Top Florence landmarks

Book online or call: (888) 651-9785

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

Name: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Brand: CAF Tour and Travel
SKU: 24283GROUP
Price: 82.94 USD
Rating: 4.5 (3676 reviews)

Badge of ExcellenceFlorence, Italy

Siena and San Gimignano Day Trip from Florence

From $82.94

per person

Select Date and Travelers

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

- Secure your spot while staying flexible

11 hours (approx.)
Mobile ticket
Offered in: English

Explore our promoted experiences

Florence, Tuscany

Discover Florence Surrounding Out Of The Crowd On E-Bike

from $51

Likely to Sell Out

Exclusive Cinque Terre by Ferry with stop in Pisa from Florence

Florence, Tuscany

5.0

(15)

Exclusive Cinque Terre by Ferry with stop in Pisa from Florence

from $555

Price varies by group size

Special Offer

Wine Experience In Chianti Hills from Florence

Florence, Tuscany

4.4

(67)

Wine Experience In Chianti Hills from Florence

from

$46

$51

Price varies by group size

Viator earns higher commissions on experiences featured here

Overview

See the Tuscan gems of San Gimignano, Siena, and Monteriggioni in just one day on this group tour from Florence. First, stop in the medieval hilltop town of San Gimignano before seeing the intact walls of Monteriggioni. Then it is time for a typical Tuscan lunch at a Chianti wintery that includes a guided wine tasting and “vin santo." Top off your trip in Siena to explore its historic city center with a stop at the Duomo.

Travel through the Chianti countryside in Tuscany
Explore Siena's Old Town with your guide
Discover the famous Siena Cathedral and its treasures
Enjoy a guided tasting and lunch at a Chianti Winery

Sample Menu

Starter

Appetizer

Cold cuts ( prosciutto, finocchiona, salami ) Bruschetta olive oil and truffle oil; Pecorino Cheese with balsamic vinegar and green salad

Main

Main Course

Penne with meat ragout and parmesan cheese

Dessert

Homemade tart with jam and vinsanto

Main

Wine Tasting

Wine Tasting of 3 different Tuscan wines

What's Included

Transport by G.T. air-conditioned coach
Licensed Tour Leader with live commentary on board
3 course set-menu typical Tuscan lunch in a Chianti Winery
Tasting of three different Chianti Wines, extra virgin olive oil & “vin santo”
from April to October - monolingual Visit in Siena
Siena Cathedral interior Guided Visit including entrance fee (if option selected)
Local guide in Siena (if option selected)

Our Shared Round Transport option does NOT include: Siena Guided Visit, Cathedral admission
From November to March, the itinerary does not include the stop at Monteriggioni

Meeting and Pickup

Meeting point

Piazzale Montelungo, Firenze FI, Italy
Check in time: 07:45am - Montelungo Square, at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.

End point

This activity ends back at the meeting point.

Start time
.08:00 am

What To Expect

Depart from central Florence and ride south through the Tuscan countryside by coach.

After a scenic drive past the vineyards, arrive in San Gimignano, a medieval hill town best known for its impressive towers and frescoes. Soak up some free time to explore its streets independently before heading to Monteriggioni for a short visit.

Then it's on to the charming village of Chianti for a visit to a hilltop winery. Sit down and sample fine local wines, accompanied by snacks before tucking into a 3-course Chianti-style lunch.

Finally, head to Siena and admire the Renaissance artwork inside with your guide before taking off on a walking tour. Take note of the uniquely striped marble of the Siena Cathedral and, if you've upgraded, head inside for a guided tour.

Your trip concludes with transportation back to Florence.

Please note that the order of the visits may change.

San Gimignano

2 hours • Admission Ticket Free

Piazza Della Cisterna

10 minutes • Admission Ticket Free

Mura di San Gimignano (Pass By)

Monteriggioni

40 minutes • Admission Ticket Free

SS 222 Chiantigiana

1 hour 30 minutes • Admission Ticket Included

Siena

2 hours 30 minutes • Admission Ticket Free

Piazza Salimbeni

15 minutes • Admission Ticket Free

Piazza del Campo

15 minutes • Admission Ticket Free

Duomo di Siena

15 minutes • Admission Ticket Included

Biblioteca Piccolomini

10 minutes • Admission Ticket Not Included

Via Chiantigiana (Pass By)

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Near public transportation
Infant seats available
Travelers should have a moderate physical fitness level
A dress code is required to enter places of worships and selected museums. No shorts or sleeveless tops are allowed. Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.

