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Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Firenze, Italy

From HK$691.64

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Free cancellation
Up to 24 hours in advance.
  • 11 to 12 hours (approx.)
  • Mobile ticket
  • Offered in: English


Art, history, countryside, food. Tuscany has it all. If you only have one day free, venture into Tuscany on this day trip from Florence and discover the region's highlights with a local guide. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a 3-course Tuscan lunch and wine tasting. Roam the streets of San Gimignano, and travel to Pisa to admire the architectural drama of Cathedral Square—home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include skip-the-line entry, if you wish.
  • Spend a day exploring the Tuscan countryside on a tour from Florence
  • Take a guided tour through Siena, including entry to the gothic Cathedral
  • Set your own pace to explore Siena, San Gimignano and Pisa
  • Upgrade to include a hearty lunch and wine tasting at an organic vineyard in Chianti
  • Visit a UNESCO World Heritage Site—the Leaning Tower of Pisa
  • Tour is only in English to ensure maximum quality and customer service

Why Travelers Choose This Tour

The stop for lunch at the organic family-run wine estate in the Chianti area is the highlight of the day! Don't forget your camera - the view from the winery is jaw dropping

What's Included

  • Air-conditioned vehicle
  • Professional English speaking tour guide with you for the whole day
  • Guided walking tour of Siena with entrance fee to the cathedral
  • Hearty farmhouse lunch – veggie and gluten-free options available
  • Wine tasting of four varieties
  • Free time to explore the towns at your own pace
  • Gratuities
  • Hotel pickup and drop-off
  • Food and drinks, unless specified

Meeting And Pickup

Meeting point

  • Piazza della Stazione
    Piazza della Stazione, 50123 Firenze FI, Italy

    Check-in: 7.45am - Your guide will be holding a WALKABOUT TOURS sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's

Start time

08:00 AM

End point

This activity ends back at the meeting point.

What To Expect

Board your coach in Florence, and travel into the hills of Tuscany where the city of Siena awaits. Opt to take a guided tour of the city with a visit to Siena Cathedral to admire its renowned Gothic architecture. Or, make the most of some free time to set your own pace, and perhaps enjoy a coffee in the sun alongside the locals.

From Siena, return to the Tuscan countryside to explore the Chianti wine region. Stretch your legs with a stroll through a vineyard, olive grove and wine cellar, and refuel with a Tuscan winery lunch. As you sit surrounded by the grape vines, meet other visitors to the area and indulge in local treats such as cold cuts of meat, salad, pasta and fresh bread. Even better, a wine tasting takes place at the same time (not included in the tour option without lunch, guests will instead spend more time in San Gimignano)'

After lunch, journey onward to San Gimignano with its medieval towers, cobbled streets and squares. Explore the town’s historic center, cool down with a refreshing gelato and wander amid the 14 towers as you learn about their history.

Travel from San Gimignano to Pisa: your final stop of the day. Follow your guide to Cathedral Square to discover Pisa Duomo, Pisa Baptistry, the monumental cemetery (aka Camposanto) and, of course, the Leaning Tower of Pisa.

Return to Florence in the early evening, and finish your Tuscany tour with a drop-off at the start point.


15 minutesAdmission Ticket Free


3 hours Admission Ticket Free

Piazza Salimbeni

15 minutesAdmission Ticket Free

Contrada della Torre

15 minutesAdmission Ticket Free

Piazza del Campo

15 minutesAdmission Ticket Free

Duomo di Siena

15 minutesAdmission Ticket Included

Fattoria Poggio Alloro

1 hour 30 minutesAdmission Ticket Free

San Gimignano

1 hour 30 minutesAdmission Ticket Free

Piazza della Cisterna

20 minutesAdmission Ticket Free

Piazza del Duomo

20 minutesAdmission Ticket Free

Rocca of Montestaffoli

20 minutesAdmission Ticket Free


1 hour Admission Ticket Free

Piazza dei Miracoli

15 minutesAdmission Ticket Free

Leaning Tower of Pisa

30 minutesAdmission Ticket Free


1 hour Admission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Due to uneven surfaces, we cannot accept anyone with walking disabilities or using a wheelchair
  • Vegetarian option is available, please advise at time of booking if required
  • It is recommended to book any rail travel from Florence after 9pm to allow time for any traffic delays on your return journey
  • When the Duomo of Siena is closed for religious services, Santa Maria della Scala museum will be visited instead
  • Operates in all weather conditions, please dress appropriately
  • Please note: For the Leaning Tower of Pisa children under the age of 8 are not admitted. Children between 8 and 12 years old must be accompanied by an adult and held by the hand at all times while you are in the Leaning Tower of Pisa. Teenagers between 13 and 18 years old must be accompanied by an adult while you are in the Leaning Tower of Pisa
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Travelers should have a moderate physical fitness level
  • This tour/activity will have a maximum of 40 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

about cancellations.

