and curl up next to the fireplace in the luminous sitting room, or swim off jet lag in the large outdoor swimming pool surrounded by a beautiful rose garden. For relaxation, book yourself a treatment in the spa.

In its modern, warm wood-accented digs with retro design touches, FT33 serves up the most talked-about dishes in Dallas. Executive chef Matt McCallister’s profile has grown immensely on the strength of his hugely creative farm-to-table menu, inventive cocktails and well-curated wine list. With each dish as mind-blowingly unique as the next, it’s best to round up a few friends and sample from each others’ plates for a heady culinary adventure!

Nestled into the base of Mount Sturgeon, at the southern entrance of Grampians National Park roughly three and a half hours from Melbourne, the Royal Mail Hotel combines a bush experience with world-class food and wine. The property is a slow-paced reprieve at the site where the town of Dunkeld was first settled. Accommodations range from minimalist mountain-view rooms bedecked with furniture and light fixtures by Melbourne designer Jardan to the Mt. Sturgeon sheep station, home to a six-bedroom homestead as well as eight dog-friendly sandstone cottages with bathrooms built inside old water tanks. Gardens play a prominent role in the Royal Mail experience; the hotel has the largest kitchen garden in Australia, which supplies the restaurant with nearly all its organic produce, and a 24-acre private garden is home to many rare indigenous and non-indigenous plants. With the Grampian Mountains and their year-round waterfalls right at the hotel’s back door, the Royal Mail is also a prime base for exploring the wilderness and its native wildlife. After a day in the woods, guests can indulge in an eight-course tasting menu with matched wines from one of the top-ranked cellars in the world.

There is a reason why renting a villa in Tuscany is so popular - rustic farmhouses, rolling hills filled with olive and plum trees, golden sunsets, locally-harvested wine, creamy cheeses, and cool evenings spent with friends and family. Renting a villa provides a relaxing base for your sightseeing in the region. Almost all Tuscan towns allow easy day trips to the main sights: - Florence‘s art and Renaissance history (Duomo, Uffizi Gallery, Michelangelo’s David) - Cortona’s steep, narrow streets and medieval walls - Siena’s cultural city center, now a UNESCO World Heritage Site - San Gimignano’s fortified towers set amidst picture-perfect Tuscan hillsides - Montelpulciano’s world-famous wineries and more This offers the best of both worlds - after a dusty day of sightseeing, you can relax at your villa with a jump in the pool and a glass of wine. Watch the sun go down in a purplish haze, unwind with friends, and enjoy the lovely moment. I recommend YourTuscany.com, which is where we found Villa Coloniale (above) in the town of Pergine Valdarno. The infinity pool and covered patio are guaranteed to put you in a relaxed, Italian frame of mind!

While the Monterey Plaza Hotel is centrally located on the end of Monterey’s main tourist drag, Cannery Road, each of its 290 rooms are a comfortable, quiet retreat from the world.

Located 100 miles south of Santiago, the Colchagua Valley has in the past decade become one of Chile‘s wine hotbeds for the production of robust red wines. Stretching from the Andean foothills in the east through the coastal mountains to west, always following the Tinguirrica River, the valley is renowned for its “big” reds like Cabernet Sauvignon, Syrah, and Chile‘s flagship wine, Carmenere. The majority of the vineyards lie in the center of the valley around the small country town of Santa Cruz with its charming colonial plaza and several hotels. New vineyard plantations are also extending into the hillsides in prestigious sub appellations like Apalta nearby and to the west towards the sea. Besides red wine, Colchagua is also steeped heavily in Chile’s country traditions and cowboy culture as an agricultural valley, making it an ideal weekend getaway. For wine enthusiasts, every March during harvest the valley puts on its annual harvest festival during a whole weekend with tastings from valley wineries, regional food, music, dance, and local color.

Quinta de La Rosa was built in an unusual location, on a hill with steep stairs that connect the different levels besides the Douro River. The Bergqvist family has been making Port wine since 1815. The Quinta de La Rosa estate was offered as baptism gift to Claire Feuheerd, Sophia’s grandmother, in 1906. Guests can stay in traditional family House or in the new and more modern building.

Experience the tasting room of Gruet Winery, founded by Gilbert Gruet, whose family originally hailed from the Champagne region of France. The stately winery is a perfect venue for serious sipping of the label’s sparkling wines (popular in both New York and California). Grab a bottle or two to go. The affordable Brut Rose pairs well with some charred hatch chili peppers or a thick, meaty green chili cheeseburger.

Far beyond your usual “bottle shop,” H&F is the brainchild of Atlanta’s star chef Linton Hopkins and is the place to be to improve your wine and spirits know-how and to stock up on everything you need to create at-home craft cocktails. Check listings for regular sipping sessions accompanied by small bites from the critically acclaimed Restaurant Eugene’s Kitchen.

The owners of this bi-level bar in the Prime Tower took great pains to create its visually stunning speakeasy-style décor: the impressive 80-year-old wooden bar and six tons of subway tiles were shipped from New York City. On a recent evening, patrons sipped whiskeys from Japan and ginger wines from Scotland to a soundtrack that ranged from Bob Dylan’s “Mississippi” to Fink’s “Blueberry Pancakes.”

For a special dinner head over to the Schweiger2 Restaurant Showroom where, unlike any other place in Munich you’ll dine, there is no menu. Instead of ordering just select how many courses you’d like and let the chef know your preferences (particularly any allergies). They will then create something seasonal, unique and delicious just for you. Every dish is consistently served with warm hospitality and a bold wine & cheese list to match.

Sarma is the third outpost in restaurateur Ana Sortun’s Boston empire after the acclaimed Oleana and Sofra. Meyhanes—literally, “houses of wine”—have been social gathering places in Istanbul since Byzantium, and Sarma channels the communal spirit of these traditional Turkish bar/restaurants while serving up craft cocktails, local beer, and of course wine, not to mention typical meyhane snacks like parsnip fritters and lamb kofte (albeit the latter in slider form). Mezes, the eastern Mediterranean’s version of tapas, are also dished up alongside sarma wraps and shish kebab: Chef/owner Cassie Piuma gets creative with the latter, skewering and grilling scallops, quail, and barbecued duck.