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Country Roads of Tuscany & Central Italy

9 day tour to Italy
Tour Operator
Insight Vacations
Departures
Mar 28, 2027 – Sep 26, 2027
Prices From
$3,150

Live 'la dolce vita' during this 9-day guided tour of Italy. Explore the narrow cobblestone streets of Siena to the shell-shaped Piazza del Campo and see the Torre del Mangia, the second-tallest tower in Italy. Discover the art of truffle-hunting and learn how to make pasta from a professional before delighting in a local lunch. In San Gimignano, eat the best gelato in the world - literally. Indulge in your favorite flavors or try something unexpected. Alongside a Local Expert, marvel at the cathedral at the center of Florence: Basilica di Santa Maria del Fiore, nicknamed 'the Duomo' for its awe-inspiring crown made by a master goldsmith.

Tour Itinerary

Day 1

Welcome to Rome, a glorious city filled with classical antiquities, medieval buildings, Renaissance palaces and Baroque churches. Settle in before joining your Travel Director and get to know your fellow travelers over Roman specialties during dinner at a local restaurant.

Day 2

See the imposing Basilica of St. Peter in the Vatican City before crossing the Tiber into Ancient Rome and imagining the gladiatorial combats and sounds of roaring spectators as you visit the mighty Colosseum with your Local Expert. Journey north to the Umbrian village of Baschi. Immerse yourself in the flavors and culture of the region and learn about the secrets of Italian food culture as you join Giovanni and his dog Chris for a truffle hunting session. Afterwards, be entertained by Chef Lorenzo with a fun pasta demonstration and enjoy a delicious lunch accompanied by Orvieto Classico wine. Join a Local Expert in Perugia to navigate the underground labyrinth of little streets, alleys and arches. Walk along Corso Vannucci, resplendent in pale-pink stone, passing the princely Priors' Palace, the cathedral and the finely sculptured Great Fountain in the main square.

Day 3

This morning, during a MAKE TRAVEL MATTER® Experience, visit an artisanal workshop to meet Marta—recipient of a TreadRight Foundation grant—and her team of weavers. Discover how the fascinating art of loom weaving has been passed down through generations and learn how this ancient craft is being preserved today. Later, enjoy free time to explore the many delights of Umbria’s capital city or join an Optional Experience to Cortona. In the evening, take your pick from a hand-picked selection of Perugian restaurants for a Dine Around experience—choosing the ambience and menu that suit you best. Buon appetito!

Day 4

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.

Itinerary Dates & Prices

Start Date Mar 28, 2027
End Date Apr 05, 2027
Our Price $3,195
Guaranteed
Start Date Apr 25, 2027
End Date May 03, 2027
Our Price $3,525
Guaranteed
Start Date May 23, 2027
End Date May 31, 2027
Our Price $3,525
Guaranteed
Start Date Jun 20, 2027
End Date Jun 28, 2027
Our Price $3,275
Guaranteed
Start Date Jul 04, 2027
End Date Jul 12, 2027
Our Price $3,195
Guaranteed
Start Date Aug 01, 2027
End Date Aug 09, 2027
Our Price $3,150
Guaranteed
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