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Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence provided by Ciao Florence Tours and Travels

LIKELY TO SELL OUT*

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence
4.5
Book in advance
from
$52.14
per adult
Reserve now & pay later: Save your spot free of charge with flexible booking.
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Tour snapshot
Take a stress-free day trip to see Tuscany's highlights from Florence
Duration:
10h 30m
Taking Covid-19 safety measures
Group size:
63
Stroller accessible
Ticket type:
Mobile
Free cancellation
About
Sit back, relax, and let a guide transport you to medieval towns and rolling vineyards on a stress-free day trip from Florence. Travel with ease between the dispersed highlights of Tuscany, stopping at Siena, Monteriggioni, and San Gimignano before tasting world-famous wine in the Chianti region. All samples are included on this guided tour, which provides a comprehensive introduction for first-time visitors.
Know before you go
  • Duration: 10h 30m
  • Mobile tickets accepted
  • Instant confirmation
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
German, Portuguese, English, Italian, French, Spanish
Highlights
  • Escape the city, and enjoy the region's beautiful countryside 
  • Travel between Siena, Monteriggioni, and San Gimignano with ease
  • A wine-tasting session in Chianti
What to expect
Following departure from a designated meeting point in Florence, head toward the medieval town of Monteriggioni, a ring-shaped citadel built in 1203.   After ticking off Monteriggioni’s historic highlights, continue to Siena for a guided walking tour, during which you can enter the world-famous Siena Cathedral (Il Duomo). Then, enjoy a light lunch in the city along with a pastry-tasting session. Proceed to San Gimignano, a UNESCO World Heritage Site and home of the renowned Vernaccia wine. Following ample free time to explore, your tour culminates with a wine-tasting session in Chianti.
Know before you go
  • Duration: 10h 30m
  • Mobile tickets accepted
  • Instant confirmation
Available languages
German, Portuguese, English, Italian, French, Spanish
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Highlights
  • Escape the city, and enjoy the region's beautiful countryside 
  • Travel between Siena, Monteriggioni, and San Gimignano with ease
  • A wine-tasting session in Chianti
What to expect
Following departure from a designated meeting point in Florence, head toward the medieval town of Monteriggioni, a ring-shaped citadel built in 1203.   After ticking off Monteriggioni’s historic highlights, continue to Siena for a guided walking tour, during which you can enter the world-famous Siena Cathedral (Il Duomo). Then, enjoy a light lunch in the city along with a pastry-tasting session. Proceed to San Gimignano, a UNESCO World Heritage Site and home of the renowned Vernaccia wine. Following ample free time to explore, your tour culminates with a wine-tasting session in Chianti.
Need help booking?
Call the number below and use the product code: 6367P15
Important information
Inclusions
  • Journey by fully-fitted GT Coach
  • Expert multilingual escort
  • Siena tour with professional guide (not included in the semi independent option)
  • Visit to a rustic wine estate in the Chianti area with wine tasting
  • Sampling of wines, extra-virgin olive oil and regional products
  • Free visit of San Gimignano and Monteriggioni
  • Entry/Admission - Chianti Road
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
  • Siena Cathedral tickets
  • Lunch
Duration
10h 30m
Departure details
  • Piazzale Montelungo, Firenze FI, Italy TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Additional information
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • A dress code is required to enter places of worship and selected museums. No shorts or sleeveless tops allowed. Knees and shoulders MUST be covered for both men and women. You may risk refused entry if you fail to comply with these dress requirements
