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Food & Wine: Flavors of Tuscany & Umbria

with Rome extension

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This tour itinerary varies by year.

Duration: 10 or 12 days
Group size: 14-28
Reviews: 227

Taste the rustic flavors of central Italy.

Tucked-away towns make up the core of Tuscany and Umbria, while the cultural capital of Florence offers urban elegance and historic remnants from the Renaissance. From handmade pasta in heavy sauces to wood-grilled steaks, discover the simple, honest flavors for which central Italy’s medieval villages and sweeping countrysides are known.

Your tour package includes

8 nights in handpicked hotels
8 breakfasts
3 lunches
3 dinners with beer or wine
3 wine tastings

Included highlights

Florence Duomo
Tuscan cooking lesson
San Gimignano
Chianti wine tasting
Montalcino wine tasting

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Day-by-day itinerary

Print itinerary

Overnight Flight1 night

Day 1: Travel day

Board your overnight flight to Florence today.

Florence3 nights

Day 2: Arrival in Florence

Included meal: Welcome dinner

Welcome to Italy! Meet your fellow travelers at tonight’s welcome dinner.

Day 3: Sightseeing tour of Florence

Included meals: Breakfast, Dinner

Set off with a local guide to see Florence, the city at the center of the Renaissance.

View the legendary Florence Cathedral, known as the Duomo
Pass Giotto’s Campanile, a masterpiece of Gothic architecture
Walk past Piazza della Repubblica to the medieval Ponte Vecchio
Stroll along the Arno River and through the courtyard of the Uffizi Gallery to Piazza della Signoria, center of Florentine life
Step inside the Basilica of Santa Croce, burial site of Michelangelo and Galileo

This evening, join a local chef for a cooking class where you’ll make pasta by hand, create two kinds of bruschetta and craft tiramisu for dessert. Savor your creations for dinner with accompanying wines.

Day 4: Free day in Florence

Included meal: Breakfast

Enjoy a free day in Florence or add excursions.

Medieval Lucca & Farmhouse Lunch

Excursion (additional cost)

Fiesole Villa Dinner

Excursion (additional cost)

Siena2 nights

Day 5: Siena via San Gimignano & Chianti

Included meals: Breakfast, Dinner

En route to the enchanting city of Siena, stop in San Gimignano, “the city of beautiful towers.”

Explore the small medieval town of San Gimignano on your own
Sample some of the city's renowned gelato

This afternoon, continue on to Chianti to tour a winery and sample some of the region’s fine wines at an agriturismo, or farm stay.

Then, arrive in Siena for this evening’s included dinner of Tuscan specialties.

Day 6: Montalcino & Siena

Included meals: Breakfast, Light lunch

Today, you’ll visit a winery and explore the vibrant cities of Montalcino and Siena.

Spend free time wandering the streets of Montalcino
Taste three acclaimed Brunello grape wines and enjoy a light lunch
Return to Siena, where a local guide shows you Siena Cathedral, home to major works of art by Donatello and Pisano, and the adjoining Piccolomini Library
Stroll Siena’s medieval streets, stopping at the historic Piazza del Campo

Perugia2 nights

Day 7: Perugia via Cortona & Lake Trasimeno

Included meals: Breakfast, Lunch

Continue your travels across the Tuscan landscape and into Umbria as you head toward Perugia.

Explore the hillside town of Cortona on your own during free time
Visit Lake Trasimeno, where Hannibal battled the Romans
Enjoy a lunch of traditional Umbrian specialties

This afternoon, set out on a guided tour of Perugia, the medieval town known for its Etruscan Arch.

See the Palazzo dei Priori, a medieval palace dating back to 1298
View stunning artwork inside the 15th-century Collegio del Cambio
See Perugia Cathedral and wander through the tunnels of Rocca Paolina, Perugia’s historic underground city

Day 8: Free day in Perugia

Included meal: Breakfast

Enjoy a free day in Perugia or add an excursion.

Assisi & Umbrian Farm Lunch

Excursion (additional cost)

Rome1 night

Day 9: Rome via Montefalco wine region

Included meals: Breakfast, Lunch

Journey across Umbrian valleys en route to Rome. Stop along the way in the Montefalco wine region for a farewell wine tasting of red Sagrantino and white Umbrian wines, accompanied by a lunch of local specialties.

Then, arrive in Rome and join at local family at their home for a farewell apertivo. During this typical Italian cocktail party, you'll enjoy drinks and a buffet featuring local cheese, prosciutto, bruschetta, and more.

Flight Home

Day 10: Departure

Included meal: Breakfast (excluding early morning departures)

Transfer to the airport for your flight home or extend your stay to further explore Rome.

Extension to Rome

Only in Rome can you sip cappuccino at a cafe in front of the Pantheon, buy grapes at a centuries-old market, and have an audience with the pope—all in one morning. For a mix of spectacular art, grand history, and exuberant street life, no other city comes close.

Rome2 nights

Day 10: Sightseeing tour of Rome

Included meal: Breakfast

Follow in the footsteps of the ancient Romans on a guided tour of the Eternal City.

View the Arch of Constantine and soak up over 2,000 years of history in Imperial Rome
Enter the Colosseum, the largest amphitheater of the Roman Empire
See Circus Maximus, the stadium where ancient Romans raced chariots
Pass by the Temple of Hercules Victor and the Theatre of Marcellus
End your tour in the Jewish ghetto neighborhood, where you’ll stop at a local bakery to sample kosher Roman delicacies

Day 11: Free day in Rome

Included meal: Breakfast

Spend a full free day in Rome or add an excursion.

This evening, enjoy a farewell drink as you celebrate your trip with your fellow group members.