For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
Comfortable walking shoes are recommended.
From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay or no show it will not be possible to join the tour, nor to have a refund or reschedule the tour.
Please be advised that it is required to bring your original ID with you during the tour.
Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
This tour/activity will have a maximum of 50 travelers

Cancellation Policy

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

Questions?

Visit the Viator Help Centre for any further questions.

Product code: 24283GROUP

Traveler Photos

Featured review

Shravanthi_P

Great trip. Our guide Fab and driver Marco were awesome. Worth the money.. they gave a lot of informations and lovely trip.

Reviews

4.4

3,676 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

We perform checks on reviews

Showing 1-10 of 3,676 reviews

Great way to see a lot when you don’t have a lot of time.

Larry_A, Jan 2025

We really enjoyed the tour. As we were traveling in winter we ended up in a van instead of the bus which was great and our driver Danielle was amazing! The lunch was tasty but a bit long and focused on selling. Other than that we loved all of it. It was great seeing these sites less crowded.

Response from Host, Jan 2025

Good morning from Caf Tour & Travel, Dear Larry, Thank you for sharing your experience! We're glad you enjoyed the tour — Daniele will be thrilled to hear your kind words! Winter does offer a special charm with fewer crowds. We'll take your feedback about the lunch experience into consideration. We hope to welcome you on another tour soon! Kind regards

Great, just little time in Siena

AnaPaola_F, Jan 2025

Great tour, delicious wine tasting and friendly guide. But I think more time in Siena would be nice.

Response from Host, Jan 2025

Dear Ana, Thank you so much for your kind review! We're glad you enjoyed the tour, the wine tasting, and the company of our guide. We truly appreciate your feedback regarding the time spent in Siena. We understand that you would have liked more time there, and we will take your suggestion into consideration as we continuously aim to improve our tours. We hope to welcome you again on a future adventure! Warm regards

Fantastic day

Lea_M, Jan 2025

It was a fantastic day. The guide was very knowledgeable, could speak many languages. The places were more than I had expected. I will return later to stay longer.

Response from Host, Jan 2025

Dear Lea, Thank you so much for your wonderful review! We're thrilled to hear that you had a fantastic day exploring the beautiful towns of San Gimignano, Siena, Monteriggioni, and the Chianti region with us. We're especially pleased to know that our guide made your experience even more enjoyable with their knowledge and multilingual skills. It's always our goal to exceed expectations, and we're glad to hear the places we visited left such a lasting impression on you. We look forward to welcoming you back in the future for a longer stay. There’s always more to discover, and we'd be delighted to be part of your next adventure. Warm regards,

Great trip. Our guide Fab...

Shravanthi_P, Jan 2025

Great trip. Our guide Fab and driver Marco were awesome. Worth the money.. they gave a lot of informations and lovely trip.

Great Tour

Julia_H, Dec 2024

We enjoyed the tour-it was a lot of fun, San Gimingnano is absolutely gorgeous, and the vinery was fun and we got to taste 4 quality wines plus the vinery's host was very entertaining, the lunch was also great. Our host Alessya was very friendly and professional-the tour was very well organized. It is a lot for one day and we were pretty exhausted by the time we got to Siena, but Siena is also a very beautiful city with lots to do.

Response from Host, Dec 2024

Good morning from Caf Tour & Travel, Dear Julia, Thank you so much for taking the time to share your experience with us! We're delighted to hear that you had a great time on the tour and enjoyed all the incredible stops along the way. San Gimignano’s charm never fails to captivate, and we’re glad you found the winery visit entertaining and the wine tasting delightful – it’s always a highlight of the day! We’re thrilled that Alessia’s professionalism and friendliness added to the overall experience, ensuring everything ran smoothly. Covering so many stunning locations in one day can be quite an adventure, and we’re glad to hear you appreciated the beauty of Siena, even after such a full itinerary. Thank you again for joining us, and we hope to welcome you back for another unforgettable experience in Tuscany! Our best regards

Perfect Day

Ashley_M, Dec 2024

Federico was an excellent and pleasant guide. Alessandro did a wonderful job driving us to each location and securing our belongings on the coach. It was a beautiful, well-organized day!

