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Tuscan Castle Experience Upgrade

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Vacation is round-trip, per person, based on 4 travelers. Includes air & taxes, hotels, car rental, dinner & wine tasting

Enjoy a visit to the celebrated region of Tuscany where you'll be immersed in the rare beauty of the Chianti countryside from your vantage point at Castello di Montegufoni, a 12th century castle in the Tuscan hills. Set on a large estate with vineyards and olive groves, you'll be able to explore Tuscany's breathtaking countryside or nearby cities of international fame such as Florence, Siena, San Gimignano, Certaldo, Pisa, Lucca and Arezzo.

Why we love this package:
  • The Montegufoni Castle, a 12th century castle, is a majestic gem set in the lovely Tuscan countryside; surrounded by Italian gardens dating back to the 18th century, and countryside sprinkled with lemon trees, olive trees and luxe vineyards. You can only receive this kind of unique accommodation in the countryside!
  • If you extend this vacation to include two additional nights at the end and you will have the opportunity to explore the city of Rome from the Hotel Villa Vecchia- plus, you will be even closer to the airport for your return flight.
6-night vacation based on 4 people traveling together includes:
  • Round-trip economy class airfare to Rome (FCO)
  • Manual shift intermediate size car rental for duration
  • 6 nights at the Montegufoni Castle (room only, self-catering 2-bedroom apartment with 1 bathroom)
  • All local taxes, hotel service charges, carrier and government taxes/fees/facility charges on airfare
  • Wine Tasting at Castello di Meleto
  • Wine Tasting at Fattoria San Michele
The Montegufoni Castle is located in the heart of Italy in the Chianti region within the town of Montespertoli.  The celebrated film "Under the Tuscan Sun" was shot in this Italian region, showing sweeping views of the picturesque and breathtaking landscape!  The Montegufoni Castle is centrally located near major sites and towns: Florence (20-minute drive); Siena (30-minute drive);  Pisa; Lucca; San Gimignano; and Arezzo.  The history and vast culture of Tuscany boasts some of the world's most renowned museums, fine dining and shopping that will captivate any traveler.  You have the option of spending seven nights at this lovely castle hotel or you can extend your Italy getaway to nine nights and enjoy the two additional nights just outside of Rome!

**Please Note**  There is a 25 Euro heating fee per day if used, as well as a cash security deposit of 150 Euro (refundable) which are not included and must be paid directly to the property.  There is also a final cleaning fee of 60 Euro to be paid directly to the property. Gratuities, some local city taxes, daily housekeeping, and meals are NOT included.

Terms and Conditions:

We have selected the most economical flight schedule for you. Please note that shorter and more convenient flight options may be available at an additional cost.

Advertised vacation package prices are per person based on two people traveling together, unless otherwise noted. Advertised package rates are based on select departures as noted on the booking calendar above, were available via the Great Value Vacations website and may not represent current prices.

Vacation packages include round-trip economy class airfare on valid international carriers as noted in specific package inclusions and as indicated on booking engine calendar, which may also include code share flight agreements between carriers as indicated during the booking process. Carriers may vary based on city of origin.

Air fares are based on a 14-day advance purchase and include round-trip economy class airfare, including carrier and government-imposed taxes and fees, and the September 11th Security Fee of $5.60 per enplanement originating at a U.S. airport. Fluctuations in exchange rates may affect some taxes or fees. Other departure dates and origins are available at slightly higher rates. Fares apply to North American originating passengers only, and are not eligible for accrual of frequent flyer points/mileage. Seats are limited and fares may not be available on all flights. Child/infant discounts are not available, and stopovers are not permitted. Advance seat selection is controlled by the carrier(s), and may not be available on all flights. Baggage fees may apply; please check with carrier for specific policies.

Vacation packages are subject to availability, are capacity controlled, may not be available on every date or on all flights, and may be restricted to certain hotel room and car categories. Higher rates may also be available throughout travel period. Full payment is required at the time of reservation. Rates cannot be combined with any other discount/promotion, and are valid for new bookings only. Offers may be changed or withdrawn at any time without notice. Website contains special pricing that is exclusively for Internet sale only. Bookings made through our call center may incur a concierge fee of up to $25 per person.

