Tuscany Day Trip: Siena, San Gimignano, Chianti & Pisa

From€382.48
9 hours
Florence, Italy

About this activity

Experience Tuscany's charm on a private day trip from Florence, visiting Siena, San Gimignano, Chianti, and Pisa, with guided tours and wine tasting.

Highlights

  • Explore Siena's historic center
  • Visit San Gimignano's medieval towers
  • Enjoy Chianti wine tasting
  • See Pisa's Leaning Tower
  • Discover Tuscan countryside landscapes

Full description

Discover the enchanting Tuscan countryside on a private day trip from Florence. Begin in Siena, renowned for its medieval architecture and the historic Piazza del Campo. Next, wander through San Gimignano, famous for its towering medieval structures. Enjoy a delightful wine tasting in the Chianti region, savoring the area's renowned wines. Conclude your journey in Pisa, marveling at the iconic Leaning Tower and the surrounding architectural wonders. This personalized tour offers a comprehensive glimpse into Tuscany's rich heritage and scenic beauty.

Included / Excluded

  • Private transportation from Florence
  • Guided tours of Siena, San Gimignano, and Pisa
  • Wine tasting in the Chianti region
  • Meals and personal expenses

Important information

Know before you book

  • Confirm the tour's availability on your preferred date.
  • Inform the operator of any dietary restrictions in advance.
  • Be aware that some sites may have entry fees not included in the tour price.

Know before you go

  • Wear comfortable walking shoes for cobblestone streets.
  • Bring a camera to capture picturesque landscapes.
  • Check the weather forecast and dress accordingly.

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
  • Infant Seats Available

Good to know

  • We can accommodate people using a foldable wheelchair

Traveler reviews

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Roberto, native...

Roberto, native Florentine, as our driver and unofficial guide as we visited Pisa, San Gimignano, and Siena. He was the a great driver, excellent host and guide and took very good care of us as we toured through Pisa and the amazingly picturesque Tuscan countryside. Lots of time in the car but the views, food and overall experience were well worth the time and money.

David_BAug 12, 2026VIATOR

We had a great day...

We had a great day driving with Paulo. So many stories and tidbits shared. We loved it. It was so convenient and we wouldn’t have been able to see all these towns without this tour.

Kari_AJul 20, 2026VIATOR

Great Experience!

driver was very knowledgeable and we saw a lot of great places!!… ……………………………………………………………………………………. .

Anthony_TJul 20, 2026VIATOR

Wonderful day spent...

Wonderful day spent visiting the Tuscany countryside and Pisa. Roberto was great and knowledgeable, taking backroads to get us to Pisa due to traffic jams. Definitely recommend.

Alicia_DJul 11, 2026VIATOR

Great day trip

Driver was good and safe (Ave). (Lorrenzo) the guide was informative and polite. He handled things great.

stevesH4028TGJul 7, 2026TRIPADVISOR

Additional information

We can accommodate people using a foldable wheelchair