Siena

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Badge of ExcellenceSiena, Italy
Siena San Gimignano and Chianti Region Day Trip with Hostess Aboard
  • 11 hours
  • Mobile ticket
  • Offered in: English

Overview

Explore some of the most popular Tuscan hill towns on this day trip to Siena, San Gimignano, and Monteriggioni from Florence. Enjoy visiting each town independently while also having the round-trip transportation organized in advance. Learn about the famous region from the tour leader on board the bus, listening to informative commentary as you travel.
  • Day trip to Siena, San Gimignano and Greve in Chianti from Florence
  • Explore each town independently, enjoying free time to see the charminghistoric centers
  • Listen to interesting commentary on the bus from your tour leader
  • Enjoy a lunch and wine tasting at a typical 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 air-conditioned bus with wi-fi on board
  • Live commentary on board
  • Licensed Tour escort
  • Visit to the cellars, vineyards and 3 course typical Tuscan lunch in a Chianti Winery
  • Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & vin santo
  • Guided Service in Siena
  • Cathedral admission in Siena

Meeting And Pickup

Meeting point

  • Piazzale Montelungo
    Piazzale Montelungo, Firenze FI, Italy

    An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.

Start time

08:00 AM

End point

This activity ends back at the meeting point.

What To Expect

Historic Centre of San Gimignano

2 hours Admission Ticket Free

Monteriggioni

40 minutesAdmission Ticket Free

Chianti Road

1 hour 30 minutesAdmission Ticket Free

Siena

2 hours Admission Ticket Free

Duomo di Siena

15 minutesAdmission Ticket Not Included

Piazza del Campo

30 minutesAdmission Ticket Free

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
  • 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
  • Please note that the order of the visits may change
  • 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 excursion, nor to have a refund or reschedule the tour.
  • This tour/activity will have a maximum of 45 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