Escorted vacation packages are per person based on two travelers (unless otherwise specified), and typically include hotel accommodations; transportation with professional driver/guide; sightseeing as listed, some meals, local taxes, hotel service charges and porterage of one (1) suitcase per person, due to limited capacity on motor coaches. Space is limited and prices may be restricted to certain travel dates, length of stay or room type. Driver and guide gratuities are not included, and are at the discretion of the traveler. Terms and conditions apply. Minimum child ages and handicapped traveler restrictions may apply on escorted tours; please call for details. 

Promo Code Offer Details: All promotions are subject to availability, valid for new bookings only, cannot be combined with any other promotion, discount, voucher or any other offers, and are not redeemable for cash. Offers are available for phone bookings via our reservation agents as well as online. This promo code can be input online on the payment screen. The call center is open Monday through Friday 9AM – 9PM ET, Saturdays 10AM – 6PM ET. Discounts will apply only once per passenger and are not valid for airfare only, or any other products or services. If a flight reservation is changed or cancelled, the original fare basis rules apply (plus any increase in fare). Additional restrictions may apply.

Cancellations/Changes: Rates are non-refundable. Substantial restrictions apply for cancellation/change, and depend upon the package type. Trip protection is recommended.

The applicable Travel Protection Plan will be applied to your purchase. Additional details will be provided on your Itinerary and Travel Protection Plan Voucher travel documents upon purchase.

Travel Protection Plan 1 (excludes Escorted, Golf, Cruise, Rail and/or Group Vacations) 
This coverage is designed to protect your investment on all featured self-drive and customized bookings. You may cancel your trip up to 72 hours prior to departure for any reason and you will receive a refund equaling the full amount of all payments made, less any Travel Protection Plan Cost and fees. Passengers who chose to rebook their vacation and originally booked airfare must rebook air on original air carrier. Coverage goes into effect on the day the premium is received. The cost of this coverage is 9% of your total trip cost and must be purchased at time of booking. Full description of coverage can be found by visiting Pre Departure notice of cancellation must be made during normal business hours (9AM to 5:30PM, Monday - Friday and 10AM - 6PM Saturday, Eastern Time) by calling (800) 495-5220. Note: Inside 72 hours prior to travel, full cancellation penalties will apply. Plan fees are not refundable at any time.

Claims for travel insurance related benefits (post departure benefits) should be made to Trip Mate Inc. 1-800-888-7292 or 9225 Ward Parkway, Suite 200, Kansas City, Missouri 64114 Plan #: F421W

Travel Protection Plan 2 (applies to Escorted, Golf, Cruise, Rail and/or Group Vacations)
For travelers on offered Escorted Vacations, Golf, or Cruise Vacations, travel protection is provided by Trip Mate Inc. This coverage is designed to protect your travel investment with a full cash refund less the cost of the insurance and cancellation fees for the following covered reasons such as death, sickness, injury or certain other covered reasons. Full description of coverage can be found by visiting The cost of this protection is 9% of the total cost of your trip and must be purchased at time of booking.

All claims are to be made to Trip Mate Inc. 1-800-888-7292 or 9225 Ward Parkway, Suite 200, Kansas City, Missouri 64114 Plan #: F421S

Call 1-800-896-4600 or go to for full details on change/cancellation policy.

Vacation package ID: PK-GC4P-TC99-FCO


Castello di Montegufoni - Montespertoli, Italy
Castello di Montegufoni


Castello di Montegufoni is part of a large estate comprising vineyards and olive trees in the heart of Chianti region. The historic towns of Siena, San Gimignano with its 14 famous towers, Pisa and Lucca await your visit. Drive through the Chianti countryside and picnic in the Sienese Hills. Florence is just 30 minutes away, where the masterpieces by great Renaissance artists including Michelangelo, Leonardo, Donatello, Botticelli and a host of others are a must-see.   


Castello di Montegufoni, a 12th century castle set in the Tuscan hills, offers the perfect home for your Tuscan adventure. Set in the midst of a large and very charming terraced park overlooking beautiful Italian gardens, it still retains a certain medieval flavor which blends smoothly with Renaissance refinement and solidity. In addition to the spacious and comfortable accommodations, the Castle offers a swimming pool, and restaurant specializing in sumptuous local Chianti fare. Golf, horseback riding, hiking, biking and spa facilities can all be found within easy reach.

