Tuscany Wine & Hills Day Trip

From€119
9 hours
Florence, Italy

About this activity

Join a guided day trip from Florence to explore Siena, Montalcino, and the Val d'Orcia region, featuring wine tastings and scenic landscapes.

Highlights

  • Explore Siena's historic center
  • Visit Montalcino's famous wineries
  • Discover the scenic Val d'Orcia region
  • Enjoy authentic Tuscan cuisine
  • Experience the charm of Tuscan countryside

Full description

Experience the best of Tuscany on this immersive day trip from Florence. Wander through the medieval streets of Siena, renowned for its rich history and stunning architecture. In Montalcino, savor exquisite Brunello di Montalcino wines at esteemed wineries. The journey continues through the picturesque Val d'Orcia, a UNESCO World Heritage site celebrated for its rolling hills and charming villages. Throughout the day, enjoy comfortable transportation and insightful commentary from your expert guide, ensuring a memorable and enriching experience.

Included / Excluded

  • Guided tour of Siena, Montalcino, and Val d'Orcia
  • Wine tasting at renowned Tuscan wineries
  • Comfortable transportation from Florence
  • Meals and personal expenses

Itinerary

1

Free time to visit Montepulciano.

Duration: 1 hourAdmission: NOT_APPLICABLE
2

Enjoy a wine tasting and wine cellar visit. Try the famous Nobile di Montepulciano wine.

Duration: 1h 30mAdmission: NOT_APPLICABLE
3

Pass by: Admire the stunning Val D'Orcia with its incredible landscape full of olive groves, vineyards and cypresses. For its beauty has been declared world cultural heritage from Unesco

Admission: NOT_APPLICABLE
4

Free time to explore the city and have lunch.

Duration: 1 hourAdmission: NOT_APPLICABLE
5

Enjoy a wine tasting and wine cellar visit. Try the famous Brunello di Montalcino wine.

Duration: 1h 15mAdmission: NOT_APPLICABLE

Meeting point

Start Location

Unknown location

Important information

Know before you book

  • This tour operates in English; proficiency is recommended.
  • The tour involves moderate walking; consider your mobility.
  • Wine tasting is included; ensure you have valid ID if required.

Know before you go

  • Wear comfortable walking shoes for exploring historic sites.
  • Bring a camera to capture the stunning Tuscan landscapes.
  • Carry a bottle of water to stay hydrated during the tour.

Cancellation policy

Free cancellation up to 1 days before the activity starts

For a full refund, cancel at least 24 hours before the scheduled departure time.

Accessibility

  • Stroller Accessible
  • Easy Public Transport
  • Infants Required On Laps
  • Infant Seats Available

Good to know

  • Please note that tour visit order can be switched due to winery schedule but you will always visit Pienza and Montepulciano

Traveler reviews

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A good choice if you’ve done everything else

Small group in this case meant about 25 people in a mini-bus (not a van). Not mentioned was the extra TWO HOURS spent from Florence to go pickup and drop off more guests from Siena. Our guide was friendly. The stop in montepulciano included free time to walk around near the drop off point (not a ton to see or do) and then a very nice lunch and samples of 2 wines. The stop in Pienza was lovely and we had about an hour to walk around and enough the Tuscany views and do some local shopping for pecorino. The final stop in Montalcino isn’t really in Montalcino it’s a winery that grows in Montalcino- a small snack and 3 wine samples. All in all it’s a good tour if you have many days in Florence and have already been to Chianti trail, but I wouldn’t suggest it if you only have a short time in Florence. ( hey if you’re staying in Siena your day stuck on a bus is 2hrs shorter!)

Destination806767Apr 21, 2026TRIPADVISOR

Siena: Montepulciano

We were with Valenka and Alberto, excellent everything and they very friendly and very good explanations

selvab2026Apr 9, 2026TRIPADVISOR

Wine, history and beautiful landscapes!!

If you like wine, history, and beautiful landscapes, this is a tour for you. We visited Montepulciano, Pinza and stop in two wineries for wine tasting. The route through Tuscany was amazing. Great experience. Highly recommended. Our guide Luca was great!

Grisel_CMar 28, 2026VIATOR

Recommended

Great Experience, Alessa, Andrea and the driver Michel did an excellent job, thank you for the experience, and suggestions

K4481STalexandermOct 1, 2025TRIPADVISOR

Beautiful!!

Loved this trip so much! It was beyond beautiful! Tuscany is breathtaking and the wines were very good! Definitely recommend! The driver was very kind as well.

Anne_WJun 22, 2025VIATOR

Additional information

Please note that tour visit order can be switched due to winery schedule but you will always visit Pienza and Montepulciano Portuguese/Chinese language will be available with minimum 4 pax, if the minimum is not met the tour will be guaranteed in English.