  • May be operated by a multi-lingual guide
  • Please note that the given order of the visits may change
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • No heart problems or other serious medical conditions
  • Please inform us of any food intolerance or allergy in advance
  • Kindly note that the Semi independent option does not include the professional guide in Siena
  • LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, German, Italian or Portuguese a minimum of 4 pax is required
  • HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: GERMAN: Monday - min 2 pax FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, Sunday - min 2 pax
  • Travelers should have a moderate physical fitness level
  • 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 tour/activity will have a maximum of 63 travelers
Inclusions
  • Journey by fully-fitted GT Coach
  • Expert multilingual escort
  • Siena tour with professional guide (not included in the semi independent option)
  • Visit to a rustic wine estate in the Chianti area with wine tasting
  • Sampling of wines, extra-virgin olive oil and regional products
  • Free visit of San Gimignano and Monteriggioni
  • Entry/Admission - Chianti Road
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
  • Siena Cathedral tickets
  • Lunch
Departure details
  • Piazzale Montelungo, Firenze FI, Italy TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Duration
10h 30m
Return details
  • Returns to original departure point
Additional information
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • A dress code is required to enter places of worship and selected museums. No shorts or sleeveless tops allowed. Knees and shoulders MUST be covered for both men and women. You may risk refused entry if you fail to comply with these dress requirements
  • May be operated by a multi-lingual guide
  • Please note that the given order of the visits may change
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • No heart problems or other serious medical conditions
  • Please inform us of any food intolerance or allergy in advance
  • Kindly note that the Semi independent option does not include the professional guide in Siena
  • LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, German, Italian or Portuguese a minimum of 4 pax is required
  • HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: GERMAN: Monday - min 2 pax FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, Sunday - min 2 pax
  • Travelers should have a moderate physical fitness level
  • 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 tour/activity will have a maximum of 63 travelers
Travel safe during COVID-19
What you can expect during your visit
  • Regular temperature checks for staff
  • Temperature checks for tour participants upon arrival
  • Hand sanitizer available to travelers and staff
What you can expect during your visit
  • Regular temperature checks for staff
  • Temperature checks for tour participants upon arrival
  • Hand sanitizer available to travelers and staff
  • Transportation vehicles regularly sanitized
  • Face masks required for guides in public areas
  • Gear/equipment sanitized between use
  • Face masks required for travelers in public areas
Itinerary
  • You'll start at
    Piazzale Montelungo
    Piazzale Montelungo, Firenze FI, Italy
    TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
    See address & details
  • 1
    Florence
    Stop: 60 minutes
    See details
  • 2
    Monteriggioni
    Stop: 60 minutes
    See details
  • 3
    Siena
    Stop: 3 hours
    See details
  • 4
    Piazza del Campo
    Stop: 15 minutes
    See details
  • 5
    Duomo di Siena
    Stop: 15 minutes
    See details
  • 6
    San Gimignano
    Stop: 60 minutes
    See details
  • 7
    Piazza della Cisterna
    Stop: 30 minutes
    See details
  • 8
    Chianti Road
    Stop: 2 hours - Admission included
    See details
  • 9
    Florence
    Stop: 60 minutes
    See details
  • You'll return to the starting point
+
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