Hotel Amenities
  • Internet Access
  • Parking
  • Pool
  • Restaurant
  • Check-in hours are from 230pm-630pm
Room Amenities
  • Individually decorated guest rooms
  • Living Room
  • Dining Room
  • Kitchen Corner
  • Fireplace
  • Bathroom with Shower
Hotel Location
Hotel Villa Vecchia - Rome, Italy
Hotel Villa Vecchia

Location: Surrounded by a beautiful park and immersed in an environment of art and nature, the Hotel Villa Vecchia is conveniently located just outside of Rome (under an hour from the airport), in Frascati – a lovely area in the midst of Roman castles, known for its peace and tranquility.

Overview: A historic Frascati mansion with stunning views, Hotel Villa Vecchia features 92 elegantly furnished, air-conditioned guestrooms. Its spacious Winter Garden offers a superb collection of artwork, and the stunning panoramic terrace provides breathtaking views over the Eternal City and nearby Roman castles. Boasting 16th century vaults, the restaurant Il Vignola offers an outstanding blend of local culinary traditions, with specific detail to innovative preparation techniques and presentation. The surrounding park features a swimming pool, providing guests with a stylish setting to enjoy the beauty and harmony of the natural environment – all within easy reach of the highlights of Rome.

Hotel Amenities
  • Air-conditioned public areas
  • Airport transportation (surcharge)
  • 24-hour front desk
  • Dry cleaning/laundry service
  • Elevator/lift
  • Free Wi-Fi
  • Multilingual staff
  • Free parking
  • Self-parking
  • Smoke-free property
  • Swimming pool - outdoor seasonal
  • Coffee shop or cafĂ©
  • Complimentary newspapers in lobby
  • Theme park shuttle (surcharge)
  • Internet point
  • Laundry facilities
  • Garden
  • Rooftop terrace
  • Restaurant(s) in hotel
  • Room service
  • Train station pickup (complimentary)
  • Area shuttle (surcharge)
  • Suitable for children
Room Amenities
  • Pay movies
  • Air-conditioning
  • Direct-dial phone
  • Minibar
  • Private bathroom
  • Complimentary toiletries
  • Hair dryer
  • Bathroom phone
  • Bidet
  • Satellite television service
  • Window opens
  • In-room safe
  • Desk
  • Non-smoking only
  • Cribs/infant beds available
  • Blackout drapes/curtains
  • Wake-up calls
  • Daily housekeeping
  • Shower/tub combination
  • Electronic/magnetic keys
  • Wireless Internet access (surcharge)
  • Wired high-speed Internet access (surcharge)
  • Dial-up Internet access (surcharge)
Hotel Location
Day 1: Depart the United States and relax on an overnight flight to Aeroporto Internazionale Leonardo da Vinci di Fiumicino. Rome is six hours ahead of Eastern Standard Time and most flights from New York to Rome are on average close to nine hours, so you will want to rest on the flight in order to arrive ready to explore Italy!
Day 2: You’ve arrived in Rome! You’ll pick up your rental car that will be yours for the duration of your trip and take off to the Montegufoni Castle located in the Tuscan Hills. This 4-star castle hotel is about a three-hour drive from the airport, but while driving through the gorgeous countryside you will have amazing photo opportunities and be able to stop whenever you’d like!
Days 3-7: The Montegufoni Castle is located in the heart of the Chianti Region in the Tuscan hills. With your rental car, feel free to take a 30-minute ride to Florence. Florence is a very culturally diverse city, known as the birthplace of the Renaissance. You will be about an hour’s drive from the famous Leaning Tower of Pisa and Chianti Wine Region. The beauty of traveling at your own pace is that you can choose where you go and when you go!
Day 8: You will have a bit of a drive to head back to Rome for your flight home today unless you upgrade to the eight-night vacation where you spend the final two nights in Rome, only a 40-minute drive away.
*If you choose to extend, your extra two nights will be spent just outside of Rome. You'll be surrounded by a rich history in the glamorous and busy medieval city of Frascati at the Hotel Villa Vecchia. The hillside town of Monte Porzio Catone offers panoramic views of Rome, lovely mountain views and makes for a great afternoon trip. You can also drive to the capital and explore some of the more famous sites including the Colosseum, the Roman Forum and the Trevi Fountain.