Response from Host, Dec 2024

Good morning from Caf Tour & Travel, Dear Ashley, Thank you so much for sharing your wonderful review! We’re thrilled to hear that you had a perfect day exploring Tuscany. Federico is indeed an exceptional tour leader, and we’re glad his knowledge and warmth made your experience even more memorable. We’ll also pass along your kind words to Alessandro for his excellent driving and attention to detail. We’re delighted that everything, from the organization to the beauty of the locations, met your expectations. We hope to welcome you again for another unforgettable experience in Tuscany! Our best regards

Amazing Tour

Souraya_A, Dec 2024

It was simply amazing. From California, a family of 4 adults had an incredible time. The tour was very organized and our tour guide Sandro made it very enjoyable. The stops, the wine tasting, everything was great and highly recommend it. Thank you

Response from Host, Dec 2024

Good morning from Caf Tour & Travel, Dear Souraya, Thank you for sharing your wonderful experience! We’re delighted to hear that your family had an incredible time exploring Tuscany with us. It’s great to know that our tour leader Sandro made the tour enjoyable and that you appreciated the stops and wine tasting. Your recommendation means a lot to us, and we hope to welcome you on another adventure soon! Kind regards

Missing Monteriggioni…

Angeline_K, Dec 2024

I have done this tour 4x with this same company and waited to take this tour again with my new husband this time. Everything was wonderful - we opted to come during the slow season to avoid crowds of people. However, my only complaint is that Monteriggioni was closed for the winter so we did not visit that location. They could have let us have that extra time in Siena, where things were rushed & chaotic due to the crowds of people there for the Christmas market. We ended up arriving back in Florence over an hour early.

Response from Host, Dec 2024

Good morning from Caf Tour & Travel, Dear Angeline, Thank you for sharing your feedback and for choosing our tour multiple times—it’s wonderful to know that you’ve enjoyed this experience in the past. We’d like to clarify that during the low season, the tour does not include Monteriggioni, as indicated on the product’s webpage. Additionally, the webpage also specifies that the return to Florence is scheduled earlier during this time of year. This adjustment is made because there are fewer daylight hours during the winter season, and we aim to ensure that our guests can fully enjoy the tour highlights during the available daylight. We’re glad that the rest of the experience was enjoyable, and we hope to have the chance to welcome you back on another tour in the future. Our best regards

What a lovely experience exploring new places with a wonderful guide!

Jean_C, Dec 2024

I loved wondering around San Gimignano! The town has a fairytale look and it was just beautiful! Our experience wine tasting was so fun and so many interesting elements to see and learn about. The lunch was perfect and delicious. This was my first time to experience wine tasting and it will never be forgotten. I loved Siena despite the rain, it did not dampen our experience. Our guide was so informative as she gave the history of this little town. The cathedral was grandiose! Our guide, was delightful, fun and full of history for the area. She made us love every minute. The bus driver did an amazing job and made us very comfortable in this great bus, on this great trip.

Response from Host, Dec 2024

Dear Jean, Thank you so much for sharing your wonderful review! We are thrilled to hear that you had such a memorable experience exploring San Gimignano, Siena, Monteriggioni, and the Chianti region with us. Your kind words about the fairytale charm of San Gimignano, the fun and educational wine tasting, and the delicious lunch truly warm our hearts. We’re delighted that even the rain couldn’t dampen your enjoyment of Siena and its magnificent cathedral, and it’s wonderful to know that our guide made the history of the area come alive for you. We’re also happy that our bus driver ensured a comfortable and smooth journey throughout the trip. We hope to welcome you back on another journey soon! Warm regards

Left alone in a parking place with a sprained ankle. Terrible experience !!!

SusanaEdith_K, Nov 2024

I am answering this survey for the only reason to make public the lack of empathy and attention the guide Sandro had with my friend Ms Adriana Samatan who fell down in Monteriggioni and sprained her ankle. Two Spanish guys helped her up the bus but when we arrived at the retaurant where we were supposed to have lunch this person Sandro said she could not remain on the bus ( her ankle hurt her a lot ) and she had to get off. This was understandable but he refused to help her down on the excuse employees are not allowed to touch the tourists. Luckily there was a person there who helped her get off the bus. They brought her a plastic chair and left her all alone in the middle of the parking lot. He refused to help me ask for a sandwich to bring her ( we had not had anything to eat since 8.30 ) , he told me " Disculpa carino, yo tambien tengo que comer, pidele al mozo " , I was shocked at this answer but managed to make her a sandwich with some bread and cold meat that were meant for me. I practically swallowed my pasta and took my friend the sandwich. She had remained all alone sitting in the middle of that vast parking. An ambulance arrived after some time . Only then he showed up again for a few minutes. Off we went to the nearest Pronto Soccorso where she was very well taken care of. With the hurry and the stress of this sitution I left behind on the bus some souvenirs I had bought in San Giminiano. I did not get them back because the company did not even care ask how my friend was. As you can see , after having gone though this experience , I will never recommend your services. One more thing, I am 82 years old and my friend 77.

