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

Firenze, Italy

From $94.03

Select Date and Travelers

up to 24 hours before the experience starts (local time)

  • 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, 14/39
    Piazza della Stazione, 14/39, 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
  • Not wheelchair accessible
  • 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
  • Stroller accessible
  • 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
  • Near public transportation
  • Infants must sit on laps
  • 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
  • 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.

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.


13,897 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 13,897 reviews
anne_g, Dec 2023
The whole experience was memorable and the guide Sara was awesome. Would definitely recommend to others
Day wasted
Ashley_R, Dec 2023
Tour guides were great but by the time we got to Pisa it was dark and pretty much a waste of time. The trip was all day and needs to be Pisa first then work your way back to Florence. Had I have known we were getting to Pisa very late in afternoon I would have use someone else and got to Pisa in daylight hours
A day in Tuscany
Charles_S, Dec 2023
Great experience, lovely day beautiful food Stefano was a great guide. Scenery was excellent. Took some great photos in Sienna and San Ggigm
Tuscony trip
Susan_A, Nov 2023
I enjoyed the history of Sienna. The lunch and wines were excellent. We got to Pisa too late in the day but it was good to see.
Best of Tuscany tour
Susan_M, Nov 2023
Our tour guide Manolo was the Best! He gave so much history and information to make the experience come alive. Friendly efficient and knew what to do. My only suggestion might be that Viator have in the description approximately how many hours
Great tour!
SHERYL_S, Nov 2023
This was a magnificent tour. It was 12 hours total. Lots of walking! We loved every minute of it but may be hard for those who have trouble walking & getting around or with small kids. Naomi was an excellent guide
Cathleen_L, Nov 2023
The best part of the tour was Lunch and Wine Tasting at Farm House. Food delicious with an abundance of good wine.
Best day ever!
Jeanmarie_W, Nov 2023
The lunch was fabulous and San Gimignamo was the most beautiful place ever! Our guide Gabriel was fantastic and our bus driver Nando was also amazing! Best day ever!
Amazing experience
Jean_T, Nov 2023
Loved seeing the Italian countryside and hearing little tidbits from Stefano. Enjoyed meeting new people.
Fabulous, great, and memorable.
Linda_W, Nov 2023
We had a fabulous day. The tour guide (Luda) and the bus driver were great. Luda was so knowledgeable. My husband left his camera on the bus and Walkabout tours and Luda were so helpful in getting it back to him. Luda also spoke great English and had a fun, energetic and kind personality. Lunch at the winery was a great, as well. The Viator ap was a great find.
Fantastic tour and guide, Stefano!
Vickie_S, Nov 2023
Excellent tour and our guide, Stefano, was the best. He connected with us and was so kind and funny. The tour was well organized and timed perfectly.
Amazing trip
PunithaMary_S, Nov 2023
The tour leader was amazing. The tour was very well organised The lunch was great. I would recommend this tour to anyone
Great experience. Would recommend overall
Cassidy_M, Nov 2023
Landscape was beautiful, lunch was great! I would definitely recommend this tour to others. My only complaint is that the bathroom is not open on the bus. We had two delays/impromptu stops for kids to go to the bathroom when there is a bathroom on the bus, it’s just not open.
Great way to see Tuscany in a day
Tammy_W, Nov 2023
I booked this trip after seeing all the good reviews and wanting to see Tuscany solo without having to book things on my own. This was a great way to do that - you get to see 3 small towns + get the history + a nice meal at a winery with great views. My only constructive piece of feedback is that I wish we had more time at the winery for lunch. I feel like I had to scarf my food down and barely finished any wine. Our tour guide, Naomi, was excellent!
Day trip
Darian_H, Nov 2023
Loved the trip. Didn’t love that other travelers didn’t respect the time to return at stops. This caused us to be late to Pisa and it was basically dark once we arrived. This was not the scheduled plan according to the guide so I can’t blame the inconvenience on them. I could have done without the visit to San Gimignano only because we’re not shoppers. We loved Siena, the tour was brilliant. The lunch at the winery was satisfactory. It was plenty of food and the wines were available to taste. We loved getting to see multiple places all in one day.
Incredibly fun!
Melanie_G, Nov 2023
Our family (including a 12 year old and a 9 year old) had so much fun and learned so much about Tuscany on this experience! Luda, our guide, was very friendly and knowledgeable, and she made sure that all our needs were met throughout the day. The trip to the winery is worth the price of admission alone! Wonderful food, amazing (and abundant!) wines, and spectacular views! Fair warning that there is a lot crammed into the agenda, so the stops are short and sweet, with a good bit of riding on the bus in between. But it's a good way to experience a lot of Tuscany in a short amount of time. Highly recommend!
Great trip with fantastic food
Tong_L, Nov 2023
I booked this trip for my family from China. This is their first time visiting Italy. We enjoyed the time together in Tuscany. I hope you can add some trips in Chinese so they can enjoy the culture better. The lunch is brilliant!
Michelle_M, Nov 2023
This was our favorite tour! Stefan was great! We loved the winery and lunch and the history of Sienna that we learned!
Latasha_H, Nov 2023
We had to catch up to the tour because we missed our train. Nevertheless we loved seeing the tower of Pisa. We also really enjoyed the winery and the scenery all over italy but the beat part of all was our tour guide Naomi. She is the absolute best!!! And Ella's was very helpful as well. We would highly recommend a tour with Viator!
Way too rushed and way...
Aidan_B, Nov 2023
Way too rushed and way too much walking including at the start and finish which is in the middle of nowhere, not at the train station as I think most people would assume. The lunch is very good with plenty of nice wine.

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