Rome to Tuscany Day Trip by Train with Wine Tasting

Q: "What to bring?")

"Please wear comfortable walking shoes, sun protection, a light jacket")

Q: "Is there a guide with us on the train to and from Rome?")

"No, please note, from Roma Termini train station, you will need to take a train to Florence on your own. A few days before the excursion, you will receive an email with all the instructions and excursions’ details. Your Tour leader will meet you in Florence. You will also depart Florence on your own with provided train tickets.")

Q: "Are the visits to Siena, San Gimignano, and Monteriggioni guided?")

"The visit to Siena is guided, but the your time in San Gimignano and Monteriggioni will be free time.")

Q: "Is lunch included?")

"No, lunch is not included, but we recommend having lunch in a local osteria (perhaps a hearty bowl of pici pasta with Tuscan ragù). Speak with your guide for recommendations!")

Q: "Is it possible my tour time may change? ")

"Yes, the departure time indicated on the website is approximate and may vary. Tickets are purchased based on availability and the schedules that allow timely arrival at the meeting point at the destination.")

Q: "Is this tour mobility accessible?")

"Unfortunately, the group tour itinerary for this tour does not follow a route adapted for people with mobility difficulties.")

Zip to historic Siena, San Gimignano, Monteriggioni & then to Chianti Vineyards for drinks and bites

Travel Flexibly · 6.00h · Rome, Italy

"Unfortunately, we don't have time to get to Tuscany this trip,"...you sure? Travel by high-speed train from Rome to Florence and meet us to pack culture, history, and delicious Chianti into one epic day trip. This tour is a crash course in all things Tuscany, from the winding streets of Siena to the famous towers of San Gimignano. Let us whisk you away from the busy streets of Rome for a day in the Italian countryside. Just hop on the train in Rome, and we'll take it from there!

Rome to Tuscany Day Trip by Train with Wine Tasting

Tour Itinerary

Morning Journey to Tuscany
Discover Monteriggioni
Explore Siena
Visit San Gimignano

Indulge in Chianti
Return to Rome

Rome to Tuscany Day Trip Full Tour Description

Your 6-hour tour includes:

Round-trip high-speed train tickets
Tour leader from Florence to all other destinations in Tuscany
A bus tour of Siena, San Gimignano, and Monteriggioni
A guided tour of Siena, by local English-speaking guide
Free time in Siena, San Gimignano, and Monteriggioni
Tutored tasting at a Winery with Appetizers
Max group size of 20

Please note, from Roma Termini train station, you will need to take a train to Florence on your own. A few days before the excursion, you will receive an email with all the instructions and excursions’ details. Your Tour leader will meet you in Florence. You will also depart Florence on your own with provided train tickets.

Monteriggioni: A Medieval Masterpiece

Your day begins as you board a high-speed train at Rome Termini, and in just 90 minutes, you're in Florence starting to weave through Tuscany. You will meet your official Tour leader in Florence, and board a bus to begin your adventure. The first stop is Monteriggioni, a perfectly preserved medieval jewel. Here, you'll walk along ancient circular walls and gaze out at the rolling Chianti hills and sprawling vineyards.

Siena: A City of Splendor

Next, you'll travel to Siena's UNESCO-listed center. Your guide will lead you on a tour through narrow, winding alleys until you emerge into the magnificent Piazza del Campo. Take a moment to admire the soaring Torre dei Mangia. Then enjoy free time to grab a traditional Tuscan lunch in a nearby osteria. Please note, lunch is not included.

San Gimignano: The City of Towers

As the sun climbs higher, you’ll arrive in the iconic San Gimignano, famously known as the “City of Towers.” You can walk beneath the slim stone giants that once symbolized family wealth and power. You can also browse local workshops to discover saffron, Vernaccia wines, and handcrafted pottery.

Chianti Wine Tasting: The Perfect Finale

The afternoon concludes in the heart of Chianti country. You'll gather at a lovely winery for a tutored tasting of Chianti Classico. Your tasting includes perfect pairings with bruschetta topped with tangy pecorino and artisanal salumi. You’ll also learn about the Sangiovese grape and family-run traditions that have endured for generations.

Breathe in the tranquil air of the Tuscan countryside and let yourself be immersed in its history and beauty. At the end of your tour, you will be dropped off at the train station for your high-speed return back to Roma Termini train station.

Please note, the departure time indicated on the website is approximate and may vary. Tickets are purchased based on availability and the schedules that allow timely arrival at the meeting point at the destination.

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What you get with this tour

Round-trip high-speed train tickets
Tour leader from Florence to all other destinations in Tuscany
Siena
San Gimignano
Monteriggioni
A guided tour of Siena, by local English-speaking guide
Free time
Tutored tasting at a Winery with Appetizers
Max group size of 20
Tour leader from/to Rome
Hotel Pick up/Drop off
Gratuities
Personal Expenses
Lunch

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Frequently Asked Questions

What to bring?

Please wear comfortable walking shoes, sun protection, a light jacket

What to bring?

Please wear comfortable walking shoes, sun protection, a light jacket

Is there a guide with us on the train to and from Rome?

No, please note, from Roma Termini train station, you will need to take a train to Florence on your own. A few days before the excursion, you will receive an email with all the instructions and excursions’ details. Your Tour leader will meet you in Florence. You will also depart Florence on your own with provided train tickets.

Are the visits to Siena, San Gimignano, and Monteriggioni guided?

The visit to Siena is guided, but the your time in San Gimignano and Monteriggioni will be free time.

Is lunch included?

No, lunch is not included, but we recommend having lunch in a local osteria (perhaps a hearty bowl of pici pasta with Tuscan ragù). Speak with your guide for recommendations!

Is it possible my tour time may change?

Yes, the departure time indicated on the website is approximate and may vary. Tickets are purchased based on availability and the schedules that allow timely arrival at the meeting point at the destination.