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Food & Wine of Italy: Tuscany & Umbria

11 days  |  13 days with Rome extension  |  Estimated monthly payments as low as $126

Group size
12–22 travelers
Reviews

4.6 out of 5 stars

426
Activity level
Notice:

From February 15 to April 6, 2026, the city of Assisi will commemorate the 800th anniversary of the death of St. Francis, who was born and died there. For the first time, the Basilica of St. Francis will publicly display his relics: Hundreds of thousands from around the world will make the pilgrimage, and the church will close most of its grounds to accommodate the event. If you’d like to pay homage, be sure to connect with your Tour Director in the Go Ahead app before your trip—they’ll help you determine if it’s possible.

On this tour, coccoli—and baci, and crostini, and more—steal the show.

From endless plains to elegant hilltop towns, Tuscany and Umbria have plenty in common—including a culinary tradition that would make your nonna proud. As you drive with your group across these regions, you’ll find fine wines and humble, time-honored bites at each stop. And don’t overlook those classic sights: Feast your eyes on Florence and Siena (and Rome on the extension) to truly savor this country’s big, bold culture.

Your tour package includes

  • 9 nights in handpicked hotels
  • 9 breakfasts
  • 4 lunches
  • 3 dinners with beer or wine
  • 4 wine tastings
  • 1 cooking lesson
  • 4 tastings
  • 4 sightseeing tours
  • Expert Tour Director & local guides
  • Private deluxe motor coach

Included highlights

  • Mercato Centrale
  • Tuscan cooking lesson
  • San Gimignano
  • Chianti wine tasting
  • Montalcino wine tasting
  • Siena Cathedral
  • Cortona
  • Collegio del Cambio
  • Perugia’s Rocca Paolina
  • Montefalco wine region

Itinerary

Overnight Flight

Day 1: Travel day

Board your overnight flight to Florence today.

Florence

Day 2: Arrival in Florence

Included meal: Welcome dinner

Ciao! Touch down in Italy and transfer to your hotel. Tonight, you’ll get to know your Tour Director and fellow travelers—and set the tone for the coming days—over a three-course dinner at a local restaurant, served with beer or wine.

Reviews

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Hotels

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.

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Umbria - Valle di Assisi

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Florence - Grand Hotel Adriatico

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Siena - Hotel NH Siena

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Rome - Genova Hotel

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Flights

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 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

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2026

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