Response from Host, Dec 2024

Good afternoon from Caf Tour & Travel, Dear Susana, Thank you for taking the time to share your experience. We are deeply sorry to hear about the challenges you and your friend faced during the tour. Please allow us to address your concerns. Our records show that your friend was advised at the start of the tour that there would be walking involved throughout the day. Despite this, she chose to proceed, and we did our best to accommodate her needs. The unfortunate fall in Monteriggioni occurred during the free time allocated for personal exploration, a period dedicated to enjoy the locations independently. Once we were informed of the incident, the tour leader immediately arranged for medical assistance by contacting an ambulance to ensure your friend's safety and well-being. The tour leader did everything possible to balance the needs of the entire group with providing support in this difficult situation. We understand your frustration and regret that you felt left alone during this experience. However, it is important to note that this was a group tour, and the team’s priority was to ensure both your friend’s safety and the continuation of the tour for the rest of the participants. Regarding the souvenirs left behind, we always encourage guests to contact us directly for assistance in retrieving lost items. We deeply empathize with the stress and discomfort you experienced. Please rest assured that we strive to deliver the best possible service to all our guests. We truly hope that the above clarifications would meet your understanding. Kind regards

1 traveler found this review helpful

Okay

Inna_I, Nov 2024

Our tour guide was very helpful and very informative. Overall tour was okay. The lunch was okay and we could have done a better wine testing place. The tour of Siena seemed rushed and we had to combine with another tour that was not ideal.

Response from Host, Nov 2024

Good morning from Caf Tour & Travel, Dear Inna, Thank you for sharing your feedback about the San Gimignano, Siena, Monteriggioni, and Chianti Day Trip. We're glad to hear you found the guide helpful and informative, but we regret that some aspects of the tour did not meet your expectations. The itinerary aims to showcase several highlights of Tuscany in a single day. Regarding the wine tasting, we strive to partner with high-quality wineries, but we appreciate your input. Thank you for joining us, and we hope you’ll give us another chance to provide a better experience in the future! Our best regards

Read terms and conditions

HEIDI_m, Nov 2024

I have given this rating as I got COVID and was very sick and couldn’t attend. I contacted them and asked either for a refund or a voucher so I could do the tour another day and both of those options were declined so I paid almost $200 for nothing. I didn’t think they’d keep the money and offer no alternative.

Response from Host, Nov 2024

Good morning from Caf Tour & Travel, Dear Heidi, Thank you for sharing your feedback with us. We are truly sorry to hear about your illness. As outlined in our terms and conditions, we offer free cancellation up to 24 hours before the experience. However, your cancellation request was received only 2 hours prior to the scheduled tour, which unfortunately does not meet the required time frame for a refund or rescheduling. As clearly stated on the product page on Viator, "In case of delay or no show, it will not be possible to join the tour, nor to have a refund or reschedule the tour." We truly regret that you were unable to attend the tour, but we hope you understand that these policies are in place to ensure the smooth operation of our services. If you plan to visit again, we would be happy to assist with future bookings. Best regards

Do it again

TERRY_H, Nov 2024

Constantine was our tour guide and his enthusiasm and knowledge made the experience a great memory The time allotted to San G was enough to take in all the historical sites and left us with enough time to ship and wander around The winery and lunch eas fun but nothing special Sienna was extraordinary. Our designated tour guide spoke English and Spanish to accomadate the group and it felt a little hurried because she had to say everything twice We all had enough time to shop, get list and have some espresso and dolce The driving was safe and the bus was comfortable with WiFi service We did not visit one of the towns mentioned in the itinerary because we were told it was off season and a price adjustment could have been made

Response from Host, Nov 2024

Good morning from Caf Tour & Travel, Dear Terry, Thank you for sharing your experience with us! We're delighted to hear that Constantino's enthusiasm and knowledge made a lasting impression. We're glad you had enough time to explore San Gimignano and enjoy the shopping and wandering around. It's also wonderful to know you appreciated the comfort of the bus and the safe driving. Regarding the town of Monteriggioni, as mentioned on the tour page, the itinerary from November to March does not include a stop there. We appreciate your understanding and hope to welcome you on another tour in the future! Thank you again for your feedback. Best regards

The best.

Martha_g, Nov 2024

The places were breathtaking, our tour guide Constentino was hilarious, informative, multilingual, super helpful etc etc. Our driver Merico was also very patient and safe. The tour was one of our favorites, cities and winery were very beautiful and food was tasty. Don't overthink this one and book it.

