$899—Spring in Tuscany: 6 nights in a castle w/flights & car

Springtime in Italy's wine region brings mild weather, few crowds and lush vineyards.
Why We Love This Deal
Update (Sept. 18, 11:28 a.m. ET): Due to airfare fluctuations, April departures from New York now start at $999 per person. March departures are still available for $899 per person; see website for details.
With this offer, stay in a 12th-century castle in the heart of Tuscany (yes, really!), near wineries, rolling green hills and medieval churches adorned in ivy. Your 6-night stay, roundtrip airfare and car rental are all included. Plus, you'll save $500 and travel in the spring, an ideal time to sample world-famous wine and explore nearby towns at your own pace.
What's included for $899 per person:
- Roundtrip economy-class airfare from the U.S. to Rome on a full-service airline
- 6 nights in a two-bedroom residence at Castello di Montegufoni in Tuscany
- Manual-shift car rental for duration of the trip (upgrade to automatic available)
Bring your friends or family, as this deal is based on a group of 4 people traveling together, sharing a two-bedroom accommodation. Discounts for 2 travelers are also available.
Depart from New York City:
- $899 … March
- $999 … April
- $1099 … May
- $1499 … June
- $1999 … July
Depart from Boston:
- $999 … March-April
- $1299 … May
- $1699 … June
- $1999 … July
- $999 … March-April
- $1499 … May
- $1699 … June
- $1999 … July
Additional departures: November 2023 - February 2024 dates are also on sale, starting at $899. Departures from Dallas; Los Angeles; San Francisco; Seattle; and Washington, D.C., are also available.
Add in tastings and tours: From +$150 per person, enjoy a wine tasting at Castello di Meleto; a wine tasting and lunch at Tenuta Torciano; and a walking tour of Florence.
Extend your trip: Stay an extra night in Tuscany from +$100 per person. Or tack on 2 nights in Rome from +$200 per person. Make it a 10-night trip (add 2 nights in Rome and 2 nights in Venice) from +$400 per person, or a 12-night trip (3 nights in Rome and 3 nights in Venice) from +$600 per person. Extra nights include an extended car rental.
Alternate itinerary: Travel to Rome, Florence and Venice by rail, starting at $999 per person.
Travelzoo Tip: There is no change fee with the purchase of Great Value Vacations' travel protection plans.
Book by Sept. 22.
$899
When You Can Go
March-April 2024; winter and summer dates also on sale
Savings
Up to $520 vs. similar trips
How to Book
Continue to Great Value Vacations
- Pick your departure city, number of nights and month from the drop-down menus; click "Check Availability."
- Select the desired month again on the next page if it defaults to a different month.
- Scroll down to your desired departure date.
- Choose a departure date from the calendar, add the upgrade if desired and click "Continue."
- Confirm trip details and continue through the booking process.