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Reviews

4.5
121 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
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Reviews by Viator travelers.
Showing 1-10 of 121 reviews
Beautiful places with...
IgnazioDominic_d, Jan 2024
Beautiful places with outstanding guide and driver. The lunch while tasty, was lacking in volume. Guide was particularly nice and well informed.
Response from Host, Jan 2024
Good morning from Caf Tour & Travel, Dear Ignazio, Thank you so much for sharing your positive experience on Viator. We're delighted to hear that you've enjoyed our Day Trip to Siena, San Gimignano and Monteriggioni. In particular, it's great to hear you've found our Tour Leader and Driver to be amazing! Your feedback is invaluable to us. If you ever plan to explore more or embark on another adventure, we would be honored to welcome you once again! Warm regards
Great Day Trip from Florence
Stella_R, Oct 2023
It was a very pleasant day trip and we enjoyed going to the Medieval towns of San Gimignano, Siena and Monteriggioni.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Stella, thank you for shaaring your feedback with us! It's fantastic to hear you enjoyed your Day Trip to Siena, San Gimignano, Monteriggioni and the amazing Chianti region. Our aim is to provide our customers with the best service possible and your review is of great value to us. Hoping to see you again on board on one of our tours, Best Regards
Exactly as advertised, just not for us
Katelyn_M, Oct 2023
The tour guides and bus driver were excellent! They did a good job providing information and managing such a large group. That being said, we would not book a tour with such a large group again. The logistics of walking to the meeting point with 50+ people took away free time that could’ve been used to explore the area. Plus, it was hard to truly enjoy each stop with how little time we had in each place. The wine tasting was fun but also felt like a long sales pitch. Next time, we’d spend more money to book a private tour or even rent a car to have a more intimate, less rushed experience.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Katelyn, thank you for taking the time to share your experience with us. We appreciate your feedback and are glad to hear that you found our Tour Leaders and the Driver excellent in managing the group. It's important to note that our excursions are shared tours and occasionally they can reach up to 50 people. However, we always do our very best to guarantee a manageable level allowing the participants to enjoy a smooth and relaxed experience. We aim to provide informative and enjoyable experiences for our guests, and we'll take your feedback into account to ensure an even more pleasant experience in the future. We understand your desire for a more intimate experience. Private tours offer greater flexibility and we are glad to inform you that, within our wide tours selection, we do offer private tours as well. We hope that you'll consider us again in the future, whether for a smaller group experience or a private tour that better suits your preferences. Thanking you once again for sharing your thoughts with us we send Our best regards
Misleading And Disappointing - Cannot Recommend
Anne_C, Oct 2023
I originally planned to get the train from Florence to Siena and San Gimignano. It was far cheaper than booking a trip, and I could spend more time in both places. However, visiting a winery proved difficult by public transport and I thought that would be fun, so I ended up booking this trip. Sadly, it wasn’t very enjoyable. The itinerary claims you’ll have two hours in San Gimignano - we had 65 minutes, not even long enough to have a swift look round and get a cup of coffee. In Montereggioni, such a pretty little place, we had just 25 minutes within the walls, not the 40 advertised, and in Siena we spent two hours, not the three stated in the itinerary. It was all a rush. The cramped coach was full of English and Spanish-speaking people taking different variations of the tour, which complicated things further. Our guide was pleasant but just ok. We got an extremely basic commentary for part of the bus journey, which wasn’t very edifying. We left the car park in Florence more than 30 minutes late due to the chaotic traffic, and our guide led the group throughout the day at a frantic pace. The lunch was very basic but pleasant, as were the wines - probably the best element of the tour. I really can’t recommend this. Our guide blamed the rush-hour traffic for the problems, but the company does this tour every single day so I’m absolutely sure they know what to expect. Don’t waste your money - hop on the train instead, and spend what you save on a lovely lunch in Siena or San Gimignano.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Anne, thank you for sharing your feedback on Viator. After conducting a thorough investigation and consulting with the Tour Leader who guided your excursion, we have clarified the time allocated to each destination. It was 1 hour and 40 minutes in San Gimignano, 40 minutes in Monteriggioni, and 2 hours and 45 minutes in Siena. The pacing of the tour was set to accommodate participants with mobility challenges, and our Tour Leader adjusted the rhythm to ensure everyone's comfort and enjoyment. It sounds unlikely that she led the group at a frantic pace. Regarding the departure time, our records show that the bus left the meeting point at 08:05 am, adhering to our schedule. However, we acknowledge that traffic conditions can be unpredictable, and our team members always mention this fact. We hope these clarifications help provide a better understanding of your tour experience. We send our best regards and look forward to the opportunity of welcoming you in the future. Warm regards,
Good Tour
kml, Oct 2023
Great stops to make. Time was tight, but adequate to give a taste of the sights. Wine tasting and lunch were the highlight.
Great Way to See Tuscany
Madison_F, Oct 2023
Great tour! Our guide, Francesca, was excellent! The check in process was easy and the bus ride was seamless! We got to San Gimignano early enough I’m the morning that we beat the rest of the tourists and had the town mostly to ourselves. Each stop was the perfect amount of time to see the city and rest for a few minutes, without getting bored. The winery for lunch was very pretty, but there were other tours going on so it was a bit loud. Overall would recommend!
Response from Host, Oct 2023
Dear Madison, Thank you for your wonderful review! We're delighted to hear that you had a great tour experience with our tour guide, Francesca. It's fantastic to know that you found the check-in process smooth and the bus ride seamless. We appreciate your feedback on the timing of the stops - striking that perfect balance can be challenging, and it's great to know it worked well for you. We hope to welcome you on another tour in the future. Warm regards
A Disappointing Day in Tuscany
John_M, Oct 2023