Response from Host, Nov 2024

Good morning from Caf Tour & Travel, Dear Martha, Thank you for your glowing review of the San Gimignano, Siena, Monteriggioni, Chianti Day Trip! We're thrilled that you enjoyed the breathtaking destinations and had such a memorable experience. Costantino sounds like he truly enhanced your day with his humor, insights, and multilingual skills, while Merigo ensured a safe and smooth journey. We're delighted to hear this tour was one of your favorites, and the beauty of the cities, winery, and delicious food made it extra special. Your recommendation means a lot to us, and we hope to welcome you on another adventure soon! Kind regards

Worth Taking

Charles_H, Nov 2024

Wonderful experience. Marta, our tour guide, was great. Informative, patient, and very pleasant. I did have a little trouble understanding the lady who conducted our walking tour of Sienna.

Response from Host, Nov 2024

Dear Charles, Thank you so much for taking the time to share your experience with us! We're delighted to hear that you enjoyed the day trip and appreciated Marta's guidance—she truly is fantastic at making the tour informative and enjoyable. We're sorry to hear that you had a bit of difficulty understanding the guide during the walking tour of Siena. We will share this feedback with our team to ensure future experiences are even smoother. Thank you for choosing us, and we hope to welcome you on another adventure soon! Warm regards

Not a small group

dgfornari, Nov 2024

The Siena guide and the audio equipment were poor. Plus I was expecting s small group but there were 50 of us.

Response from Host, Nov 2024

Good afternoon from Caf Tour & Travel, Dear Customer, Thank you for your feedback. We’re sorry to hear that the experience didn’t fully meet your expectations. The guide who led your tour is usually highly appreciated by our clientele for her vast historical knowledge and engaging explanations, though we understand that individual perceptions can vary. Regarding the group size, we would like to clarify that this tour is not advertised as a small group tour on our product page. The group format allows us to offer a more accessible option while still delivering a comprehensive and enjoyable experience. Thank you for sharing your thoughts. Our best regards

Nice

Martha_S, Nov 2024

The tour was wonderful. My favorite town was San Gimignano. It was so beautiful. Also the food was delicious. My husband and I bought a few treats from there. Highly recommend it!

Response from Host, Nov 2024

Good morning from Caf Tour & Travel, Dear Martha, Thank you for sharing your kind review! We're so glad to hear you had a wonderful time and that San Gimignano stood out as a highlight of your trip. It truly is a charming town with breathtaking views and a rich history. We're also happy to know that you enjoyed the delicious food and found some great treats to take home. Your recommendation means a lot to us, and we hope to welcome you back for another amazing experience! Best regards

Excellent tour of chianti region .

Jill_E, Nov 2024

The trip was very well organised and the regular updated made it easy to find the pick up point. Our knowledgeable guide Sara , and our bus driver Genaro took us around The beautiful scenery of the Tuscany countryside, the medieval towns of sienna and San gigminano along with a generous wine tasting and lunch . We learned a lot about the chianti region, and the history of the towns we visited.

Response from Host, Nov 2024

Good morning from Caf Tour & Travel, Dear Jill, Thank you for sharing your wonderful experience with us! We're thrilled that you enjoyed the beautiful scenery, medieval towns, and rich history of the Chianti region. Sara and Gennaro truly enjoy bringing Tuscany’s magic to life for our customers, and it’s great to know they helped make your day informative and seamless. We’re glad the pickup was easy and that you appreciated the generous wine tasting and lunch. Thank you for choosing our tour to explore Tuscany, and we hope to welcome you on another adventure soon! Best regards

Fun Day

Mark_T, Nov 2024

San Gimignano first thing in the morning was pristine - Lunch, tour was engaging - Sarah was an excellent tour guide -

Response from Host, Nov 2024

Dear Mark, Thank you for your kind review! We're thrilled to hear that you enjoyed the day trip and that San Gimignano left such a positive impression on you. It's wonderful to know that the lunch and tour were engaging, and we'll be sure to pass along your compliments to Sarah for her excellent guidance. We appreciate your feedback and hope to welcome you on another memorable adventure in the future! Warm regards

Perfect despite rainy day

Maybelle_O, Nov 2024

Worth it! These are the places to see and the wine experience was fun! It did rain when we were there, but the rain didnt stop us from enjoying this day!

Response from Host, Nov 2024

Dear Maybell, Thank you so much for sharing your feedback! We're thrilled to hear that you enjoyed the trip to San Gimignano, Siena, Monteriggioni, and the Chianti wine experience, despite the rain. It's great to know that the weather didn't affect your enjoyment of the day. We truly appreciate your positive review and hope to welcome you on another adventure soon! Warm regards

...