Day trip

From Florence: Siena, San Gimignano & Monteriggioni Tour

From Florence: Siena, San Gimignano & Monteriggioni Tour

Likely to sell out
Likely to sell out

From US$ 52.31 per person

Enjoy an unforgettable day in Tuscany with delicious local wines. Visit the charming medieval towns of Siena, San Gimignano and Monteriggioni. Discover the beauty of Chianti's landscape.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Reserve now & pay later
Reserve now & pay later to book your spot without any charges today. Learn more
Duration 11 hours
Check availability to see starting times.
Live tour guide
English, German, French, Portuguese, Italian, Spanish


  • Visit San Gimignano, a UNESCO World Heritage Site
  • Discover the views in Monteriggioni, a dazzling hilltop town
  • Wine tasting is provided in a farmhouse located in the heart of Chianti
Full description

Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT Coach. Arrive at San Gimignano, a medieval town declared a World Heritage Site by UNESCO. Take time to wind your way through the narrow streets and admire the landscape. Make the second stop at Siena. Explore the Piazza del Campo, famous for the Palio Horse Race and for its splendid examples of Gothic civic architecture. You can also visit the magnificent Palazzo Pubblico.

Finally, visit Monteriggioni and its intact medieval city walls. Then, head to the Chianti area and enjoy postcard-perfect landscapes. Conclude your day at a famous wine estate and taste fine Chianti red wine along with homemade snacks.

  • Round-trip transportation in air-conditioned bus
  • Free time in Siena, San Gimignano, and Monteriggioni
  • Visit to a wine cellar
  • Wine tasting
  • Oil and balsamic vinegar tasting
  • Snack
  • A guided tour of Siena (if option selected)
    Not suitable for
    • Wheelchair users
    Covid-19 precautions
    Safety measures in place
    • All areas that customers touch are frequently cleaned
    • You must keep social distance while in vehicles
    • The number of visitors is limited to reduce crowds
    Traveler requirements
    • You are required to bring and wear a mask
    • You will receive a mandatory temperature check
    • All participants who are over 12 years old must present either proof of full vaccination or proof of a Covid-19 infection within the last 6 months
    • All participants are required to bring and wear FFP2 masks. Blue surgical masks will not be accepted

    Select participants and date



    Meeting point

    Located a 5 to 10-minute walk from Santa Maria Novella Train Station. Look for a staff member wearing a fuchsia Ciaoflorence jacket and holding a Ciaoflorence clipboard.

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    Important information

    What to bring

    • Comfortable shoes

    Not allowed

    • Pets
    • Luggage or large bags

    Know before you go

    • This tour is conducted in multiple languages at the same time
    • English and Spanish languages are always guaranteed; a minimum of 4 pax is required for French, German, Italian or Portuguese
    • Please note that semi-independent options do not include lunch and the Siena guided tour
    • From April 1st this tour will not include lunch anymore
    Customer reviews

    Overall rating

    4.4 /5

    based on 601 reviews

    Review summary

    • Guide
    • Transportation
    • Value for money
    • Safety

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    The tour is quite nice! Even though it’s is fast the stop in each city, it is possible to get the best in each one! We loved all the 3 cities and also the wine, olive oil and pecorino cheese tastings at Chianti area. We weren’t able to get into the cathedral of Siena due to the short time there. We decide to have lunch at the recommended by the guides (Antonella and Roberta) restaurant and it was awesome!

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    May 17, 2022

    The experience was amazing! We took the semi-independent tour option and all of us really enjoyed this tour, loving all the three Tuscan towns we visited. It was well managed by our excellent guides and the bus we travelled in was clean and comfortable. The tour started by visiting Montereggioni, followed by lunch at Siena, afterwards heading to the winery, and ended at San Gimignano (with some excellent gelato at one of the most renowned gelaterias here). The wine tasting experience (which also let us taste some excellent truffle oil and balsamic vinegar) was also really good at the Chianti winery. I would definitely recommend this tour to everyone who wants a glimpse of Tuscany in a day.

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    May 8, 2022

    We had such a great time on the tour and would well recommend. We started at Monteriggioni which was a really peaceful and pretty start to the day. Then headed to Siena, we opted out of the tour and saw the sights ourselves. Lunch was offered too at a restaurant which made less stress of finding a place to eat. Then we moved onto the wine tasting which was very interesting for someone like us who didn't know much on wine but also interesting to connoisseurs. Finally we went to San Gimignano which ended the day so well, it was stunning and the gelato was so so tasty! Everything was well timed with enough time at each place. The tour guide was really nice and went round with a really big smile constantly. I would recommend this to anyone who wants to see a bit more of Tuscany with only a couple of days to do it all in!!

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    May 2, 2022

    Product ID: 17166