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Country Roads of Umbria and Tuscany

Operated by: Insight Vacations

9 Days from $2,274 per person
San Gimignano in Siena, Tuscany, Italy

Countries Visited

Italy ...more Italy

Locations Visited

Rome, Orvieto, Perugia, Assisi, Siena, San Gimignano, Florence ...more Rome, Orvieto, Perugia, Assisi, Siena, San Gimignano, Florence
  1. Day 1 Welcome to Rome

    Transfers to your hotel depart from Rome's Fiumicino Leonardo da Vinci Airport at 09:30, 12:30 and 15:30. Join your Travel Director at 17:30 to explore the Eternal City, passing the Renaissance palaces and Baroque churches scattered throughout the city. Get to know your fellow travellers over a pleasant Welcome Dinner as you dine at your hotel's restaurant, Unique al Palatino.(Dinner with Wine)

    meals Dinner with Wine
    hotel Kolbe Hotel Rome.
  2. Day 2 Sistine Chapel, Cooking in Orvieto and on to Perugia

    Explore the Vatican Museums in the morning, where a local historian unveils the gems of the vast Papal art collection. Your special VIP visit includes fast-tracked entry and behind-the-scenes access to the Bramante Staircase, a part of the Vatican normally closed to visitors. View the imposing Basilica of St. Peter, the largest in the world. Journey north to the Umbrian hilltop town of Orvieto; its cathedral is one of Italy’s most celebrated buildings. Immerse yourself in the flavours and culture of the region and learn about the secrets of Italian food culture as you enjoy a delicious Highlight Lunch accompanied by Orvieto Classico wine. Join a Local Expert in Perugia to navigate the underground labyrinth of little streets, alleys and arches. Walk Corso Vannucci, resplendent in pale-pink stone, passing the princely Priors' Palace, cathedral and finely sculptured Great Fountain in the main square.(Breakfast / Lunch with Wine)

    meals Breakfast, Lunch with Wine
    hotel Sangallo Palace Hotel, Perugia.
  3. Day 3 Perugia Sightseeing & Free Time

    Visit an artisanal workshop to meet Marta, beneficiary of a TreadRight Foundation grant, and her weavers. See how the fascinating art of loom-weaving textiles has been passed down through the generations and learn how this ancient craft is being preserved. Afterwards, you will be free to enjoy the many delights of Umbria's capital city. For dinner, choose your ideal ambience and palate-pleasing menu from a hand-picked selection of Perugian restaurants for your Dine-Around Evening. Buon appetito!(Breakfast / Dinner with Wine)

    meals Breakfast, Dinner with Wine
    hotel Sangallo Palace Hotel, Perugia.
  4. Day 4 Assisi, in Search of St. Francis

    Journey to Assisi, one of Italy's most beautiful medieval hilltop towns, set high up in the mountains and enclosed by fortress walls. In the valley, see the famous Church of St. Mary of the Angels, much venerated as the place of St. Francis' death, then continue up Mount Subasio to the upper town. Step inside the massive, 13th century Basilica of St. Francis with your Local Expert to learn how Giotto masterfully painted frescoes that inspired a variety of Renaissance artists. Continue through the twisted groves that carpet the side of Mount Subasio. At a family-run olive mill, meet a third generation specialist to follow the evolution of the olive from tree to table. Relish the intense flavours drizzled over crusty bread with a sprinkle of salt – delizioso!(Breakfast)

    meals Breakfast
    hotel Sangallo Palace Hotel, Perugia.
  5. Day 5 Tuscany to Cortona, Siena and San Gimignano

    Follow the shores of Lake Trasimeno to Cortona, one of the oldest hilltop towns in Tuscany. After free time to explore, continue to the narrow cobbled streets of Siena. Standing in the shell-shaped Campo, imagine the frenzied atmosphere of the biannual Palio horse race and see the superb 14th century Town Hall. Explore Siena with Insight Choice. Visit the medieval Cathedral or sample panforte, a traditional Tuscan dessert. Travel to your home for the next three nights, a delightful villa near the medieval town of San Gimignano.(Breakfast / Dinner with Wine)

    meals Breakfast, Dinner with Wine
    hotel Villasanpaolo, San Gimignano.
  6. Day 6 San Gimignano sightseeing and Free Time

    In the morning, your Travel Director will show you San Gimignano's medieval skyscrapers, serpentine streets and hidden squares. The town is also home to world champion gelato maestro Sergio Dondoli. At his artisan ice cream parlour on Piazza della Cisterna, the jaunty gelataio doles out his silky, frozen treats in a range of unique flavours for you to try. The rest of the day is at leisure; why not join an Optional Experience to Pisa and Lucca?(Breakfast)

    meals Breakfast
    hotel Villasanpaolo, San Gimignano.
  7. Day 7 Florence and Tuscan Countryside Experience

