$699—Tuscany castle vacation: 6 nights w/flights
Winter in Tuscany means truffles, "cioccolata calda" (hot chocolate) and thinner crowds.
Why We Love This Deal
Take the Tuscan vacation of your dreams with a 12th-century castle as your home base and a rental car to explore the region at your leisure. By visiting in winter, you'll be able to take advantage of almost–nonexistent crowds at must-see spots (like the statue of David at the Uffizi in Florence). Enjoy seasonal cuisine (black truffles and hearty soups) and relish in the slow pace the Italian countryside is known for.
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. A fee of €18 (approx. US$21) per day is charged for heat at checkout.
When to go: Depart in November–February (varies by city). Trips in early fall are also on sale.
Per-person pricing:
- $699 … New York (JFK)
- $749 ... Boston
- $799 ... Chicago
- $899 ... Miami; Washington, D.C.
- $949 ... Los Angeles
- $999 ... Dallas, Houston, Las Vegas, Philadelphia
- $1099 ... Denver, New Orleans, Orlando
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.
Travelzoo tip: Great Value Vacations prioritizes flight connections with layovers of six hours or fewer in its packages to Europe, including this one. Plus, you get before-, during- and after-trip support from its customer service team.
Book by July 3.








