Spend six nights at a 1000-year-old Tuscan estate, fully restored with modern amenities, for $1099 per person including roundtrip airfare to Florence or Pisa.
Stay at the exclusive 5-star Il Borro Estate, owned by the high fashion Ferragamo family, in a two-bedroom farmhouse, which typically costs more than $400 per night.
In addition, this package, based on four travelers, features: A midsize, manual-shift car rental (+$99 per person for automatic) and a bottle of wine from the onsite vineyard.
Depart from New York City Monday-Thursday, Nov. 28 - Feb. 12 (Boston +$20; Chicago +$100; Los Angeles +$200).
Rooms feature a mix of medieval and modern touches including antique furniture, marble bathrooms, flat-screen TVs and wireless Internet. An artisan mall, cooking classes and archery are on site.
Also available: Depart Nov. 1-23 or Feb. 13-29 for $40-$50 more per person, depending on departure city. Book a three-course dinner and wine tasting tour starting at $50 more per person.
Note: Holiday travel from Dec. 17 - Jan. 8 is available for slightly higher but has also been discounted, call for special rates.