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Set in a restored 12th-century castle in Chianti (need we say more?), Italy, Sceptre Tours’ $799 Tuscan Castle Vacation includes a six-night stay, round-trip airfare to Florence, and a weeklong car rental with unlimited mileage. Inhabited by nobility for centuries, the Montegufoni estate is surrounded by Florence, Siena, and Pisa, to name a few, and features rustic, thoroughbred vineyards, a replica of the Palazzo Vecchio tower, and frescoes that aspire to the likes of Michelangelo.

THE VALUE: Round-trip flights from New York City to Florence average $800 even in November!

THE CATCH: The cheapest package rates are valid from November 3 through February 24.

THE DETAILS: Book at www.sceptretours.com. Prices vary by departure month. 

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