Skip to main content
1-800-590-1161Help & contactEarn free travel
Food & Wine:...

Food & Wine: Flavors of Tuscany & Umbria

11 days |  13 days with Rome extension
11 days |  13 days with Rome extension
Group size1222 travelers

4.7 out of 5 stars

Physical activity
Loading video
a man at a wine tasting holding a glass of red wine while talking
a dish of bruschetta
tan brick house in tuscan hills
OverviewItineraryDates & pricesReviewsTraveler photosHotels, flights & FAQ
You have up to 60 days to get a full refund

Feel good about putting a tour on the calendar today: Enroll in AutoPay or pay in full when you book, and if you change your mind, you’ll get your money back.†

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 locally produced wines from Chianti, Montalcino, and Montefalco, discover the simple, honest flavors for which central Italy’s medieval villages and sweeping countrysides are known for on this small group Food & Wine Tour.

Your tour package includes

  • 9 nights in handpicked hotels
  • 9 breakfasts
  • 4 lunches
  • 3 dinners with beer or wine
  • 4 wine tastings
Read more

Included highlights

  • Mercato Centrale
  • Tuscan cooking lesson
  • San Gimignano
  • Chianti wine tasting
  • Montalcino wine tasting
Read more
Start planning today

An expert specializing in tours of this region is here to help.

Talk to a Tour Consultant

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 Tour Director and fellow travelers during a welcome dinner at a local restaurant.

Day 3: Sightseeing tour of Florence
Included meals: Breakfast, Tasting, Dinner

Set off with a local guide on a food-themed walking tour of Florence, the city at the center of the Renaissance.

  • Learn about the city’s art and history at Piazza San Lorenzo.
  • See Italian cuisine such as Tuscan breads, cold cuts, Chianina beef, tripe, lampredotto, vegetables, and herbs for sale at the Mercato Centrale.
  • Stop for a typical Italian breakfast of cappuccino and brioches​.
  • View the legendary Florence Cathedral, known as the Duomo.
  • Pass Giotto’s Campanile, a masterpiece of Gothic architecture.
  • Stop in the Pazzi Palace courtyard to try Tuscan croutons topped with chicken liver or olive paté, paired with a glass of Chianti.
  • Walk to the lively Mercato di Sant’Ambrogio and see locals picking up their daily groceries.
  • Taste finger foods loved by Florentines including coccole, fried dough balls, and veggies meatballs.

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.

Villa Machiavelli Dinner

From $99 per person

Medieval Lucca & Farmhouse Lunch

From $129 per person

Siena2 nights
Day 5: Siena via San Gimignano & Chianti
Included meals: Breakfast, Tasting, Wine tasting

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.

Day 6: Montalcino & Siena
Included meals: Breakfast, Wine tasting, Light lunch, Tasting

This morning, explore the vibrant city of Montalcino before visiting a winery.

  • Spend free time wandering the streets of Montalcino.
  • Taste three acclaimed Brunello grape wines and enjoy a light lunch.

Make your way back to Siena and set off on a guided tour of the charming Tuscan city.

  • Walk through the Campo, the square that’s the center of civic life, and learn about the Palio horse race that takes place there every summer.
  • Enter Siena Cathedral, home to major works of art by Donatello and Pisano.
  • Discover the town’s black-and-white marble duomo and see brilliantly colored 16th-century frescoes in the Piccolomini Library.
  • End at a local bakery to try ricciarelli, an almond-flavored cookie.
Umbrian Countryside3 nights
Day 7: Umbria via Cortona & Lake Trasimeno
Included meals: Breakfast, Lunch, Tasting

Continue your travels across the Tuscan landscape as you head into the Umbria region.

  • 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.
  • Visit a local cafe to learn about Perugia's famous Baci Perugina chocolates and sample some for yourself.

Settle in to your hotel in the Umbrian countryside tonight.

Day 8: Free day in the Umbrian Countryside
Included meals: Breakfast, Dinner

Enjoy a free day in the Umbrian countryside or add an excursion.

Tonight, enjoy a three-course dinner at a local agriturismo.

Assisi & Umbrian Farm Lunch

From $109 per person

Day 9: Montefalco wine region
Included meals: Breakfast, Lunch, Wine tasting

Set off into the rolling hills of the Montefalco wine region today.

  • Pay a visit to the village of Bevagna, where you'll have free time to explore its medieval center.
  • At an Umbrian vineyard, enjoy a tasting of red Sagrantino and white Umbrian wines, accompanied by a lunch of local specialties.
Rome1 night
Day 10: Rome via Orvieto
Included meals: Breakfast, Farewell lunch, Wine tasting

Travel to Rome today, stopping in the Etruscan hilltop town of Orvieto along the way.

  • Enter the Chapel of San Brizio to view its intricate frescoes and paintings.
  • Enjoy a farewell lunch and wine tasting featuring Umbrian specialties.

Then, continue on to Rome.