Traveler Photos

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Featured review
Highly recommend this tour. Our tour guide Lavinia was wonderful, she kept us informed and entertained for 12 hours! She was truly personable, and you could tell she enjoyed what she did. The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable.


11,415 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 11,415 reviews
Great trip if you’re looking to see Tuscany without a car!
Danny_L, May 2023
Getting to view three main hot spots of the Tuscany region in one trip is a must do! San Gimignano and the lunch at the farm house were the main attractions. Siena church isn’t much from the outside but the inside is one of the most beautiful churches I have ever seen. My tour guide for the trip Alessandro was very knowledgeable and gave the group a great amount of history of the Tuscany region. Also our driver Micheal was awesome too! Highly recommended the trip if you’re pressed for time and you want to see some of the Tuscany region without a car.
Oendrila_S, May 2023
We had a great experince.. Sara and Emiliano were amazing. Very welcoming.. This was the best tour so far..
Great day and team
SUSAN_D, May 2023
Our rep Sara made the day so knowledgeable and went out of her way To make sure everyone was ok our driver too great
San gimignano was very...
maggiebiggar, May 2023
San gimignano was very nice shopping lovely wine testing. Pisa was good seeing the tower.lunch was good also at the winery. Seina was interesting. Are guide was fanastic ask for her on your nect trip
Interesting and great value for money!
Karen_K, May 2023
Fabulous day out! Well organized and definitely worth the money!! Trip was well-planned and we’ll thought out. Lunch at the winery in the Tuscan hills was exceptional!
Davide was attentive and...
Duncan_S, May 2023
Davide was attentive and amusing. The weather was not perfect but our guide kept up the mood of the group and the visit interesting
Our family vacation
Il_P, May 2023
Sara, the guide and Emilio, the driver were excellent. Me and my family had a great time. Really liked Siena, a beautiful city. Sara gave us a great insights throughout our trip. Highly recommended and must to do in Florence.
Highly recommend
Amish_D, May 2023
Awesome experience. Best tour guide from Pisa and she was amazing in telling every details. Thank you for a great experience. I would highly recommend this tour.
Rakesh_B, May 2023
We had a great one full day Tuscany trip with visits to 3 towns. Toni our guide and Daniel our bus driver ensured we had a great day with lunch at a winery. Toni was quite amusing and helpful to us and all travellers. Worth the money.
A wonderful tour
Holly_B, May 2023
This was a wonderful day. Naomi was an excellent guide. If you’re not a walker, there was a lot of walking to the sites, some uphill, but nothing too difficult. The highlight of the day was the wine tasting lunch at a farmhouse. Such a beautiful setting and the food was delicious. Our (young adult) family enjoyed this entire unique experience.
Fabulous day experiencing the highlights of Tuscany.
Colleen_H, May 2023
Alicia was a fantastic guide, chipper, kind and funny! She kept us all organized at all our stops along the way. One highlight, was the lunch at a farm winery; fabulous typical Tuscan food and wine, in a peaceful rural farmhouse setting.
Lovely day
Allison_C, May 2023
Fantastic day trip through Toscana. Very long day around 13 hour tour. We were lucky to have Stefano as our guide and he was amazing - very funny, engaging and patient with our tour group. I learnt so much about the history of Florence and the feuds between Siena. It was a fantastic day and lovely lunch at the Fattoria. Definitely recommend to anyone visiting Florence to explore the rest of Tuscany.
Well organised tour
Deepak_K, May 2023
Tour was very well organised. Tony our tour guide was exceptional and would definitely recommend tour.
Alice was a wonderful...
Jeffrey_P, May 2023
Alice was a wonderful tour guide and our bus driver did a great job. Comfortable bus. Did this tour in 2019 and loved it so much we rebooked for our recent trip. Only disappointing part was on the first trip, the farm lunch was on outside beautiful terrace overlooking the vineyards and hills. This time the farm put us in an indoor dining hall on edge of property. Didn’t get the winery tour or pretty views of pool area etc as we did the first time. Other tour groups were already in that area and we were told it was luck of the draw. We had not been warned of that possibility so that was a bit of a let down but nonetheless the food was delicious. The tour of Sienna was great and we enjoyed free time in San Gimignano as well as Pisa! Overall, well worth it and recommended!
