Tuscan & Umbrian Countryside

On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi's old city, and explore the Etruscan hill town of Orvieto, where one of history's rarest frescoes is on display inside a Gothic cathedral. Visit Florence, the "Cradle of the Renaissance." In Siena, stand inside one of Tuscany's most ancient piazzas. Admire the famous towers of San Gimignano. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

Call (513) 541-2187 for more information or to book today! Mention code 16769404

Tour Operator
Offer valid through 12/31/2022
11 Days
Day 1RomeOn a journey through Italy's roads less traveled, discover its endless treasures from Rome to Umbria to Tuscany, and the marvels of wine, cuisine, culture, and history in between.
Day 2RomeItaly's dynamic capital city beckons. Get a taste of the local culture and start your journey at a delicious welcome dinner.
Day 3RomeOlive and cypress trees accent the Etruscan hill town of Orvieto. Stroll the historic streets with a local expert and visit the prominent Gothic cathedral to gaze at a remarkable Signorelli fresco. Continue to discover Orvieto on your own this afternoon. Eat, drink, and disappear into the local scene before taking in the splendors of country life in a pristine Umbrian hill town, your home for the next 3 nights.
Day 4UmbriaMedieval palaces command the foreground of ancient Spoleto. In the shadow of the Apennines, embark on a walking tour to see centuries of architectural history, from the Ponte delle Torri aqueduct to the gilded elegance of the Duomo of Santa Maria Assunta. Explore more of Spoleto on your own before learning about olive oil at a family-run frantoio (olive presser). Venture into a local restaurant in the Nera Valley, where you'll enjoy a cooking class in a former 12th-century abbey. Dig in to your handcrafted meal for dinner.
Day 5UmbriaTravel to Assisi, birthplace of St. Francis. Set out on a walking tour of the old city with a local guide, learning about its history as you stroll the medieval streets. Visit the famous Basilica of St. Francis. Later, a local family welcomes you to their country home for lunch as their honored guest. Share stories and make an Umbrian friend (or two).
Day 6UmbriaLeave Umbria for the villages of Tuscany, nestled among the vineyards and olive groves of the Val d'Orcia region (UNESCO). Tour a winery's estate and cellar before indulging in an authentic Tuscan lunch. Created by the on-site chef, this meal is expertly paired with the vineyard's very own wines. End your day in Pienza (UNESCO), a Renaissance village where flowers and plants adorn the cobblestone streets.
Day 7TuscanyJourney through the Orcia Valley's rolling hills on your way to the 12th-century Abbey of Sant'Antimo. Continue on to the unique hamlet of Bagno Vignoni, whose central piazza is filled with thermal water. Taste the flavors of the region at a local pecorino cheese farm. Snack on some of the cheesemaker's creations before returning to Pienza for an afternoon at leisure. Maybe you'll explore the countryside along one of the many white roads that cut through the farmland.
Day 8TuscanyTake a guided walking tour through Siena, delving into the local history as you learn about the world-renowned Palio Horse Race. Enjoy free time to explore more of this hilly town, perhaps visiting its cathedral or the town hall's frescoes. An afternoon drive through Tuscany's Chianti Region takes you to the restored Tuscan villa where your hotel is located.
Day 9FlorenceExplore Florence, the "Cradle of the Renaissance," with a local expert on foot. Wander along the glittering storefronts on the Ponte Vecchio, where gold shops adorn the only Florentine bridge to survive WWII. You'll also take in the Palazzo Vecchio, the Piazza della Signoria, and Santa Croce. Take some time on your own to explore the city's seemingly endless treasures, both historic and modern. Return to your Tuscan villa in the evening.
Day 10San GimignanoChoose how to explore Tuscan landscape because it's your choice! Join a local truffle hunter in search of the elusive mushroom and sample the goods yourself -OR- take to the countryside on an ATV adventure along winding dirt roads, followed with a taste of truffle bruschetta. Spend your afternoon in San Gimignano, whose beautiful 13th-century medieval towers stand tall over the surrounding vineyards. As the sun begins to set, gather with your fellow travelers for a farewell dinner of Tuscan specialties.
Day 11TuscanyYour journey through Tuscany and Umbria comes to a close today in your restored Tuscan villa.

Click Quote or call us to get additional information on your chosen travel date. Special offers or competitive pricing may be available!

DatePrice / DescriptionQuote
05/07/2023$2,999.00* (USD) / Land OnlyQuote
05/14/2023$2,999.00* (USD) / Land OnlyQuote
05/21/2023$2,999.00* (USD) / Land OnlyQuote
Hotel Kolbe - Rome, Italy
Hotel Antica Dimora Alla Rocca, Trevi - Umbria, Italy
Hotel Corsignano, Pienza - Tuscany, Italy
Villa San Lucchese Hotel - Tuscany, Italy
* NOTE: Tour prices are land only rates based on per person, double occupancy. Some dates may feature various changes in hotels, sightseeing and inclusions. Please confirm your specific itinerary at the time of booking. Government taxes and fees are additional. Land rates are guaranteed at time of deposit. Certain taxes and fees are to be paid upon exiting the country in local currencies.
Airfare is additional and is available through Collette Vacations.


  • Tuscan & Umbrian Countryside

    From $2,999.00 (USD)

    On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love.

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