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  • Languages Offered: English

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.

Locations visited
Piazzale Michelangelo
Ponte Vecchio
Palazzo Vecchio
See all 8 locations

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.

  • 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
  • See Siena, the Chianti wine region, and San Gimignano all in one day
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Reviewed 1 week ago
Perfect tour company to experience Italy!

My family could not stop talking about their experience with the Walks of Italy tour! My husband has been experiencing leg pain recently and was worried about being able to enjoy the tour. The guide (believe his name was Nebo) did an exceptional job of...More

Thank Caroline C
Reviewed 5 weeks ago
Unforgettable Hidden Italy Self guided walk

My husband and I are in our 60's and decided to do a self guided walk through amazing Tuscan country side from St Gimignano to Siena with the Hidden Italy company. We were a little anxious about getting lost, but preferred to experience the walk...More

Thank Yvonne P
Reviewed 10 July 2018
Fantastic day trip from Firenze

I travel a lot for work (hospitality industry - 180+ days per year), and generally avoid organized tours, but wanted to maximize my time in Tuscany and decided to take this small group tour on one of the days. Helena and our drivers were wonderful....More

4  Thank Lesley B
Reviewed 1 July 2018
Amazing Trip!!

We did the Tuscany Day trip from Florence to Siena and San Gimignano. This was an absolutely perfect trip! Viola was a lovely tour guide and both she and our driver were very informative and accommodating for my disabled daughter. The small group travel in...More

Thank rdlarkin2018
Reviewed 20 June 2018
Wonderful day in Tuscany - even with some rain!

We had a lovely day. We loved visiting Siena and San Gimignano and the lunch and wine tasting were wonderful. Other reviewers were not so excited about the food and wine tasting. Our experience was excellent - we had several courses of delicious meats, cheeses,...More

Thank skcobb588
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17 July 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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