From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting
- Free cancellation up to 1 day before
- Instant confirmation
- Guided tour in English and Italian
About this experience
Escape Rome for a day and discover the very best of Tuscany. After a comfortable high-speed train journey to Florence, join a small-group guided tour through Siena, San Gimignano, Monteriggioni, and the rolling hills of Chianti. Enjoy a traditional Tuscan lunch, taste renowned Chianti wines at a local winery, and experience Tuscany’s most iconic medieval towns in just one unforgettable day.
Next available dates
What’s included
- Food and drinks
- Round-trip train tickets between Rome and Florence
- Transport by minivan from Florence to Tuscany - Small group experience
- English-speaking tour leader
- 2-hour visit in Siena + Orientation walk with tour leader
- Quick visit to Monteriggioni
- 1.5-hour visit in San Gimignano
- Authentic Tuscan meal: vegan and gluten free menu on request.
- Wine tasting in a local winery + Extra virgin olive oil tasting
Not included
- Gratuities
- Hotel pick up/drop off
- Guided walking tours of the villages
- Transfer from Florence train station to the starting point not included
Itinerary
- 1
Take a Fast-Speed Train from Rome
The day begins with departure from Rome at 6:45am with a 1.5-hour journey by high-speed train to Florence.
- 2
Florence
Upon arrival in Florence, make your way to the meeting point — about a 25-minute walk from the train station, or just 10 minutes by local bus or taxi. Meet your guide and begin your Tuscany adventure with an 8:45 am departure from Florence, enjoying a scenic 1-hour minivan ride to your first stop.
- 3
Monteriggioni
The first stop is Monteriggioni, the best-preserved medieval village in Tuscany. This charming fortress town was also a filming location for Gladiator and features in Assassin’s Creed. Along the way, get ready to soak up the Italian atmosphere and hear fascinating insights from your tour leader about Tuscany and its renowned cuisine.
- 4
Siena
Your second stop is the charming town of Siena. Stroll through its winding streets on an orientation walk, discovering unique architecture and quaint artisan shops, before arriving at Piazza del Campo, one of Italy’s most stunning squares and home to the famous Palio horse race each July and August. Take some time to wander at your own pace, soak in the atmosphere, and don’t miss the striking Siena Cathedral, a true masterpiece of Gothic architecture.
- 5
Chianti Winery
The tour will continue through the heart of the Chianti region, the paradise of Tuscan wine. You will visit a local winery and have the chance to immerse yourself in the flavors of Tuscany: taste 7 different wines, extra virgin olive oils, and balsamic vinegar, all paired with a delicious traditional Tuscan meal that will delight your taste buds.
- 6
San Gimignano
San Gimignano, a small and enchanting town in Tuscany, is famous for its medieval architecture and distinctive skyline of ancient towers. Wander through its narrow cobblestone streets, charming piazzas, and historic palaces, explore artisan shops, and admire landmarks such as the Collegiata and Torre Grossa. Take the time to enjoy this magical UNESCO World Heritage Site at your own pace, discovering the town’s timeless charm and local specialties.
- 7
Back to Florence
After leaving San Gimignano, the journey back to Florence takes about an hour. You will be dropped off at the starting point, with your camera full of memories and new friends made along the way. Arrival in Florence is expected around 6:30 pm. Your return train to Rome is scheduled for approximately 8.00 pm, giving you plenty of time to reach the station at a relaxed pace and enjoy the sights of Florence, the heart of the Renaissance, along the way.
- 8
Train to Rome
At the end of a truly unforgettable day, head back to Rome, arriving around 9 - 9:30 pm. Please note that the exact time may slightly vary depending on the train schedule.
Good to know
- Duration
- 14 hours
- How you meet
- Meet on location
- Confirmation
- Instant confirmation
- Cancellation policy
- Free cancellation up to 1 day before
- Difficulty
- Easy
- Minimum age
- 15+ years
- Guide
- Guided tour in English and Italian
- Start times
- 06:45
Know before you go
- Public transportation nearby
- Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered
- You will depart from Rome at 6:45 am on a 1h30m journey by fast speed train to Florence. Once in Florence come directly to the designed meeting point in Piazza della Calza just 20 minutes walk from the train station where you will meet our guide who will take you on an exciting trip to Tuscany.
- You won't meet one of our team in Rome but you will travel by train independently from Rome to Florence and back ( tickets included ). You will meet us directly in Florence at the tour departure point. Full details of the train ticket will be sent by email to the customers a few days before the tour. On the ticket, you will find the train number and seat assigned. Make sure you get on the train and platform as per the ticket sent, at least 15 mins prior to the tour.
Cancellation policy
Free cancellation up to 1 day before the experience starts.
- 1 day or more before: full refund
- Less than 1 day before: no refund
Meeting point
View on map
Once in Florence
- Address
- Parcheggio Oltrarno - in front of the blue “ P” sign by Porta Romana - Piazza della Calza 1, Firenze, 50125, IT
- How you meet
- Meet on location
- Coordinates
- 43.76093, 11.24184
Illustrative map. Open it in Maps for the exact spot and live directions.
Traveler reviews
Be among the first to review this experience.
Write a review- Provided by
- Authentic Italy Adventures
Frequently asked questions
How long does this experience last?
It lasts 14 hours.
Can I cancel this booking?
Free cancellation up to 1 day before the experience starts. 1 day or more before: full refund · Less than 1 day before: no refund
Is this experience guided, and in what language?
Guided tour in English and Italian
Is hotel pickup included?
No — you make your own way to the meeting point.
Where does this experience start?
It starts at Once in Florence, Parcheggio Oltrarno - in front of the blue “ P” sign by Porta Romana - Piazza della Calza 1, Firenze, 50125, IT.
Is there a minimum age?
Travellers must be 15 or older.
Still have a question?
Message our team on WhatsApp — we can help with dates, group bookings and anything else before you book.
From AED 1,025 per personFree cancellation