Our less than good experience on this tour had more to do with the Winery visit than it did with the visits to Siena and San Gimignano. Overall the tour guides were adequate, but not great. They shared what needed to be shared but gave nothing extra in the way of background and historical information. The lunch and wine tasting experience on this tour was below average. Though the family run winery was pleasant in appearance and picturesque, the wine was mediocre at best. This could be visibly seen as no one leaving the winery to get get back onto the tour bus was stopping to purchase any wine to take with them. Many of the wine glasses were left untouched on the tables at lunch. The lunch itself was adequate, but nothing to rave about. The outdoor tables were shaded from the hot sun, but the heat still radiated through the tent canvas and made the eating location uncomfortable. Perhaps the biggest disappointment with this winery visit was that the balsamic vinegar tasting that was listed as "what's included" in the Viator booking was non-existent. The hosts were stunned when I pointed out the booking description that spoke directly to the Balsamic vinegar tasting, and indicated that Viator had "over sold" the components of this tour and that this often happened with Viator. I am not sure if this miss was actually with Viator or the booking contractor CAF Siena. But either way, I put the blame on Viator for either over stating the elements of the tour or failure to do due diligence with CAF to ensure that they were carrying out all of the elements of this described tour. For now, I would recommend that anyone looking for a day tour of Tuscany including Siena, San Gimignano, and a good winery to avoid Viator's offering and look elsewhere to book a tour.
Response from Host, Oct 2023
Good morning from Caf Tour & Travel, Dear John, thank you for taking the time to share your review with us. We deeply regret to read that our activity did not meet your expectations. Our Tour Leaders always share important information about the history and culture of the sights touched by our excursions. We totally understand how important it is to give a sort of comprehensive background to people that visit the area for their first time. Then, regarding the winery visit and the lunch we are fully aware that sometimes there could be different tastes in terms of food and wine. So, it can happen that some people may not like the products provided by a specific place. That being said, we are quite surprised to read your opinion since we always receive very good comments and feedback on this tour in particular. Usually, this experience is much appreciated by the clientele (as you may see from the many reviews). So much to be considered one of our Top Sellers. The balsamic vinegar tasting is typically held at the same time of the Wine Tasting experience. During this event, the winery staff pair pecorino cheese with the balsamic vinegar. This carefully curated pairing aims to accentuate and celebrate the qualities of both the cheese and the vinegar. Please note that due to the limited production of this special balsamic vinegar, there may be occasions when the tasting is not available. Therefore, we apologize if you didn’t have the chance to taste it and we’ll make sure to modify the experience description on Viator. We truly hope that the above clarifications would meet your understanding and we look forward to welcoming you in the near future. Rest assured that we’ll provide you with a more enjoyable experience! Kind regards
Tuscany is great! Spend a little more for a private guide for the day
martin_c, Oct 2023
The towns are great to visit, well worth it. Just get a private tour guide and go to some more rustic bespoke wineries where both the food and wine is a higher standard. That was our only real negative for the day but as it was a ‘wine tour’ it left us wanting a better experience on that front.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Martin, thank you for taking the time to share your feedback with us regarding your recent excursion. We're truly sorry to hear that the tour did not meet your expectations. We would like to clarify that the tour you booked, as clearly described on our online page, is not exclusively a wine tour but rather a full-day excursion to Siena, San Gimignano, and Monteriggioni. As part of this experience, a wine tasting is included in the lunch, and everything is clearly described in the sample menu section. We are committed to providing our guests with a comprehensive experience that includes the cultural and historical aspects of the regions we visit. Hoping that the above clarifications meet your understanding, Warm regards
Basically just a bus ride
Lily_C, Oct 2023
Not worth your time or money. "Fully escorted" tour means commentary on the bus and being dropped off with hardly any recommendations on what to do. Our tour had probably roughy 100 people and it was crowded, making it hard to walk around as it took a long time to get on and off the bus. The places we went were beautiful, I just wish there was more direction and suggestions on activities to do. The lunch was not good, and held at a winery where they rushed us to eat. They huddled us into the basement of a winery where we tasted one small cup of Prosecco. Then we went upstairs for lunch where we got a gross appetizer, a basic pasta, and a couple of biscottis with less than stellar wine in between. There is no bathroom on the bus and no WiFi-so be prepared. I would suggest another tour that is smaller and of more quality.
Response from Host, Oct 2023
Good afternoon from Caf Tour & Travel, Dear Lily, thank you for taking the time to share your experience with us. We regret to hear that your recent tour did not meet your expectations. We'd like to clarify that as clearly stated on our online tour description, this tour includes independent exploration of Siena, San Gimignano, and Monteriggioni, with onboard commentary provided by the tour escort. If you had asked for more tips or information about things to do, he would certainly have been happy to provide them. Being still in the high season, the influx of tourists in Tuscany is still very high and our wonderful territory is still in high demand, so it is therefore normal that around there are still many people to visit these wonderful places. Regarding the lunch experience, our tour menu is clearly online under the "Sample Menu" section. We have a long-standing partnership with the winery, and we generally receive very positive feedback about the meal. We're sorry to hear that it did not meet your expectations, and we will take your feedback into consideration for future improvements. As for the bathroom on the bus and Wi-Fi, we want to clarify that the bus restroom is reserved for extreme emergencies due to sanitation concerns. If you had expressed your need to the tour leader, they would have made arrangements at the nearest available rest stop. Hoping that the above clarifications meet your understanding Warm regards
