Day trip

Florence: Siena, San Gimignano & Chianti Day Trip with Lunch

Florence: Siena, San Gimignano & Chianti Day Trip with Lunch

From US$ 140.26 per person

Enjoy a full–day experience of Tuscany's most breathtaking towns. See the highlights of Siena, the beautiful Tuscan wine country, taste genuine food and wine and stroll around San Gimignano.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
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Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details.
Duration 9 hours
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Skip the ticket line
Live tour guide


  • Benefit from a small–group for an intimate experience
  • Explore the beautiful medieval city of Siena on a guided walking tour
  • Admire the famous Tuscan countryside
  • Enjoy a typical Tuscan lunch with traditional wines
  • Stroll through winding cobblestone streets in hilltop San Gimignano
Full description
Hop aboard your minibus at 7:45 AM and drive for around an hour through the Tuscan countryside. Enter the heart of Siena, and start the visit with your guide. Take off through the town's narrow streets and hear stories about Siena as you go. Skip the line to see the interior of the magnificent cathedral, and pass through the shell–shaped Piazza del Campo, where the Palio horse race is held twice a year. After your walking tour, enjoy some free time to enjoy Siena at your own leisure. Move on to San Gimignano, and admire the unique Tuscan landscape as you drive through marvelous scenery surrounded by olive trees, vines and old stone buildings on your way. Stop at a family owned wine estate to relax and enjoy a traditional Tuscan lunch for a taste of country hospitality. After lunch, take an easy drive to San Gimignano to finish your day. Famous for its splendid skyline of tall medieval towers, have free time to explore on your own. Discover the main street full of typical shops, have a look at the Collegiata (main church), or enjoy a gelato. Return to Florence in the late afternoon.
  • Driver and guide
  • Transportation
  • Free Wi-Fi on board
  • Guided walking tour of Siena
  • Entrance fees & guided visit to Siena Cathedral (only if option reserved)
  • Light lunch
  • Wine tasting
  • Hotel pickup and drop-off
  • Tips
Not suitable for
  • People with mobility impairments
  • Wheelchair users

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Meeting point

Meet your guide at Piazzale Montelungo, at the bottom of the highest red-brick building, opposite the parking lot (approximately an 8-minute walk from the Florence SMN Train Station). Look for a red flag or a sign with the activity provider’s logo on it. If you use Google maps to reach the meeting point, please do not follow the route passing through the train station. The exit there is closed.

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Important information

What to bring

  • Passport or ID card

Know before you go

  • Vegetarian menu can be catered for, upon request at time of booking
  • Tour is in English only
  • The Siena Cathedral is not accessible on Sundays or during religious celebrations
  • Sample menu: assorted cold cuts, cured ham, salami, cheeses, bruschetta, pasta, or soup, salad, dessert and coffee, accompanied by the winery's own wines, olive oil and Vin Santo (sweet dessert wine)
  • Operates rain or shine – please dress appropriately
Customer reviews

Overall rating

4.9 /5

based on 44 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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We booked this tour when another service provider cancelled at the last moment. And it turned out to be such a blessing in disguise. The tour started right on time, the minivan/bus was supremely comfortable, the guide and driver both were extremely kind and informative and the co-passengers were also super sweet. The entire trip is extremely scenic. We had ample amount of time in each location and loved it overall. Huge shoutout to Lorenzo and Andre who actually made this trip comfortable and enjoyable for us.

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December 18, 2022

Lorenzo is a great and knowledgeable guide. We were around 15 people in tye tour, wish was great! Timing was great too, not rushed, but fast enough to enjoy Siena and San Gimignano. This tour really worth it. Only drawback: the single use earphone set. I didn’t know or I would have brought mine not the generate trash.

December 2, 2022

Great day with our guide Lorenzo and driver Andre. I was unsure about a small group tour vs a private tour, but it was perfect! Loved the mix of free time in each city and the guided tour. Everything ran efficiently and my husband and I had a great day!

November 1, 2022

Product ID: 130077