Florence

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

Florence, Italy
Siena and San Gimignano Day Trip from Florence

From $86.75

Select Date and Travelers

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

  • 11 hours
  • Mobile ticket
  • Offered in: English

Overview

See the Tuscan gems of San Gimignano, Siena, and Monteriggioni on a day trip from Florence. Stop first in the medieval hilltop town of San Gimignano before seeing the intact walls of Monteriggioni. Then it is time for a stop at a Chianti winery for a typical lunch which includes 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

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 with WIFI on board
  • 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.

Start time

08:00 AM

End point

This activity ends back at the meeting point.

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 minutesAdmission Ticket Free

Mura di San Gimignano (Pass By)

Monteriggioni

40 minutesAdmission Ticket Free

Chianti Road

1 hour 30 minutesAdmission Ticket Included

Siena

2 hours 30 minutesAdmission Ticket Free

Piazza Salimbeni

15 minutesAdmission Ticket Free

Piazza del Campo

15 minutesAdmission Ticket Free

Duomo di Siena

15 minutesAdmission Ticket Included

Biblioteca Piccolomini

10 minutesAdmission 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 it will not be possible to join the tour, nor to have a refund or reschedule 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.

  • 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 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

See more
Featured review
SeumasMichael_F
We really enjoyed this tour, Ceiko (guide name?) was a great guide, funny and down to earth. The local guide in Seina ('Uncle Paul') was great and very funny, and he had great knowledge of the local area. This trip is great for those that just want to get a taste of Tuscany and the surrounding towns in a day. We really enjoyed the wine tasting in Chanti. Highly recommended.