4.5
267 reviews
Excellent
187
Very good
43
Average
16
Poor
5
Terrible
16

Lisa
Poole, UK9 contributions
The best day on our travels through Florence! Emiliano took us on a wonderful journey through the countryside, he is a very informative guide. It was a full day of adventures with some time to wander around in each place ourselves, we took the opportunity to visit the Cathedral in Siena, a must-do (9€ fast access ticket per person), and we walked the walls and visited the small museum in Monteriggio (4€ per person). The lunch was fabulous and we were lucky to have a great group. The day ended with an excellent tasting session of wines, olive oil and balsamic at a beautiful estate- and MORE food along with it! One has the opportunity to buy some of the excellent red and white wines there at a discounted rate, for shipping home directly.
All Covid precautions taken made us feel safe, with a small group. Note that the time of departure is 8.30, not 8.45-read the fineprint.
Written September 26, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Brian
Bexhill-on-Sea, UK1 contribution
Early start and as soon as we arrived at the coach we were fondly greeted. The drive through the Tuscan countryside on a sunny Sunday morning was just fabulous and the best way to take it all in with wonderful informative commentary from Ellisabette explaining local features as we passed…in 4 languages!!..the stop offs gave us ample time to explore and have coffee breaks. It just happened to be my 52nd birthday this day, my wife mentioned it in passing in the morning, I had ice cream in San Gimignano, extra desserts in Siena and, at the vineyard a cake was presented with a glass of Prosecco, and a rousing rendition of ‘Happy Birthday’all arranged by Ellisabetta, this made an already splendidday that much more special!!
Cannot recommend this trip highly enough with a host that simply loves her job and passionately cares for all on her coach
Bellissimo!!
Written March 26, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Luís Ferreira
Lisbon, Portugal15 contributions
We made this tour and with the exception of the restaurant in Siena everything was very pleasant. The guide Emiliano and the driver Tiziano were always very professional, available and friendly and the tour is well set up, despite having little time in Siena. Maybe you can forget about the Monterrigioni stop and have some more time! But the restaurant La Favorita doesn't deserve to be on a tour like this and be your partner! They know they are going to serve lunch to more than 40 people and they don't even have toilet paper in the bathrooms, where the cisterns no longer worked. Lunch was worth the starters (although they were all swapped – vegan and normal – and were replaced with people at the table... which was not very hygienic in Covid times!). The "pasta with meat" was very bad and the dessert are simple and normal pastry miniatures!
Written October 6, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Lynn_VelezMalaga
2 contributions
The tour was very well organised and great value for money, in our opinion, We travelled in comfort on the air conditioned coach and luckily got the front seats on the upper level of the coach so had a wonderful unobstructed view. Our guide Jacopo was great, had a good sense of humour as well as lots of local and historical knowledge. Thanks also to the driver Antonio. It was a good idea to split the group into two separate smaller groups (English speaking and Spanish speaking) for the guided tour of Siena to avoid the commentary having to be repeated in both languages. It was a long day in very hot weather and we were tired at the end of it, but felt we had seen a lot and certainly couldn't have packed so much in if we had travelled independently.
Written June 20, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

EuroSrbGuy
Amsterdam, The Netherlands24 contributions
Solo
It was nice day trip to see amazing cities of Siena and San Gimignano and that is what I liked ride to the different cities. Guide spoke broken English like he survived a stroke and just recovering. Maybe he was ill and thus I apologize if he is recovering but still he shouldn't be in charge of large groups. Wine testing was such a scam. We were taken in newly build vinery where we were placed in big room and presented a products with sole intention to sell as much as possible. Although wine was good quality as well as olive oil it was not the level that it should be. Like there are not some really old wineries where you can have feeling that you're tasting quility in historic settings. As I mentioned at the beginning it was nice city break but overpriced and turist trap overall. You can do it better on your own.
Written April 21, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Gabriella H
1 contribution
Elisabetta was amazing! Super accommodating and great with languages. She really altered the trip based on the groups' preferences. The towns that we visited were very interesting and we got a lot of freedom to shop and walk around on our own. The wine tasting was very informational and fun and lively as well.
Written January 31, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Cosmopolitan516080
1 contribution
The places were great, but our tour guide Cristian added so much with his knowledge, advise, easy pleasant interesting conversation. From food to wine, history and art he has great wealth of knowledge that he shares
generously. Bravissimo Cristian, I wish he could do all our tours.
Written June 18, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

V Soho
Annapolis, MD33 contributions
Not as expected. I originally booked for the three towns, wine tasting, lunch with guided tours and admission to the Siena Cathedral. Siena was disappointing as we had so little time to see the town. A 25 minute tour was all we had. No cathedral or time to see it. The other two towns were just shopping opportunities, no guide, no history.
Written May 8, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Kuhu Anand
5 contributions
Couples
We took the tour with the Sienna city tour, which costs €10 more.
Two things which led me to a really Low review-
* instead of a wine estate, we were taken to a SHOP at the very outskirts of Monteriggioni, and the company’s vineyards are nowhere close. So if you are expecting to visit a wine estate and see greenery around of the beautiful Tuscan hills- you don’t see that at all. Sharing pics of the location of wine tasting.
* the Sienna tour was very rushed, they showed you everything from outside. No entry included or tour guide include for inside the cathedral.

