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Country Roads of Umbria and Tuscany (Summer ) 2017

This magical tour devotes quality time to the medieval hill towns and evocative landscapes of Italy's two famous regions. Drink the wine, meet the local people around plate-laden tables and hear their fascinating life stories.

  • Price starts at: $2575
  • Tour length: 11 Days

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Available Dates

Showing 5 available departures (30 per page)

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Itinerary & Activities

Itinerary Map
(click for larger version)
Itinerary map of Country Roads of Umbria and Tuscany (Summer ) 2017>

Day 1 Your Journey Begins

Board your overnight flight to Europe (please ask about our great deals).

Day 2 Welcome to Rome

Transfers to your centrally located hotel, a short stroll from the Via Veneto depart from Rome's Fiumicino Leonardo da Vinci Airport at 09:30, 12:30 & 15:30. Relax and settle in before the evening's Welcome Reception. Meet your Tour Director and fellow guests over a pleasant evening of dinner and wine.(WD)

Day 3 Sistine Chapel, Cooking in Orvieto and on to Perugia

Explore the Vatican Museums in the morning, where the hidden gems of the vast Papal art collection are unveiled by a local historian. Your special VIP visit includes fast-track entry and the Bramante Staircase, a part of the Vatican closed to the general public. View the imposing St. Peter's Basilica, the largest in the world. Next, head north to the Umbrian hilltop town of Orvieto; its Cathedral is one of Italy's most celebrated buildings. You're welcomed into the kitchens of zesty ‘Etruscan chef' Lorenzo Polegri, who shares with you his virtuoso cooking skills and love of Italian food. Delicious pasta fresca, combined with the local staples of olive oil, cheese, prosciutto and focaccia, make for a memorable lunch, all washed down with a chilled glass of Orvieto Classico wine. Continue to Perugia, one of the most beautiful centres of art in the whole of Italy. The evening is at leisure to dine or explore as you please.(BB / HL)

Day 4 Perugia Sightseeing and Free Time

(Relaxed Start) In the morning, join a Local Expert to navigate the underground labyrinth of little streets, alleys and arches. Promenade the wide Corso Vannucci, resplendent in pale-pink stone, past the princely Priors' Palace, Cathedral and finely sculptured Great Fountain in the main square. Then, visit a workshop to see how the fascinating art of hand-weaving textiles has been passed down through the generations. 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 handpicked selection of Perugian restaurants. Buon appetito!(BB / DA)

Day 5 Assisi, in Search of St. Francis

(Relaxed Start) Journey on to the medieval walled town of Assisi. With a Local Expert, visit the imposing Basilica of St. Francis - its early frescoes served as an inspiration to Renaissance artists. Move on through the twisted groves that carpet the side of Mt Subasio. At a family-run mill, meet a third generation specialist to follow the evolution of the olive, from tree to table and relish the intense flavours drizzled over crusty bread with a splash of salt – delizioso!(BB)

Day 6 Tuscany to Cortona, Siena and San Gimignano

Follow the shores of Lake Trasimeno to Cortona, one of the oldest hill towns in Tuscany. After time to explore, move on 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. Then, with your Local Expert, there is time to climb up to the black and white striped marble cathedral. Your home for the next three nights is a delightful villa near the medieval town of San Gimignano.(BB / DW)

Day 7 San Gimignano sightseeing and Free Time

(Relaxed Start) An orientation in the morning shows you San Gimignano's medieval skyscrapers, serpentine streets and hidden squares. It also boasts the world champion gelato maestro Sergio Dondoli. At his artisan ice-cream parlour on the cobbled Piazza della Cisterna, the jaunty gelataio doles out his silky frozen treats in a range of mind-boggling flavours. The rest of the day is at leisure; you could take an optional trip to Pisa and Lucca.(BB)

Day 8 Florence and Chianti Countryside Experience

(Relaxed Start) The morning is devoted to the Renaissance city of Florence. A fascinating walking tour 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 Signoria Square 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. A delightful drive through the cypress and olive groves of Tuscany will bring you to Greve in Chianti. Here you can taste the local produce and explore the artisan shops beneath the arched loggias of the triangular Piazza Matteotti. Stop along the winding Via Chiantigiana in Panzano - originally a medieval castle, with its beautiful stone houses and Church of Santa Maria Assunta, built into the remains of the fortifications. On your return, we visit a wine cellar for an exploration into their wine-making process and enjoy a tasting.(BB)

Day 9 Venice and the Magic of ‘La Serenissima’

Descend from the Apennines before crossing the fertile valley of the River Po and continue to magical Venice, where the city seems to float on the lagoon. Wonder at the marbled expanse of St. Marks Square – the Byzantine Basilica, Doge's Palace and lofty bell tower. Later, embark on a romantic gondola ride through the charismatic canals while musicians serenade you with some of Italy's best loved songs. In the evening, enjoy a farewell Celebration dinner ‘alla Veneziana' with good food, wine and company in the most magical of settings.(BB / CD)

Day 10 Arrivederci Venezia

Delight in your final views of this sea-lapped city in the morning. Transfers arrive at Venice Airport at 08:00 and 09:30. This trip fits perfectly with the Country Roads of Puglia & the Neopolitan Riviera. Why not combine these tours for a full Italian Experience?(BB)


Things to Know

Preparing For Your Trip
  • Make Sure to Bring All of Your Important Documents: Passport, Foreign visa (if applicable), Itinerary, Trip confirmation, Airline ticket, Drivers license, Credit cards, Travel documents.

  • Vaccinations Are Required for Entry to Some Countries. The U.S. Centers for Disease Control (CDC) and the World Health Organization (WHO) can provide you their recommendations for vaccinations and other travel health precautions for your trip abroad.

  • Are You Taking Any Prescriptions or Other Medications? Pack enough to last your entire trip, including some extra in case you are unexpectedly delayed.

  • Insurance: Purchase travel insurance to cover yourself against unexpected situations. You never know when something might happen, so always be prepared.
While Traveling
  • Keep an eye on your belongings. Do not leave your belongings unattended in public spaces

  • Always have local cash. Not every place takes credit cards.
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