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Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano

729 reviews

10 hours

Max 18

Why take this tour?

Tuscany is an incredible adventure: Stunning scenery, historic hill towns, wonderful food & world-famous wines. Experience it all with a designated driver, tour leader and a guided walk through Siena on this all-inclusive Tuscany tour from Florence. You'll spend the morning in Siena, lunch at a Chianti vineyard and then afternoon in stunning San Gimignano. Then return to Florence for dinner!

Highlights

  • Created with Sketch.Explore Tuscany in a private minibus with a small group of no more than 18 people
  • Created with Sketch.Enjoy full tours with an expert guide in both Siena and San Gimignano
  • Created with Sketch.Eat a gourmet lunch and taste wines at a local vineyard

Take a walk through Siena, San Gimignano & the Chianti wine region.

Experience the best that Tuscany has to offer on this carefully-planned itinerary, taking you to two of the most beautiful (and historic) towns of the region & an authentic family-run vineyard/farmhouse for lunch. With an experienced driver on hand you don't have to worry about winding roads - or drinking too much of that wonderful Chianti wine!

Your driver and tour leader will pick you up in a private, air-conditioned transport in central Florence and drive you over the rolling hills of Tuscany to the town of Siena, one of the most beautiful, and historically important in the area. Here you will enjoy a full tour with your expert guide who will tell you the story behind it's landmark...

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Experience the best that Tuscany has to offer on this carefully-planned itinerary, taking you to two of the most beautiful (and historic) towns of the region & an authentic family-run vineyard/farmhouse for lunch. With an experienced driver on hand you don't have to worry about winding roads - or drinking too much of that wonderful Chianti wine!

Your driver and tour leader will pick you up in a private, air-conditioned transport in central Florence and drive you over the rolling hills of Tuscany to the town of Siena, one of the most beautiful, and historically important in the area. Here you will enjoy a full tour with your expert guide who will tell you the story behind it's landmark sights like the central square and cathedral. Before you leave, you'll have a chance to pop into the stunning cathedral with pre-reserved tickets. Your guide will stay outside but they will give you an overview of the architecture and tell you what details to look out for once inside.

All this exploring will give you an appetite so after Siena you'll head to a local vineyard for a tour of the cellars, a wine tasting, and a delicious homemade lunch of locally-sourced ingredients. Once upon a time Tuscany's food was considered cucina povera, or poor food, for its reliance on ingredients like tomatoes, bread, and olive oil. Thankfully today we know better. Eat your lunch on the terrace overlooking the rolling hills and vineyards of Chianti. Of course there will be plenty of wine to wash it down with - we highly recommend the red.

Finally, you'll spend the afternoon in the hilltown of San Gimignano on another full tour of the town with your guide. This is one of the best-preserved of the medieval villages, built high atop hills to keep a lookout for hostile armies. You'll also have some free time after your tour to shop for souvenirs, enjoy a coffee in one of the charming piazzas, or climb to the top of the church's belltower for incomparable views of the countryside.

This trip is all about seeing as much of Tuscany as possible without any of the difficult planning and navigation. We'll take care of the logistics so all you have to do is enjoy the food, the scenery and the sightseeing.

  • Sites Visited
  • Siena town
  • Siena Cathedral
  • Chianti farmhouse & vineyard
  • San Gimignano
  • Tour Includes
  • Expert English-speaking tour leader throughout
  • Guided tour of Siena town including
  • Entrance to Siena Cathedral
  • Lunch & wine-tasting in Chianti
  • Comfortable air-conditioned transport
  • Professional driver (separate to Tour Leader)
  • Small groups of 18 or fewer
The facade of the Siena Cathedral
The dome of the Siena Cathedral
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Verified guest reviews

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Latest Reviews

We were blessed with absolutely beautiful weather for our excursion to the Chianti Region of Italy. The day started with a visit to Sienna. What a unique experience. One thing about this region of Italy…it’s not lacking in steep hills…not a flat area to be found. That’s not a bad thing because the views of the countryside are amazing. Lunch as a vineyard along with a tour by the owner of the property was a great experience. The vineyards, the olive trees and the bee hives were all memorable experiences. We ate, pasta, meats and cheeses, honey and of course drank a lot of wine. How bad could it be. Definitely worth the money for the excursion.


FAQ

Does this tour accommodate vegetarians & people with food allergies?
Yes, but please contact our customer service team after you book (info@walksofitaly.com) so that your guide will be aware on the day of the tour. Also, not all of the tastings on the tour can be substituted for others, but we will do our very best to make sure that you always have something to eat.
What if the weather is bad (rain, snow, hail, etc.) on the day of my tour?
Our tours run rain or shine so please dress for the elements. We also ask you to please remember hats and sunscreen if you are taking this tour in the summer as it might be very hot.
Does this tour include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.
Can I bring my child's stroller on this tour?
Although the places we visit on this tour accomodate strollers we don't always have enough room in our transport vans to accomodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.
Do we always enter the cathedral in Siena?
No, the cathedral is closed on Sundays and festival days.
Is this tour wheelchair accessible?
No. Unfortunately, due to site restrictions we cannot accommodate wheelchairs on this tour. If you use a wheelchair and book this tour by accident, we are happy to offer you credit for a future tour that is wheelchair accessible anywhere in the world, or a full refund.
Can I take this tour if I use a wheelchair?
Unfortunately, our vehicles cannot accomodate wheelchairs and some of the sights, like the farm, farm, are not wheelchair accessible.