    The morning is devoted to the Renaissance city of Florence. A fascinating walking exploration with a Local Expert takes you to the marble-clad cathedral crowned by Brunelleschi's dome. See the baptistery with its beautiful Gates of Paradise and Giotto's splendid bell tower. Walk on to Piazza della Signoria with its open-air gallery of Renaissance sculptures, followed by free time to shop for top-quality Florentine leather or seek bargains in the gold workshops. Toast to your travels during a delicious Farm-to-Table Celebration Dinner at a local restaurant and enjoy tasting flavoursome dishes prepared with locally grown ingredients, sourced from the farm or nearby Tuscan region. Relax as the pairing of home-made pastas with the farm's own traditional Chianti wine rounds off your great Italian adventure.(Breakfast / Dinner with Wine)

    meals Breakfast, Dinner with Wine
    hotel Villasanpaolo, San Gimignano.
  8. Day 8 Country drive to Ancient Rome

    Leave behind the tower topped town of San Gimignano. Enjoy rolling Tuscan hills as you journey through the Italian countryside, making your way to Ancient Rome. On arrival, enjoy the afternoon at leisure.(Breakfast)

    meals Breakfast
    hotel Bettoja Hotel Massimo D'Azeglio, Rome.
  9. Day 9 Arrivederci Roma

    Bid farewell to the glories of Italy. Departure transfers arrive at Rome’s Fiumicino Leonardo da Vinci Airport at 07:00 and 09:30.(Breakfast)

    meals Breakfast
route_map
Price Includes

Included Insight Services

  • Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas
  • Enjoy the comfort of Insight's luxury, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary
  • We carry your bags for you and promptly deliver them to your hotel door
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency
  • We also include all taxes and porterage charges at hotels
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available)
  • From time to time, your Travel Director will enchant you with an Insight Flourish, which is a local specialty representing the destination
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times
  • If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport

Authentic Dining

  • Mt Subasio: Follow the evolution of the olive, from tree to table, with a tasting at a family-run olive mill.
  • Rome: Welcome Dinner as you dine at your hotel's restaurant, Unique al Palatino.
  • San Gimignano: Ascend serpentine alleyways to the artisan gelato parlour of world champion gelato maestro, Sergio Dondoli for a taste of his finest frozen treats.
  • Perugia: You are offered a selection of restaurants on your Dine-Around Evening. Choose your own ambience, cuisine and drinks for an intimate culinary experience.
  • Tuscany: Nestled in the rolling hills surrounding Sam Gimignano and surrounded by its own vineyards, olive groves, saffron crop and orchards, is the homely Il Vecchio Maneggio. Admire the beautiful views as you enjoy a drink before sitting down to your Celebration Dinner - a delicious Farm-to-Table experience, with all the organic produce sourced from the surrounding farm.
  • Dining Summary: 8 Breakfast (B), 4 Dinner with Wine (DW), 1 Lunch with Wine (LW)

Insight Choice

  • Siena: Choose between visiting the medieval Siena Cathedral with your Local Expert or alternatively, sample panforte, a traditional Tuscan dessert.

Insight Experiences

  • Vatican City: Gain VIP access into the Vatican Museums and admire the famous Bramante Staircase. Witness the genius of Michelangelo in the Sistine Chapel and view the splendid dome of St. Peter's Basilica.

Make Travel Matter

  • Perugia: Meet Marta, recipient of a TreadRight Foundation grant, to learn how she and her weavers are preserving the ancient craft of loom-weaving at their artisan workshop and offering employment opportunities for local women. Laboratorio Guidetta Brozzetti advances SDG 5: Gender Equality. The workshop is owned by women and actively empowers women and girls through its education and training programs. Laboratorio Giuditta Brozzetti also advances SDG 11: Sustainable Cities & Communities. Marta, and her students help to safeguard the unique patterns while contributing to the protection of Umbria’s cultural heritage.

Top Rated Highlights

  • Rome: During your orientation with you Travel Director see the medieval buildings, including Renaissance palaces and Baroque churches, scattered throughout the city.
  • Orvieto: During your orientation of this Umbrian hilltop town with your Travel Director, visit Piazza del Duomo to admire the cathedral.
  • Perugia: Led by your Local Expert, your orientation will explore the Old Town and show you Priors' Palace, Collegio del Cambio, the cathedral, the Great Fountain and main square.
  • Assisi: With a Local Expert, find out why the Basilica of St. Francis is considered one of the crowning achievements of Europe.
  • San Gimignano: Visit the medieval Manhattan of Italy!
  • Florence: Join a Local Expert to view the multi-coloured marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square. See the area around Santa Croce Basilica, famous for the quality of its luxury goods.

Dates & Prices

Prices shown are per person based on two people sharing a twin room. To request a personalized travel quote, click "Request Quote" and a Travel Specialist will send your custom quote including airfare if requested.

