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

Great Value Vacations
Cairo Lewis
Deal Expert
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

Depart from Chicago or Miami:

  • $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.

* Restrictions may apply. Prices are per person, based on 4 travelers sharing a 2-bedroom accommodation. Discounts for 2 travelers are also available. Visit the website for additional taxes and fees to be paid at the property.

Refund Policy: Once booked with Great Value Vacations, this deal is nonrefundable. However, there is no change fee with the purchase of Great Value Vacations' travel protection plans. This plan allows you to reschedule or cancel your trip for any reason outside of 72 hours of your scheduled departure and receive a future travel credit for the amount you paid for your trip. Please review Great Value Vacations’ terms and conditions before you book.


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When You Can Go

March-April 2024; winter and summer dates also on sale


Up to $520 vs. similar trips

How to Book

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    1. Pick your departure city, number of nights and month from the drop-down menus; click "Check Availability."
    2. Select the desired month again on the next page if it defaults to a different month.
    3. Scroll down to your desired departure date.
    4. Choose a departure date from the calendar, add the upgrade if desired and click "Continue."
    5. Confirm trip details and continue through the booking process.

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


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