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If you are based in Florence and want to escape the city for a day of wine tasting and good food, Castello di Sonnino, home of the aristocratic Barone de Renzis Sonnino family, is only a twenty-minute drive away, and you can get there on the public bus. The oldest part of this fairytale castle and its rambling outbuildings dates from the 1200s, but it has been added to over the centuries. Part of the Chianti-Montespertoli DOCG, 48 hectares are planted with vines and the wines have won many awards including a gold medal from Decanter magazine for the 2015 Vin Santo. A visit here can include a tour of the cellars, a tasting of the superb wines and lunch in the restaurant: you may even meet Caterina, the present Baroness. And if was you are too tired to make the journey back to Florence, there are several apartments for rent on the property.

For nearly three centuries, workers serving the nobility at Castello Banfi in Tuscany lived in a small hamlet within the castle grounds. In 2007, however, the stone houses within their tiny village were completely renovated under the direction of Italian interior designer Federico Forquet, catapulting Castello Banfi into a new era of grandeur. Today, the property welcomes guests from November through March in two guest rooms and 12 suites, each with wood-beamed ceilings, countryside views, and bathrooms stocked with “vinotherapy” products made from the estate’s Sangiovese Brunello. A central garden with a pergola, a heated outdoor pool, secluded lounging spaces, and alfresco massage tents offer plenty of ways to take in the surrounding vineyards. If you’re feeling more active, take a cooking class with the chef (held a short drive away at the estate farmhouse), tour the Banfi winery, or venture out to nearby historic towns like Montalcino and Siena.

For several centuries, the tiny hamlet of Amma, set about 1640 feet above sea level in the Chianti hills, was renowned for its farming and winemaking practices, which were overseen by a group of prominent families. When the Hapsburg Grand Duke Peter Leopold visited in the 18th century, he wrote a detailed report extolling the beauty of the setting and the high quality of the town’s grain fields, olive groves, and vineyards. Some of his complimentary words now adorn a plaque set at the entrance of Castelo di Ama, a winery and estate founded in the 1970s by a group of families looking to revive the town’s glory days. The label has won many accolades over the last decade—from the current owner-winemaker being named Winemaker of the Year in 2003, to the wines consistently landing on best-of lists around the world. Visit to get a taste of what all the fuss is about, and you’ll not only get to experience world-class wine, but art, too: Since 1999, the estate has worked with galleries and curators to invite renowned artists to visit, get inspired, and create new works, over a dozen of which now live at the estate. On a guided winery tour, you’ll visit aging cellars, the working winery, some of the ancient village’s sites (including the chapel), and the estate’s historic villas and gardens—where you will spy pieces of art by names like Anish Kapoor and Louise Bourgeois. Tours last about 90 minutes and are followed by a tasting at the Villa Riucci Enoteca.

On Palermo’s western side, the Zisa Castle was built in the 12th century by Arab craftsmen as a summer retreat for King William I of Sicily. It’s now a UNESCO World Heritage Site, with handsome windows overlooking the gardens. The main hall, called the Fountain Room, has a distinctive Arabic-style vaulted ceiling with muqarnas—adornments that resemble honeycombs. The upstairs rooms hold a range of artifacts, including Anna’s Tombstone, a grave marker whose inscription is repeated in four languages: Hebrew, Latin, Greek and Arabic.

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