Likely to sell out

Tuscany Day Trip with Optional Lunch and Wine

Plunge into the atmosphere of medieval Siena, San Gimignano, and Pisa. Admire vineyards on a small-group or individual full-day Chianti excursion, with additional lunch and wine. Amazing landscapes, a walk under the Tuscan sun, an interesting guided tour, and an exquisite lunch await you! A familiarity with medieval Italy won’t leave you indifferent!
Mini group
12 hours
Group size up to 10 persons
Mobile ticket
Full refund for cancellations up to 24 hours
Cancel up to 24 hours in advance to receive a full refund
What is included in activity
Expert guide
Guided walking tour of Siena
Entry ticket to Siena Cathedral
Farmhouse lunch at a winery estate in Chianti (if lunch option selected)
Wine tasting of 4 regional wines (if lunch option selected)
Free time in Siena, San Gimignano, and Pisa
What is not included
Hotel pickup and drop-off

Siena, San Gimignano

The first destination point is Tuscany. Start your trip at the central train station in Florence. Your guide will meet you and take care of you all day. The next point is Siena. It's one of the most scenic medieval cities in Italy. Your guide will take you on a walking tour. Take a look at the exquisite terracotta roofs and grandeur of the main cathedral, created in fascinating Gothic and Romanesque styles. Continue your adventure by climbing to the hilltop town of San Gimignano. You will go to the most famous UNESCO World Heritage Site. This beautiful place is well-known for its tower houses built in the Middle Ages. Incredible ancient squares, palaces, churches, and towers will make a lasting impression on you.

Piazza dei Miracoli, back to Florence

The final part of the trip is an exploration of Pisa and its main landmark, the leaning tower. Enjoy an unforgettable walk through the Piazza dei Miracoli as well as the other historical sights. Then make your way back to Florence. Your journey will become more comfortable if you choose a small group or private guide, and you will not regret your vacation with the lunch option. A homemade lunch and casual wine tasting will be served at a traditional wine manor in the Chianti wine region.

Important information

What to bring

  • Comfortable shoes

Know before you go

  • Shared group and private options do not always offer the same languages. Please check all languages of interest to find your preferred option type
  • If the Siena Cathedral is closed for religious services, the Santa Maria della Scala Museum will be visited instead
  • If you are leaving Florence by train after the tour or need to get off at Pisa to catch a flight or train from there, you can bring your luggage with you. It is recommended that you book any rail travel from Florence after 9:00 PM to allow time for any delays on the return journey
in a mini-group
Small group
There will be a maximum of 10 members in the group with you
More benefit
It will cost less than an individual one, but will pass in the same comfort
Guide near
In a small group, you will get more attention from the guide
per person
Cancel up to 24 hours in advance to receive a full refund
Likely to sell out. Book in advance!
Online Booking
Tour program


Adult (Age 18+)
per person
Youth (Age 8-17)
per person
Children (Age 7 and younger)
per person
For any payment method you must book a ticket through the booking form below and receive confirmation by e-mail and (or) SMS.
Activity book period
You can book tour up to 6 hours in advance.
Languages in what activity is performed
Directions to meet your guide