Flight Home
Day 11: Departure
Included meal: Breakfast (excluding early morning departures)

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

Extension to Rome
Have your sights on more art, history, and street life? Rome is sure to deliver. Only in the Italian capital can you sip cappuccino in front of the Pantheon and have an audience with the pope all in one morning. See the city’s highlights during guided sightseeing, and then look to your Tour Director’s expert suggestions to uncover even more.
Rome2 nights
Day 11: Sightseeing tour of Rome
Included meals: Breakfast, Tasting

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.
  • View the outside of the Colosseum, the largest amphitheater of the Roman Empire.
  • Pass the Imperial fora, Piazza Venezia, and the Campidoglio as you walk to the city’s Jewish ghetto neighborhood.
  • Step inside a local bakery to sample kosher Roman delicacies.
  • End the tour at the Portico d'Ottavia.

Enjoy a free afternoon in the city or add an excursion.

Please note: On some departures, the Rome sightseeing tour may take place on day 12 and the Iconic Sights: Vatican City excursion may take place on day 11.

Food of Rome: Walking Tour of Trastevere

From $135 per person

Day 12: Free day in Rome
Included meal: Breakfast

Spend a free day in Rome or add an excursion.

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

Iconic Sights: Vatican City

From $125 per person

Flight Home
Day 13: Departure
Included meal: Breakfast (excluding early morning departures)

Transfer to the airport for your flight home.

Show full itinerary
Book for just $99 down

That’s all it takes to secure your spot on tour with AutoPay. Then, pay for your trip in interest-free, monthly installments.†


4.7 out of 5 stars

Overall rating 4.7 out of 5

Based on 374 authentic traveler reviews
Sort by

    4 out of 5 stars

    5/25/24 by 2nd-time traveler Gregg

    The itinerary was great, the tour director David was excellent, but the included dinners could and should have been much better for a food and wine tour.

    4 out of 5 stars

    A special experience
    5/8/24 by 1st-time traveler Yvonne

    The itinerary and Tour Director, Georgiou, were perfect. Every location was worth the visit; I only wish Lucca was included, rather than optional; it was canceled when not enough people added it. We felt there were a lot of additional expenses; why not just include it from the outset? Most people o...

    Read more +

    5 out of 5 stars

    4/17/24 by 7th-time traveler Ann
    Show more reviews

    Traveler photos

    Hotels, flights & FAQ

    Here's the nitty-gritty—where you’ll stay, how you’ll get there, and what to know about your destination before you go.


    We handpick every hotel to strike the balance of comfort, location, and local charm. Specific accommodations will vary based on your departure date, but these are frequently used hotels for this tour and we're confident you'll be satisfied.
    Grand Hotel Adriatico
    Grand Hotel Adriatico

    This charming hotel is located in Florence’s city center. Guests enjoy a restaurant, courtyard, and fitness center. Nearby, you’ll find the Uffizi Gal...

    Read more +
    Hotel NH Siena
    Hotel NH Siena

    This elegant hotel is located in La Fortezza neighborhood of Siena. Guests enjoy free Wi-Fi, a fitness room and a restaurant. Nearby, you'll find Piaz...

    Read more +
    Valle di Assisi
    Valle di Assisi

    This luxury hotel is located in Santa Maria degli Angeli, just outside of Assisi and surrounded by the beautiful Umbrian Countryside. Guests enjoy the...

    Read more +
    Hotel Massimo D'Azeglio
    Hotel Massimo D'Azeglio

    This historic hotel is located in central Rome. Guests enjoy a restaurant, bar and lounge, and fitness area. Nearby, you’ll find the train station, Te...

    Read more +


    Round-trip flights are one more thing we handle to make your journey as smooth as possible. Our team of travel experts will find the best flight itinerary for you at a competitive rate, thanks to our partnerships with top airlines.
    Add our airfare package and you'll get:
    • Round-trip flight for your tour
    • Airport transfers at your destination
    • A great price locked in today
    • 24/7 support from our dedicated service team
    • Options for arriving early, staying longer, or requesting an upgrade
    • Flexible rebooking options if your tour itinerary changes
    • Find out more about flights


    Print FAQ

    Compare similar tours

    Food & Wine: Flavors of Tuscany & Umbria

    4.7 out of 5 stars

    374 reviews
    11 days
    13 days with extension
    No extension
    Overnight stays
    Overnight Flight|1 night
    Florence|3 nights
    Siena|2 nights
    Umbrian Countryside|3 nights
    Rome|1 night
    From $3,609 $3,309*
    Currently viewing
    a row of purple grapes hanging in a vineyard in southern italy
    Food & Wine: Southern Italy & Sicily

    4.7 out of 5 stars

    155 reviews
    13 days
    15 days with extension
    Rome|2 nights
    Overnight stays
    Overnight Flight|1 night
    Palermo|2 nights
    Enna Region|1 night
    Catania|3 nights
    Tropea Region|2 nights
    Matera|2 nights
    Amalfi Coast|1 night
    Naples|3 nights
    From $3,919 $3,719*