Online Booking Process

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May 2021
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June 2021
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July 2021
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August 2021
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$2,675 $2,274 Save $401
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September 2021
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Sep 5 Sun
Sep 13 Mon
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TODAY'S PRICE - Based on twin share
$2,775 $2,359 Save $416
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AARP Members Save $100
Sep 19 Sun
Sep 27 Mon
AARP Members Save $100
Guaranteed Departure This departure is guaranteed
TODAY'S PRICE - Based on twin share
$2,775 $2,359 Save $416
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October 2021
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Oct 3 Sun
Oct 11 Mon
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TODAY'S PRICE - Based on twin share
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Reviews
Service
Vacation
Independent Reviews
Trusted Customer
Monday, May 20, 2019
Service
Helpful, good explanations, easy process. Traveled with GET two times now.
Vacation
Chose Country roads to be in the countryside instead of the big cities and Umbria and Tuscany were great areas with interesting small towns. The views were fabulous!
Bernard Moleskie
Monday, August 14, 2017
Service
Made all travel and tour arrangements. Process was seamless, great communication and no broken promises.
Vacation
Well planned sites, facilities, busses, restaurants, tour director and local tour guides.
John Creelman
Wednesday, May 31, 2017
Service
The only fault I can mention in regards to GET is the trips description as "leisurely". It belies the actual conditions. There was considerable difficult walking when visiting the hilltop towns especially and to a lesser degree in the long walks getting into and out of the larger cities.
Vacation
See my earlier comment. **
Trusted Customer
Tuesday, April 26, 2016
Service
The Grand European Travel representatives were very efficient and helpful.
Response from Grand European Travel:
Thank you so much for taking the time to write. We're so happy you enjoyed your trip to Italy! Grand European Travel
Wednesday, April 27, 2016
Vacation
It was very well planned. We had a good variety of activities for the time we had. I took advantage of all the optional activities, which may have made a difference. Our tour guide, GiGi, and driver, Benito, were excellent
Trusted Customer
Sunday, November 1, 2015
Service
Our Tour Guide was excellent!! She took very good care of us
Vacation
My only complaint was that The Country Roads of Umbria and Tuscany was advertised as leisurely and it was anything but. However I was pleased to have covered so much of each region but I was not prepared for the pace.
Trusted Customer
Monday, October 19, 2015
Service
Service good.
Response from Grand European Travel:
We're sorry to hear that you felt there was too much included. We will share this information with our planning teams right away. Thank you for your helpful feedback. Grand European Travel
Monday, October 19, 2015
Vacation
The company tried to include far too much on this tour. Great tour with this exception. Wonderful Tour Guide!
Trusted Customer
Saturday, October 3, 2015
Service
Good except in trying to pack too much into the tour. I guess this was a "tasting tour" to give people a quick sense of what they might like to return and visit with more leisure.
Response from Grand European Travel:
There is a lot to see on this particular trip. We do try to include the highlights of what most of our guests are interested in and try to convey that in our brochure and travel documents. We apologize if the daily itinerary was not made clear to you and appreciate you bringing this to our attention. Grand European Travel
Monday, October 5, 2015
Vacation
The tour covered too much too fast. Four hours for Florence was ridiculous. The hotels were fine. Too much food at special dinners.
Trusted Customer
Sunday, September 27, 2015
Service
The registration process was easy with timely reminders of payment. Our fights were well spaced and the coach was comfortable and clean. The hotels were well placed and had good amenities.
Vacation
The tour was amazing with a good balance of sightseeing and down time. We appreciated the fast track entry into crowded tourist spots such as the Vatican, "the David" and a gondola ride. Belinda Richardson was awesome as our tour director. She went the extra mile to celebrate anniversaries and birthdays (especially mine.) Unforgettable trip.
Trusted Customer
Saturday, September 26, 2015
Service
Everything was handled very well. I just wish we had been given a choice between Economy/Prime and Economy seating on our flights. Economy on our Alitalia flight was very uncomfortable and luckily we were able to get upgraded to Economy/Prime on the trip home.
Vacation
The tour was excellent and our tour guide was wonderful. I was worried that the walking would be too difficult for me and in some cases it was. Our guide was able to arrange cabs for me and another member who was having difficulty. I had called Grand European Travel and had asked them about the walking and they seemed to indicate that it wouldn't be a problem. I think when people have this sort of difficulty, they should be informed as to what they will be encountering.
Trusted Customer
Thursday, September 17, 2015
Service
Air transportation and tour arrangements were made without error.
Response from Grand European Travel:
That is one of the benefits in traveling with us. Those little touches and sights you wouldn't see if you were on your own. Thank you for taking the time to share your thoughts and memories. Grand European Travel
Thursday, September 17, 2015
Vacation
All aspects of the trip exceeded my expectations. The itinerary was spot on and included many things we would never have been able to discover on our own. The accommodations, included food and coach were all outstanding. And our tour director and driver could not have been better.
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