$599—Sleep in a Tuscan castle: 6 nights w/flights
This member-favorite Tuscany castle offer is back and features picture-perfect fall dates.
Why We Love This Deal
A countryside escape is good for the soul. It's even better when it's in the rolling golden-ombré hills of Italy in the fall. This 6-night offer puts you in Tuscany during truffle season and the olive harvest. The best part? You'll call a two-bedroom apartment in a 12th-century castle home, so you can bring along your three favorite travel companions. An included rental car makes it easy to explore the area or take a day trip to Florence.
What's included:
- Roundtrip airfare from the U.S. to Rome
- 6 nights in a two-bedroom residence at Castello di Montegufoni in Tuscany
- Manual-shift car rental for the duration of the trip (upgrade to automatic available)
Note: This deal is based on four people traveling together and sharing accommodations.
When to go: Depart in October–December (varies by city). Spring trips start from +$100. Travel in summer is also available.
Per-person pricing:
- $599 … New York (JFK)
- $699 … Chicago, Boston
- $799 … Los Angeles, Miami
- $949 … Orlando
- $999 … Dallas; Denver; Phoenix; Raleigh; Salt Lake City; Washington, D.C.
Customize your trip: Add a Florence walking tour and wine tasting. Or make this a three-city trip and add time in Rome and Venice.
Book by March 6.