Reviews

4.0
2,518 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
0
0
0
0
0
Reviews by Viator travelers.
Showing 1-10 of 2,518 reviews
Fun and informative
David_C, Mar 2024
Camilla was an excellent guide with the history of Siena. Excellent overview of the city and key sites we’re visited
Towns are worthwhile, but Lunch/Wine/Guided tour are not
Joel_P, Mar 2024
We went to San Gimignano and Siena (over the winter there's no stop in Monteriggioni). Both of those towns were amazing! If you're in Tuscany you should absolutely make it a point to stop at both. Our tour guide (Aaron) and bus driver were awesome. The narration on the bus was informative and instructions on where to meet/where to go were clear. There were some parts of the tour that were just "OK". Lunch at a local winery was cute and the staff friendly, but food wasn't as good as a restaurant. We sampled 4-5 wines but some were a flat (organic?) style that just wasn't very good. So in the end you only end-up getting a thimble-full of 1-2 wines that you actually like. The guided tour in Siena was bi-lingual. What this means is that half the tour is English and half Spanish. So in reality half the time you're standing around waiting while the tour guide repeats the exact same content for a different audience. Since you're in Siena very briefly, that means half your time is wasted. It was so painful we ended up just walking away and touring on our own. Suggestions for tour operator: -Give clearer instructions on how to get to ramp by train station, we ended up walking on the street to reach meet-up point -Restructure the wine tasting so that you can pick which wines you want to sample and provide more wine -Speed-up the wine tasting to provide more time in towns - there was another group that sat, ate, and left in the time we were sitting. -Don't operate bi-lingual guided tours in Siena, just do 1 language per group
Response from Host, Mar 2024
Good afternoon from Caf Tour & Travel, Dear Joel, Thank you for sharing your feedback with us. We're delighted to hear that you enjoyed your visit to San Gimignano and Siena, and we greatly appreciate your kind words about our Tour Leader, Aaron, and our bus driver. However, we understand that certain aspects of the tour fell short of your expectations. Your feedback regarding the lunch at the winery and the wine tasting experience is valuable to us. While tastes can vary, we strive to ensure that all aspects of our tours meet the highest standards of quality and satisfaction. We will take your comments into consideration as we work to improve our offerings. Regarding your concerns about the bilingual nature of the guided tour in Siena, we'd like to clarify that our tour inclusions specify commentary in both English and Spanish during the journey, followed by a monolingual guided visit in Siena from April to October. We're also sorry to hear that you encountered difficulties in reaching the meeting point. The instructions to reach it are clearly specified on your Viator's voucher. Thank you once again for your feedback, and we hope to have the opportunity to welcome you back for an even more enjoyable experience in the future. Warm regards
Good trip, tight bus
Alexandra_H, Mar 2024
The trip was excellent! The tour guide was knowledgeable and the additional guides on land weee also great. The experience at the winery and Siena was wonderful. The only thing that was not good was the bus. There was no leg room and we were not comfortable. The AC was not turned on until we requested it.
Response from Host, Mar 2024
Good morning from Caf Tour & Travel, Dear Alexandra, Thank you for sharing your feedback with us! We're thrilled to hear that you found our excursion excellent and that the tour guides provided knowledgeable and enjoyable experiences, both at the winery and in Siena. Your appreciation for their efforts is truly valued. However, we're sorry to hear about the discomfort you experienced on the bus. Please rest assured that we continuously update and maintain our fleet to ensure modern amenities and optimal comfort for our valued customers. We're grateful for your understanding and hope to have the opportunity to welcome you back for an even better experience in the future. Warm regards
Great trip, well paced and lovely sites.
Jan_L, Mar 2024
The trip was great, we had a good amount of time at each stop. The tour guide Aaron was very informative and polite with some late customers. The driver Nicola was great too. Well paced lunch included and good value, thanks
Response from Host, Mar 2024
Dear Jan, Thank you for sharing your experience with us at Caf Tour & Travel. We are so glad to read you enjoyed your Full Day Excursion to Siena, San Gimignano, Monteriggioni and Chianti. This excursion gives the possibility to explore and discover some of the most marvelous Tuscan locations, making part of the Unesco World Heritage, surrounded by the enchanting Chianti countryside. Aaron and Nicola will surely be happy with your kind words. Hoping to have the possibility to welcome you again in one of our activities! Our Best Regards
Interesting tour
Judith_g, Feb 2024
That part if italy is beautiful. Our tour guide on bus was good. She really watched out for our group . The local guide we had in Sienna was terrible. She was talking in both English and Spanish. Her English was terrible. Couldn't understand anything she said. That was the part if tour we were interested in knowing about and She ruined it for us. I don't think you should be using her as a guide in Sienna. Overall tour was good except for the Sienna guide.
Response from Host, Feb 2024
Dear Judith, Thank you for taking the time to share your feedback with us. We are delighted to hear that you found our tour to be interesting and that you enjoyed the beauty of San Gimignano, Siena, Monteriggioni, and the Chianti region. We sincerely apologize for any inconvenience caused by the experience in Siena. Please rest assured that we take your comments seriously. We are pleased to know that you found our bus tour guide attentive and helpful throughout the journey. We hope to have the opportunity to welcome you back for a more enjoyable experience in the future. Warm regards,
Would have preferred more time in San Gimignano. I think too much time in Sienna
