Breathtaking Tuscany: Pisa, Siena, San Gimignano Wine Journey
There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano and Pisa. Take a guided tour of beautiful Siena, famous for its bareback horse race and the Gothic Siena Cathedral, and taste typical Tuscan food and wine during a 3-course lunch in a local winery or restaurant surrounded by picture-postcard Tuscan landscapes, where vineyards, rolling hills and olive groves will be your travel companions. Then, enjoy free time to explore San Gimignano, a picturesque medieval village, and Pisa, home to the UNESCO-listed Leaning Tower of Pisa.
Reviews
Reviews and Rating (Tripadvisor)
5 stars
Reviews by Tripadvisor travelers
melanie t, 12/11/2025 12:14:58 PM
It was a long day but it was a great way to see many sites in one day. Everything was beautiful! From Siena to San Gimignano, a lovely wine tasting in Chianti region of Tuscany and topping it off with the Tower of Pisa. We were fortunate enough to see the passing of the Olympic Flame in San Gimignano as it was on its way to Milan for the 2026 Winter Olympics. That was a nice surprise! Lucia and Raul were excellent!
Venture63685184954, 12/11/2025 12:11:35 PM
Travelled with family. Experienced guide. Wonderful experience. Comfortable coach. On time departures. Will surely book again.
254jadavn, 12/11/2025 12:10:24 PM
Excellent host and guide. Our guide Lucy and Pilot Raul are wonderful person and excellent guide. Over all memorable trip with guide Lucy. My best wishes to both.
815megt, 12/11/2025 12:08:40 PM
Lucia was an excellent guide, she was extremely well organised and informative! Rahul’s driving was super safe and the whole trip was generally very pleasant and worthwhile! Lovely trip and would definitely come again! (Siena was the best!)
496shaang, 12/11/2025 12:06:49 PM
Lucy and Raul were great, super informative and highly recommended. Lucy was very accommodating and informative throughout and Raul drove us around very smoothly.
mans963, 12/6/2025 12:46:22 PM
Overall day tour experience was very organised, Special mention to our tour guide Gabriele really got the schedule on time and was easy to engage. I would recommend COAO Florence for any one looking for a right priced day tour.
415huixinl, 12/6/2025 12:45:51 PM
I did this solo trip with ciao Florence. Our guide Gabriele is funny, knowledgeable and made this tour interesting. Besides, the wine tasting and food is delicious and the view of Siena, San Gimignano and Pisa is beautiful.
Devesh S, 12/6/2025 12:43:38 PM
Great tour, well worth the the money. Tour left on time at 7:30. There was a little trouble finding the right tour company at the meeting spot because there are many. First stop was Siena. Nice little town, I'd skip the city tour - especially if you're visiting in December (when the Christmas markets is on). The guide we had for the city tour was okay - not the most friendly guy. Next was the lunch and wine tasting, this was well worth the money, definitely recommend selecting this option. You can choose to pay for it when you arrive at the vineyard because there's nothing else around to get something to eat. San Gimignano is such a beautiful little town, you could easily get lost in the small streets while exploring. Lastly, pisa was good - only issue is that we got there after sunset so it was hard to get good photos and videos of the tower and church. It is a long day with lots of walking so wear comfortable shoes. We arrived back in Florence around 7:30 pm. I would recommend this tour.
204tariqs, 12/4/2025 1:31:36 AM
Sara was an amazing tour guide — friendly, knowledgeable, and made the whole experience unforgettable. Highly recommended and its a must when you visit Florence.
Safari35649394370, 12/3/2025 5:56:20 AM
Tour bus meeting place was just behind the Florence train station. Very easy to find and walkable from the city center. The drive through the Chianti region was beautiful even in December! First stop was Siena and then lunch/wine tasting at a vineyard between Siena and San Gimignano. We enjoyed the vineyard so much that we had a few bottles of wine, olive oil and basmati vinegar shipped back home to Texas! Thank you Lorenzo for your hospitality. We hope you enjoy your future travels to the US! Third stop was San Gimignano where we had gelato and bought authentic Tuscan leather goods. Constantino (tour guide) will point out the best places to shop and eat. Final stop was Pisa. Definitely pay the extra 6 euros to ride the shuttle. It was a great experience overall and Constantino will keep you highly entertained and laughing the whole trip!❤️
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- Kindly note that the Semi Independent option does not include the local guide in Siena
- Please note that the given order of the visits may change
- LOW SEASON (From November, 1st to March, 24th): English and Spanish languages are always available. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
- HIGH SEASON (From March 25th to October 31st): English and Spanish languages are always available. Other languages are confirmed as follows: FRENCH: Wednesday, Saturday - min 2 pax PORTUGUESE: Tuesday - min 2 pax ITALIAN: Sunday - min 2 pax
Departure point
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!Return details
There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano and Pisa. Take a guided tour of beautiful Siena, famous for its bareback horse race and the Gothic Siena Cathedral, and taste typical Tuscan food and wine during a 3-course lunch in a local winery or restaurant surrounded by picture-postcard Tuscan landscapes, where vineyards, rolling hills and olive groves will be your travel companions. Then, enjoy free time to explore San Gimignano, a picturesque medieval village, and Pisa, home to the UNESCO-listed Leaning Tower of Pisa.Redemption
Please show up 20 minutes before the tour departure24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund




















