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

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

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon10 hours 30 minutes  (Approx.)
Mobile ticket
iconOffered in: English and 5 more
Good for avoiding crowds


Combine medieval gems, fine wines, and UNESCO-listed monuments on this full-day tour of central Tuscany from Florence. Marvel over the medieval castle of Monteriggioni; explore the architectural wonders of historic Siena; and admire the striking skyline of hilltop San Gimignano. Enjoy a light lunch in Siena and finish your tour with a wine tasting at a local winery in the Chianti region.
  • Full-day tour of central Tuscany from Florence
  • Visit the UNESCO-listed towns of Siena and San Gimignano
  • See the magnificent Siena Cathedral and the medieval castle of Monteriggioni
  • Enjoy wine tasting in the Chianti wine region as well as an included lunch
  • Perfect introduction for first-time visitors
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Journey by fully-fitted GT Coach
Expert multilingual escort
Siena tour with professional guide (not included in the semi independent option)
Light lunch in a cozy restaurant in Siena (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
Hotel pickup and drop-off
Siena Cathedral tickets

Departure Point

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!

Departure Time

8:45 AM

Return Details

Returns to original departure point
  • 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
  • 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
  • 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 note that the given order of the visits may change
  • 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 and lunch
  • Travelers should have a moderate physical fitness level
  • All participants who are over 12 years old must present one of the following: proof of full vaccination, proof of first vaccination administered at least 15 days ago, proof of a Covid-19 infection in the past 6 months, or a negative test taken no more than 48 hours before the activity starts
  • This tour/activity will have a maximum of 63 travelers
  • OPERATED BY Ciaoflorence Tours & Travels Srl
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on face masks and attendee health during Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence?
A:The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
  • Temperature checks for travelers upon arrival
See all safety measures taken by Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence.
What is the policy on sanitization during Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence?
A:The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Gear/equipment sanitized between use
  • Transportation vehicles regularly sanitized
See all safety measures taken by Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence.
What measures are being taken to ensure staff health & safety during Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence?
A:The policy on staff health & safety is:

  • Regular temperature checks for staff
See all safety measures taken by Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence.

Traveler Photos

Traveler Tips

  • "It is a full day tour with lots packed in - a great way of getting lots done on limited time." See review
  • "Great locations, but really needed maps for pickup locations and getting around, especially when late at night /in the dark." See review
  • "Maybe the wine even though enjoyable at lunch may not be necesssry as wine tasting that follows is very adequate ." See review


415 Reviews

Reviews by Viator travelers

Showing 1-10 of 415 reviews
A must to do from Florence
, Sep 2021
This was a great day trip to do from Florence to see more of the Tuscan countryside and immerse yourself into its beauty and history. Jacopo and Renada were fantastic guides and we loved every aspect of the tour (especially the wine tasting!)
Excellent Tour
, Jul 2021
Very good and supportive guide. The choice of locations were excellent. Overall an informative, time and cost effective tour.
Good communication, fun day trip
, Oct 2020
We're glad we booked this daytrip outside Florence as it's become one of the highlights of our trip!!!! We originally booked for the tour including Monteriggioni but due to guest numbers, we agreed to do the tour that included Pisa instead. Lots of free time to take pictures, eat, get espresso, and gelato. Our guide throughout the trip Frankie was friendly, funny, and shared information about Tuscany during the bus ride. But he also gave us time to nap which was very convenient and considerate - the whole trip is really a full day! Shout out to our driver Raul too who's a super cool rockstar! Highly recommend this trip - San Gimignano was beautiful! Get the gelato from Dondoli it's so, so good! Lunch was also amazing, simple but delicious, including three wines. The views overlooked vineyards and wineries so it doesn't disappoint!!!
Excellent Tour with Marco & Sergio
, Sep 2020
The tour was great. We had enough time at every stop and the wine tasting at the end was also a very nice experience! Our tour guide Marco was very passionate and helpfull throughout the tour. He was a really good guy with a lot of infos. Our driver Sergio was also very good and drove safely all the time. All in all a very nice Trip and worth the Money. Because of corona we also just were 20 people on the trip what was nice too! Really recommend.
1 traveler found this review helpful
Great Tuscan Tour...
, Sep 2020
Really great tour of the surrounding Tuscan areas from Florence. Francesco was a top notch guide for the day, and the wine tasting was a surprisingly good highlight!
1 traveler found this review helpful
Amazing wine tasting
, Sep 2020
It was a lovely day from start to finish are guide was brilliant the three stops were all good the wine tasting was my favourite it was so pretty wine and snacks were out of this world and the guy telling us about the vineyard give us loads of information and even delivering the wine and oils to are house couldn’t have asked for more
Lovely day under the Tuscan sun
, Aug 2020
The whole trip was awesome and all worth It for the price. Our Tour guide Antonella was so passionate on describing each city. The wine tasting was amazing . Just the perfect way to end the trip!
Great guide and beautiful tour
, Jul 2020
This trip was amazing and definitely worth the money. Not only did we see 3 beautiful UNESCO villages we finished with a lovely wine tasting. It was our guide, Constantine’s first tour since Covid-19 lock down and he was amazing. He was so informative and even went out of his way to show us highlights of the villages. You could tell he was genuinely excited to share his knowledge. The lunch was plentiful and delicious. A fantastic day in Tuscany.
Fun Tour
Carrie L
, Jan 2020
San Gimignano was beautiful and the Chianti wine tour was awesome. This was a good way to see a lot of areas in one day.
Great trip
, Nov 2019
Great trip even though the weather is not good. We covered three city/towns alone the way and a very enjoyable wine tasting. We were thinking about a private tour for double the cost. We are very happy to join the group tour and made few friends alone the way. Tour guide and driver are great and same as the group member, we waited few minutes for one couple and event less the rest of the way. Highly recommended. Especially for the first time. If you really like the region, you can always spend more time later. For starter, it is a very good introduction.

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