the Santa Maria Novella

How long your tour will be
12 hrs
Tuscany Day Trip with Optional Lunch and Wine - photo 1
Tuscany Day Trip with Optional Lunch and Wine - photo 2
Tuscany Day Trip with Optional Lunch and Wine - photo 3
Tuscany Day Trip with Optional Lunch and Wine - photo 4
Tuscany Day Trip with Optional Lunch and Wine - photo 5
Tuscany Day Trip with Optional Lunch and Wine - photo 6
Still have a question? Contact guide
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Reviews by travellers
4.9 out of 5
985 reviews
"This tour is a wonderful way to explore three cities in one day. However, you spend only about 1-1.5 hours free time in each city so it's just enough to get a taste of each place. Siena is the only city with a local guided tour. Visiting the organic farm and winery were lovely but our lunch was a little small. Wine was perfect! Our guide, Manolo, and driver, Nando, were kind, friendly, knowledgeable, and made the trip so much fun! "
4 days ago
"A MUST while visiting Florence. Truly truly a beautiful experience to visit the countryside and walk through medieval villages. I was so impressed with how well organized this tour was. Manolo (guide) was so enthusiastic and funny and took such great care of us! Antonio (driver) drove safely and was wonderful! The lunch is a MUST! Do it if you can. This was such a highlight. The organic farm was stunning it was so great to hear about the organic foods and wine they produce and then be able to have lunch and wine with a spectacular view could not be matched. I wasn’t expecting much of the lunch as it was with a large group but it was absolutely delicious, the quality fantastic (my Italian husband reiterating the same). Do this tour! You won’t be disappointed! "
12 days ago
"A very good opportunity to get an expression of the toscany: beautiful landscape, delicious food, nice cities and impressive sights. Everything was very well organized; our guide Manolo was excellent: he gave a lot of information, always with a glimpse of humor and handled the big group perfectly so that the mood was relaxed and friendly all the time. "
13 days ago
"The overall experience was good, however the lack of designated bathroom breaks during the trip posed problems. This trip is 400 km all said and done with no bathroom breaks. Each of the stops had a public bathroom available (somewhere), but for .50 - 1 euro (with the exception of the Chianti Hill stop). There were often times lines, which took away from the free time available. Be sure to have euro coins with you. The bus had probably 70 or so people vying for the same bathroom (plus those in other groups) when available and the guide was very impatient of this. The bus we were on was a standard charter bus, so the fact that there wasn't a toilet on the bus was weird. This huge problem be resolved with that small feature. We also were constantly rushed with hardly any time to explore the areas we stopped at. You get a tasting of the town, but no real time to immerse yourself in it and experience the culture. With that all said, I would recommend this tour. "
13 days ago
"Sara our guide and Enrico our driver gave us a really good day out, very friendly, well organised and caring. The tour around Sienna was excellent with expert commentary from the local guide, with fascinating details of the Palio. The lunch near San Giminiano was excellent and the town very atmospheric. Pisa and the Leaning Tower finished the day well. Just the right amount and blend of commentary from Sara and very friendly manner, and faultless English. Chris & Clare from Prestwood, Bucks, England. "
14 days ago
"This was a great day trip. It was a bit unfortunate that we didn’t have a lot of time to explore Siena and San Gimignano given we had to leave to see Pisa, where there wasn’t a whole lot to explore. Overall though, it was a wonderful opportunity to see the Tuscany area. "
19 days ago
"We didn’t have a car, so this was a great option to access some touristic spots without having to navigate. The tour guide, Manolo, was awesome and really made it a fun time. It was great to be able to have a lunch with other travelers in Chianti and the backdrop was beautiful. "
28 days ago
"Long day but great opportunity to visit 3 Italian villages and enjoy a really nice lunch in the Chianti region at an Agritourism farm. Prepare for lots of walking and bus travel but a nice combination of guided and free time. Our guide was kind, funny and informative. Thank you for the Molo for the great day. "
about 1 month ago
"Sara and Fabio were incredible! We had such a lovely day with them visiting some beautiful places that we wouldn't have seen without the tour. The lunch and wine tasting was brilliant also. Fabio was an excellent driver through the gorgeous winding roads and Sara was super helpful and on hand to answer any questions about her glorious city. Would highly recommend. "
about 1 month ago
"I’m traveling with my mom and we had planned on doing this tour together, but realized it would be too extensive for her, so I decided to go alone. Best decision ever! Met very kind fellow travelers, and can’t imagine having skipped Siena Pisa and San Gimignano. Absolutely unforgettable, and our tour guide Angela was a pleasure and so kind- I forgot to schedule a climb of the Leaning Tower of Pisa and she was kind enough to assist me in purchasing a ticket on site. Our bus driver Antonio was exceptional as well. We got the most free time in San Gimignano I’d say, which was nice because there are many shops there. The Siena Cathedral is must see- my favorite sight in all of Italy so far. On our tour we visited Siena in the morning (perfect before it’s too hot or crowded, lunch in San Gimignano then sunset in Pisa- absolutely perfect. What an amazing value for the price too- just book this! "
about 1 month ago
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