Amazing day trip
Pam_K, Oct 2023
The trip was great. The guides were very nice and accommodating. I had an injury and one of them stayed with me to walk behind the group. She was very friendly, supportive and informative.
Response from Host, Oct 2023
Good morning from Caf Tour & Travel, Dear Pam, thank you so much for sharing your positive review on Viator. We're delighted to hear that you had a great trip and that our Tour Leaders left a positive impression. In particular, it's wonderful to know that one of them went above and beyond to accommodate your needs, especially during a challenging situation. Their friendly and informative approach truly exemplify the level of service we aim to provide. We value your feedback and hope to have the pleasure of welcoming you back for another memorable adventure in the future! Warm regards
San gimignano. Monteriggioni and Siena
Vicki_M, Sep 2023
This was a well organized tour and involved a fairly large group. Sandro was very energetic and enthusiastic throughout. The timing of the stops were well thought out to avoid large crowds ( monteriggioni and San Gimignano), and our lunch break at the winery was brilliant. Carmen the bus driver gave us a very smooth ride!
Tuscany on tour
Susan_W, Sep 2023
The tour ran very smoothly, we were looked after very well by Sando , Aron and driver Simone. The tour was informative and interesting.
Response from Host, Sep 2023
Good morning from Caf Tour & Travel, Dear Susan, thank you for sharing your positive feedback on Viator. We're glad to hear you enjoyed your excursion to Siena, Monteriggioni and San Gimignano. We appreciate your kind words about our Tour Leaders and driver Sandro, Aaron and Simone. Your review is really the best reward for all the passion and care we put every day in our job. We hope to have the opportunity to welcome you again in one of our activities to show you other wonders of our Country! Best regards
Amazing trip
Kjellaug_T, Aug 2023
Excellent trip. Our guide Tsovi and driver Andrea were excellent. Just enough information on both general stuff and on the different sites, and safe and secure driving. First stop was San Gimignano with the towers. Lovely little city. Next stop was the Monteriggioni Castle, before we having lunch and wine tasting at Azienda Agricola Il Chiliegio, Monteriggioni. Good food and wine. Last stop was Siena, which I knew would be just wonderful. I've been before, but many years ago, so decided to just see the Duomo. Took a long time to get tickets, so almost gave up - 39 degrees Celsius doesn't help standing in the sun. But the duomo is beautiful, so worth it. Driving through the Tuscan landscape was just awsome - so highly recomend this trip.
Response from Host, Aug 2023
Good morning from Caf Tour & Travel, dear Customer, Thank you to share your positive feedback with us and for the beautiful words spent for our tour leader Tsovi and the driver Andrea! We are glad to hear you appreciated the Siena, San Gimignano, Monteriggioni and Chianti Tour. This experience represents a great way to feel the real Tuscany atmosphere while visiting our amazing land. As per your review, Siena and its Duomo really worth the visit, and we are really happy you liked it. Hoping to see you again on board on one of our tours, Best Regards
Wine tasting was great!
Sheila_F, Aug 2023
Wine tasting was good. Siena had many steep steps to climb to see the city which is beautiful. Lots of walking. Very hot but we enjoyed. We did not travel with teens but the system doesn’t give you an option to choose just family.
Response from Host, Aug 2023
Good afternoon from Caf Tour & Travel, Dear Sheila, thank you for your review. It is great to hear that, despite the hot weather, you enjoyed our Tour through San Gimignano, Siena and Monteriggioni. 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. Thanking you once again for your preference, we truly hope to welcome you soon in one of our activities! Kind regards
Day out in Tuscany
Alison_E, Aug 2023
Loved our guide and tour itinerary. We loved how we could independently wander and explore the towns.The vineyard was a little underwhelming and felt more like a production line with average food. Would have been nice to be outside, for a more authentic experience! Overall however, good value and would still recommend as a day out away from the city.
I’ve been here and did...
Linda_S, Jun 2023
I’ve been here and did the same tour with a different group of friends and just as beautiful and right amount of time
Stunning trip
JO_B, May 2023
Very enjoyable and well organised trip but perhaps the number of people too many (80 in total) The wine tasting was fun and the food ok. Monterriggioni was very pretty and exceeded my expectations. As with all the visits it would have been nice to have longer in each place, but a great introduction to the area Our guide was very informative and helpful
Response from Host, May 2023
Good afternoon from Caf Tour & Travel, Dear Jo, Thank you for taking the time to share your positive feedback with us. We are glad to hear you appreciated the Siena, San Gimignano, Chianti and Monteriggioni day trip and that you've completely enjoyed your tour and appreciated the absolute quality of the service given (itinerary, food and guide). We will certainly treasure about your advice. Hoping to have the opportunity to welcome you again in one of our activities, Best Regards
Beautiful area, great wine!
Anonymous, May 2023
Great trip, excellent guide, amazing locations with just the right amount of tour time in each. Met some great people on the tour!
Response from Host, May 2023
Good afternoon from Caf Tour & Travel, Dear Customer, Thank you for taking the time to share your positive feedback with us. We are glad to hear you appreciated the Siena, San Gimignano, Chianti and Monteriggioni Tour. This experience represents a great way to feel the real Tuscany atmosphere while visiting our amazing land. Our aim is to provide our customers with the best service possible and your review is of great value to us. Hoping to see you again on board on one of our tours, Best Regards
Very fun day…
erica_r, Apr 2023
Our host was fantastic she was knowledgeable and kind! The areas were beautiful, lunch was great, and lots of free time. I think they dropped us off in a diff spot from where they picked us up and no one knew where we were at but we figured it out.
Enjoyable Tour of San Gimignano, Siena and Poggio Ai Laghi Wine Tasting
Gregory_H, Apr 2023
Initially, it was a bit of a challenge trying to find the best way to get to Piazzale Montelungo by public transportation. It may be useful to include instructions from the Unita or Alammani stop to Piazzale Montelungo since they’re central to the city. The tour itself was enjoyable and we enjoyed visiting San Gimignano, Siena and Poggio Ai Laghu for lunch and wine tasting and while in San Gimignano, would recommend a pastry and cappacunino at Stravizio near the Chiesa di Sant’Agostino church.

From $73.86

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