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Small Group Tuscany Day Trip From Florence with Chianti, Siena and San Gimignano

  • Travel via comfortable, air-conditioned vehicles from Florence
  • A small group tour makes for a personal way to see the sights
  • Enjoy a traditional Tuscan lunch and wine pairings at a local vineyard
Small Group Tuscany Day Trip From Florence with Chianti, Siena and San Gimignano
From US$187.04
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
09:00 AM TourMost Popular
09:00 AM Departure in English
08:30 AM Tour
08:30 AM Departure in English

Exploring the Tuscan countryside is a must when you visit Florence, but arranging your own transit and itinerary can be tricky. This full-day, small-group tour makes it simple to see the highlights of the area. Air-conditioned vehicles whisk you from the heart of Florence straight to Siena, the Chianti wine region, and San Gimignano. You’ll explore the Siena Cathedral, enjoy a traditional lunch and wine tastings, and much more.

What to Expect

This full-day tour begins in a conveniently located meeting point in the center of Florence. Climb aboard your air-conditioned vehicle and make your way to the Tuscan countryside. Before leaving city limits, you’ll pause at the Piazzale Michelangelo to take in the views overlooking Florence.

Your first stop in Tuscany is the medieval town of Siena, a UNESCO World Heritage Site known for its beautifully preserved architecture—with just a small group for company, you’ll enjoy a personal way to discover. Learn about the Palio horse race that’s held here twice every year, and then visit the opulently decorated Siena Cathedral.

Next, you’ll climb back aboard your vehicle and continue to the rolling hills of the Chianti wine region. Stop at a family-owned winery and farm to go for a tour of the vineyards and cellar, learn about the winemaking process, and then settle in for a freshly cooked Tuscan lunch (with glasses of wine to go with).

Once your appetite is sated, you’ll head to your final stop: the medieval town of San Gimignano, known for its soaring towers and also a UNESCO World Heritage Site. Explore at your leisure before returning back to your vehicle and continuing to the Piazza della Repubblica in Florence, where the tour ends.

Reviews (50)
1 - 5 of 24 reviews
Reviewed 4 days ago
A highlight of our trip to Italy!

We so enjoyed our delightful tour of some of the charming areas in Tuscany. Eriza was informative and fun and did an excellent job educating us about each stop in the tour. Our host at the vineyard was very funny and entertaining! Lunch was amazing...More

Thank Kittie Y
Reviewed 6 days ago
Worth every penny!

This tour was absolutely outstanding! Our tour guide Laura was very knowledgeable and shared a lot interesting facts about Florence, Sienna and San Gimignano - I learned a lot. We did the tour on a Saturday and for lunch we were taken to Tenuta Torciano...More

Thank Wanderer814838
Reviewed 1 week ago via mobile
Stunning Tuscany in one day!

My husband and I had a fantastic time on the Best of Tuscany tour! Olivia was a great guide, she was very likeable and really knew her stuff... the winery stop with lunch was truly unbelievable, a delicious meal and plenty of wine, the only...More

Thank catalinawinemixr
Reviewed 1 week ago
Great day out

Our group of five thoroughly enjoyed our day trip with Ellena as our guide. Our driver was fantastic and really good company too. We all fell in love with Sienna and the cathedral was magnificent. Lunch at the vineyard with great food and wines was...More

Thank rowena725
Reviewed 2 weeks ago
Great getaway to see the countryside!!

This is a great outing we would recommend for everyone. The accommodations were great, the van very comfortable, and the guide Regina very knowledgable and pleasant. There is a lot of driving involved but it was great to see the countryside and some of the...More

Thank Brent M
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Questions & Answers
Ask a question
September 15, 2018|
Response from Cruiser304828 |
We would like to book the small group tour to Siana, Chianti, Sangimiano with lunch & wine pairing for Monday Sept 24. Is this date available for four adults?
July 16, 2018|
Response from DebAW16 | Reviewed this property |
No headset...small group so you can always hear the guide. In our group we had an eighteen year old male who seemed to enjoy the trip. My daughter (29) went on it a week after we did and thoroughly enjoyed the tour.
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