Maria_P, Feb 2024
Time in San gimignano. Also the wine tasting lunch was nice but too much of a hard sell and push to purchase their products. I'm sure it would be much nicer during harvesting time
Response from Host, Feb 2024
Dear Maria, Thank you very much for taking the time to share your feedback with us. We truly appreciate your insights regarding your recent tour experience with us. We understand your preference for more time in San Gimignano and will certainly take this into consideration for future itineraries. Your feedback regarding the wine tasting lunch experience is also noted. We look forward to serving you again in the future. Warm regards,
Fantastic Day Trip
Paul_C, Jan 2024
Wonderful tour, great casual pace - our guide Marta was fantastic! This day trip from Florence was exactly wiat we were looking for - strolling the morning In San Gimignano, visiting a winery, and then touring Siena including the cathedrale (absolutely worth it) - we saw a ton on the trip and enjoyed the excellent Service!
Response from Host, Jan 2024
Good morning from Caf Tour & Travel, Dear Paul, Thank you for taking the time to share your wonderful experience with us! We're thrilled to hear that the tour's pace, combined with the fantastic guidance from the tour leader Marta, met your expectations perfectly. It's delightful to know that this day trip was just what you were looking for. We're pleased that you saw a lot of the amazing Tuscan scenery! If your travels bring you back for more adventures, we'd be honored to welcome you again. Best regards
Tuscany Tour
Janet_C, Nov 2023
The cities we saw were just stunning but the description made it sound like a smaller tour, not a large but with almost 30 persons and small children. Would have liked more time in winery in Chianti and more of a tour of the grounds. Siena and San Gimignano were just like out of a story book and was amazed by the architecture and history. Marta was a great tour leader but we would have preferred a smaller group and better instructions on how to get to the taxi stand as we had to walk a mile and a half back in the dark after a long day. Other than that it was a nice way to see 3 areas of Tuscany without a car.
Response from Host, Nov 2023
Good morning from Caf Tour & Travel, Dear Janet, Thank you so much for taking the time to share your feedback on your recent experience. We're glad to hear that you found the cities stunning and that Siena and San Gimignano lived up to their enchanting reputation, with their picturesque architecture and rich history. We appreciate your constructive comments about the size of the group and the desire for a more intimate experience. Your input is valuable to us, and we'll certainly take it into consideration as we strive to enhance our tours. It's wonderful to hear that Marta, your tour leader, left a positive impression. We'll be sure to pass along your compliments to her. We're grateful for your feedback, and we hope to have the opportunity to welcome you back for another adventure! Our best regards
Tuscany Day Trip
Todd_S, Nov 2023
We really enjoyed San Gimignano & Siena, as we'll as the Chianti Wine Tasting stop. Martha did a great job as our guide, as well as our bus driver. Thank you for a wonderful day
Response from Host, Nov 2023
Dear Todd, Thank you so much for your kind words! We're delighted to hear that you enjoyed your time in San Gimignano and Siena, along with the Chianti Wine Tasting stop. It's wonderful to know that Martha, our tour guide, and our bus driver contributed to making your day memorable. Looking forward to welcoming you on another adventure in the future! Best regards,
A good value day trip that was not quite what was purchased.
David_F, Nov 2023
Our leader Martha was excellent. The tour did not live up to expectations as it was purchased with a stop in Monteriggioni, which was cancelled as it was November. No fee reduction or compensation was offered. Lunch was excellent and well organised. Overall a good trip. The driver had a habit of driving one handed which was dangerous and off putting.
Response from Host, Nov 2023
Dear David, Thank you for taking the time to share your feedback with us. We're delighted to hear that you found our tour leader, Marta, to be excellent and that you enjoyed the well-organized and excellent lunch during the tour. Regarding your concern about the stop in Monteriggioni, it is clearly specified in the "Whats included" section that From november to March the itinerary does not include the stop in Monteriggioni. We hope to have the opportunity to welcome you back for another beautiful experience in the future. Best regards
Fantastic
Debra_H, Nov 2023
Constantine and Stephano where fantastic. We had so much fun and lots of laughs with a great guide. His knowledge of the area and Florence made the experience.
Response from Host, Nov 2023
Dear Debra, Thank you so much for taking the time to share your positive experience with us! We're delighted to hear that you had a fantastic time filled with laughter and fun. Our team takes great pride in providing excellent guides, and it's wonderful to know that Constantine's knowledge of the area and Florence added to the overall experience. We would be more than happy to welcome you again on one of our other activities, Best regards
Great day trip to the most beautiful Tuscan towns.
Paul_F, Oct 2023
The order of the itinerary was perfect. The first stop at Sam Gimignano was well timed to avoid the crowds which come later. Free time there was the right length. The tours of Siena and the cathedral were very informative. Our guide Aaron and driver Sylvestro were very professional and a wealth of information. A lovely day.
Response from Host, Oct 2023
Dear Paul, Thank you so much for sharing your review with us at Caf Tour & Travel. We're glad to hear that you had a lovely day on our tour, and we greatly appreciate your positive feedback. It's wonderful to know that the itinerary order worked well for you and allowed you to enjoy San Gimignano with fewer crowds. We're also delighted that you found the free time just right and that the tours of Siena and the cathedral were informative. Thank you for your kind words about our Tour Leader, Aaron and our Driver, Silvestro. We'll definitely share your comments with them. We look forward to creating more great experiences for you in the future! Our best regards