Fabulous day!!
marci_j, May 2023
Alice was an incredible guide. We would recommend her 100%. She was well informed, funny and a great guide.
Tuscany did not disappoint
Natalie_M, May 2023
We loved the meal at the winery & also the amazing Siena. Our host was full of fantastic history and was extremely helpful the entire day
Great Tuscany Day trip from Florence
Sherrie_A, May 2023
Stephano, our guide was great. Friendly and knowledgeable. The drive between the sites were not too long, sufficient time to rest and enjoy the beautiful Tuscan scenery along the way. Lunch at the winery was nice as well. Overall a great experience.
Beautiful views
Laura_h, May 2023
Stefano was a great guide. Lots to see, the lunch was delicious with great views. Was about a 13 hour excursion from pick up to drop off.
Great Tour
Daniel_d, May 2023
Great tour! Tony was really enthusiastic and was really great value for money and was great to see three famous tuscan towns.
Sienna and our winery...
Helen_C, May 2023
Sienna and our winery lunch were the best parts. Sienna for the history which Sara explained very well and lunch because of local produce, wonderful environment and convivial fellow travellers.
A great way to see the scenic Tuscan countryside and enjoy lunch at a winery.
Therese_K, May 2023
This tour was well organized. Loved Our tour guide Tony D.. He kept the day on track to see all 3 cities. He kept us informed, engaged, and had some comic chops as well. He was specific with meeting points and times and we always knew the expectations. It is a long day with walking. Be ready for that. Belongings between cities can stay on bus. Water available for 1 Euro on bus. Beautiful views from quaint San Gimignano. The lunch and wine at the winery is excellent — more scenic views also. Another tour guide led us through Siena which was very interesting history. Pisa — seeing the Leaning Tower can be checked off the bucket list!
Great Tour
Craig_H, May 2023
Our tour guide Alessandro was amazing. Very knowledgeable and we learned a lot of interesting tid bits.
I am sure you will find a better alternative
Manuel_D, May 2023
Tour done in rush with a plain lunch far from what is described in what the tour consists. The guide did her best but we always were concerned that someone might be left behind and get lost. A simple day tour to San Gimignano would have been better but unfortunately we spend more time in the bus traveling from point A to B. I am sure there are better alternatives. Just a waste of money.
Piyush_P, May 2023
Alessandro, was great. He knew what he was doing. One day he should own tour guide company. Well mannered.
Great way to see history
Deidre_F, May 2023
Our tour guide, Naomi, did an excellent job of sharing facts of the three cities and the surrounding area. Her information made the trip that much more enjoyable. It is a long day but worth it to pack in some amazing sights. Pisa is super commercialized. Sadly. That made it my least favorite but it’s still a must.
Amazing is the only word I can use to describe our experience & thoroughly recommend the tour.
Stephen_W, May 2023
The trip was amazing and Giancarlo was amazing too! His personality and knowledge was second to none and we had a great history lesson. We had lots of free time to explore and tour details explained clearly. We enjoyed everything about the tour-the winery, food and views spectacular and a highlight. San Gimignano, Sienna and Pisa and climbing the tower equally stunning.
Jana_I, May 2023
We loved this tour. It's a great way to see everything in one day and lunch and the wine was delicious. Our guide Alice was very knowledgeable and fun. Would definitely recommend!
Do it
Paul_L, May 2023
Had a great time well worth it.Well organised tour our guide looked after everyone very well. Lots of walking involved. Really all you need to know is the first line, the rest is for Viator interest!!!
Ot was good
sonya_m, May 2023
Angelina was an amazing guide. The rain made it hard but in all a good trip. It was easy to have free time with my family as well.
Tuscan day trip worth taking!
Sarah_H, May 2023
Siena and Pisa were great! The medieval town was great to look at from the winery, but the town itself was very touristy. We’re not shoppers and wanted to see more historical sites instead of stores.


Product code: 5070TUSCANY

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