Apart from that, the bus ride was comfortable and the wines we tasted were quite good, just that it was inside a room far from the vineyards which you can do in any good wine bar in Florence as well.
Written May 24, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Matthew W
3 contributions
Five stars for Francesco for making the trip much more enjoyable. The itinerary was packed and exciting- especially Sienna and San Gimignano are beautiful places to visit. Wine tasting was well beyond expectations. Slight disappointed by the guided tour in Sienna (would have preferred more free time), the lack of much information received before getting on the coach, and the pick up spot in Florence a bit out of town and not the easiest to find. All in all it was fun, and a cost- and time-effective way to experience some of the gems of Tuscany away from Florence.
Written August 29, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Showing results 1-10 of 197
*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Ciao Florence Tours and Travels
Inspiration186458
Inspiration186458
00
Nice towns and transports. Not so great pasta.
The towns were beautiful and the transportation was comfortable but no charging stations at our seats. The winery
harryhY532OC
harryhY532OC
00
Wow - amazing Tuscany
Lots of activity in a full day. Pisa was short and aside from the tower and church, not a lot there. Siena was amaz
sharonhW9126OA
sharonhW9126OA
00
Private tour of Chianti region with wine tastings
Christian was our guide today, we could not have been happier with the tour. He was so knowledgeable about the regi
mdp313
mdp313
00
Beautiful day with lovely tour guide
We absolutely loved Andrea’s personality-she was fabulous and we really appreciated all the info. Could’ve even he
Kcurran613
Kcurran613
00
Private Tuscany Tour
Christian was fantastic. We were able to customize our tour stops to suit our interests, which we really appreciate
giorgosg690
giorgosg690
00
An amazing tour on the beautiful Toscana.
Value for money trip, on the most visited areas of toscane. Florence is a beutiful city wgich combinates the old ar
M88Per
M88Per
00
Beautiful Tour of three amazing cities!
Fantastic tour! Enjoyed by our whole family including our four teenagers! Awesome tour guide! This was a great wa
danielsY9918MT
danielsY9918MT
00
Great trip with Constantino and Luca!
Constantino was a great tour guide! He was successfully able to herd 80 people by himself (his partner was sick wit
mrP2586DF
mrP2586DF
00
Our Tour Guide Elizabeth was very helpful, Friendly & knowledgeable
We did : Tuscany Tour , Siena, San Gimignamo , Pisa, & Poggio Ai Laghi by Coach .. The Coach was comfortable traf
bridgetbL6920XL
bridgetbL6920XL
00
Tour of Italy
We got our tour from Elizabeth and she was amazing very funny and efficient! Highly recommend to anyone visiting
Robbylin22
Robbylin22
00
RECOMMENDED ONE DAY TOUR IN TUSCANY
Elizabeth is very good and friendly tour guide. She explained everything from the time we started tour until finish
joseapolaya11
joseapolaya11
00
MUST SEE
Seeing Pisa was so amazing! There is some walking involved obviously but the tour guide Roberto was so informative
Italyholiday123
Italyholiday123
00
Terrible escort
The locations of this tour was great, the bus ride was comfortable, siena cathedral tour guide was excellent HOWE
dek5870
dek5870
00
Worth the Trip
Short ride to Pisa with very informative guides. A must see in the area. The only hiccup is that they do not pick
Elizabeth M
Elizabeth M
00
Okay this was a lot of fun!
This was fun! Our tour guide was quirky but fun. It’s 2 wineries and good fun. I enjoyed learning and tasting. I wo
Frequently Asked Questions about Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence will start at 8:45 AM. Discover and book Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence on Tripadvisor


Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence price starts from $53.04. Discover and book Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence on Tripadvisor

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence on Tripadvisor