Tuscany day tour
Leanne_R, Oct 2023
We had a wonderful day & Sadro was very entertaining & helpful. The wine tasting & lunch stop was superb as were all the stops. Going to San Gimagnano 1st is brilliant as we missed the big rush of tourists. A great day all in all & highly recommend
Response from Host, Oct 2023
Dear Leanne, Thank you so much for taking the time to share your positive experience with us. We are delighted to hear that you had a wonderful day and that Sandro was able to make it entertaining and helpful for you. We're pleased that you enjoyed the wine tasting and lunch stop, as well as the other stops along the way. We look forward to the opportunity to serve you again in the future. Warm regards
Best excursion in Florence!
Frank_l, Oct 2023
This excursion was the best in Florence. The guide was excellent and the lady guide in Senia was great. Long day but it was worth it!
Response from Host, Oct 2023
Dear Frank, Thank you so much for your wonderful feedback! We're thrilled to hear that your excursion was the best, and that you found our guide to be excellent. We're also delighted that you had a great experience with the guide in Siena. We're pleased to know that the tour was worth for you. Your kind words mean a lot to us, and we look forward to welcoming you back for more amazing experiences in the future. Warm regards
Overall great experience
Sirine_E, Oct 2023
We spent a great day. The 3 cities and the winery were very beautiful, our guide Lisa was very helpful, friendly and informative, and the bus and the ride were very comfortable. San Gimignano was a great discovery and a true crush ! Highly recommended tour !!
Response from Host, Oct 2023
Good morning from Caf Tour & Travel, Dear Sirine, thank you so much for taking the time to post your review on Viator. We are glad to hear you enjoyed your Day Trip to Siena, San Gimignano, Monteriggioni and the lovely Chianti region. This excursion gives the chance to explore and discover some of the most marvelous Tuscan locations, making part of the Unesco World Heritage, surrounded by the enchanting Chianti countryside. Thank you for your kind words about the Tour Leader Lisa. We'll certainly share your feedback with her. We hope to welcome you again in one of our activities, there's much more to see and experience! Best Regards
Better to miss
Claude_L, Oct 2023
We booked am English tour but it was a combined Spanish/English tour.Also there were multiple tours combined into a very large group. Would not recommend
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Claude, thank you for taking the time to post your review about your recent travel experience. We are genuinely sorry to learn that your Day Trip from Florence did not fully meet your expectations. Your feedback is of great importance to us. In response to your concern about the language, we would like to clarify that, as specified in the Tour inclusions, our Tour Leader provides commentary in both English and Spanish during the journey to each destination. Then, the guided visit in Siena is held in one language. We hope these clarifications help shed light on the tour's design. Our best regards
Amazing sights to see with a great guide!
Catherine_A, Oct 2023
We loved our tour with Francesca as our guide and Marco as our driver. We saw some amazing sights with plenty of free time to roam around the cities. Our lunch and wine tasting at the restaurant in the Chianti region was so yummy. Highly recommend this tour!
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Catherine, thank you for taking the time to share your wonderful experience with us! It's fantastic to hear you enjoyed the sights and had the adequate free time to explore the cities. It's clear that the Chianti region left a delicious impression on you with the delightful lunch and wine tasting. Thank you also for your kind words about Francesca, our Tour Leader and Marco, our Driver. We'll make sure to share your nice feedback with them. If you ever decide to explore Tuscany again, please don't hesitate to reach out to us . We'd be honored to assist you in creating more incredible experiences! Best regards
Fantastic Chianti tour
Pina_P, Oct 2023
Great day tour with our guide Aaron who was fantastic. Very memorable day and every location was well worth the visit.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Pina, thank you so much for sharing your feedback on Viator. We are glad to hear you appreciated our Day Trip to Siena, San Gimignano and Monteriggioni. This experience represents a great way to feel the real Tuscany atmosphere while visiting our amazing land. Thank you also for your kind words about Aaron. We'll surely share your comments with him! Hoping to see you again on board on one of our tours, Best Regards
Better than expected.
Armstrong_J, Oct 2023
Our guide Sandro was amazing. This was about a 10 hour tour and everything was amazing. For shire recommend.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Customer, thank you for sharing your review on Viator. It's with great pleasure that we read your opinion on our Siena, San Gimignano and Monteriggioni Day Trip. This experience represents the perfect way to visit the most famous Tuscan destinations, avoiding any stress and waste of time. Thank you also for your kind words about our Tour Leader Sandro, we’ll definitely share your positive feedback with him. We hope to have the opportunity to welcome you again in one of our activities to show you other wonders of our Country! Our Best Regards
A robust Chianti tour
Fifa_E, Oct 2023
It was beautiful to see the small town of San Gimignano- friendly people, local artisans and a walk through history. Monteriggioni, although a fortress, was very welcoming . Chianti wine tour and tasting -fabulous. I think we all needed a nap after drinking and eating. Our tour was lucky enough to stop at Siena -a larger town with its own claim to fame “ il campo” , stunning cathedral (both inside and outside) . We were blessed to have taken this tour and honored to have Sandro as our guide. He was knowledgeable, well known to the townspeople, friendly, charismatic, very responsible, and funny. Request him if you can …Sandro.
...

Explore Similar Things to Do