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)
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Reviews by Tripadvisor travelers
arnoldc864, 11/3/2025 1:13:08 AM
Our tour went very pleasant. - friendly staff members should be commended. She is very patient and given there’s a large number in our tour. Appreciate too the driver who kept us safe and brought us to each destination on time, our other event guide Mateo fo informative experience in Siena, and owner of vineyard where we did wine tasting and lunch which was so insightful.
Getaway40055091779, 11/2/2025 4:17:24 PM
Ms. Gaya was great.from Siena until Pisa She explained well both in English and Spanish. Lunch was great,including the wine, olive oil etc.The staff at the winery is also kind and we learned the proper way of drinking the wine..
Passenger66954338510, 11/2/2025 4:16:33 PM
We had an amazing full-day tour visiting Siena, San Gimignano, and Pisa, guided by Gabriele, Leon, and our driver, Boris. Gabriele was incredibly energetic, entertaining, and kept the group engaged throughout the day. Each stop gave us just the right amount of time to explore and enjoy the highlights. One of the best parts of the tour was the wine tasting and three-course lunch at a beautiful family-owned winery in the Tuscan countryside near San Gimignano — complete with a delicious Tuscan meat and cheese platter, fresh pasta, and dessert paired perfectly with local wines. Our final stop in Pisa was also a treat. Our guide suggested taking a little train tram (€6 per person round trip) to the Leaning Tower area, which saved us time and allowed us to make the most of our visit there. Overall, it was a fantastic, well-organized tour and a highlight of our trip to Tuscany!
Willow_K, 11/2/2025 2:55:15 AM
Tour has a little too much walking and too long 12 hrs. It would be better if you offered a package without Pisa. Didn't appreciate the cash grab at the end. At Pisa, we were told it was a long walk from bus parking to Pisa tower and not recommended we walk. If we wanted transportation to Pisa from where bus drops us off, it cost more. Everyone on the bus opted to pay the extra.
FarAway35660943941, 11/1/2025 1:45:47 PM
Gabreille was an amazing guide. It was an amazing tour with the perfect guide. Very interactive, proactive always aware about the wereabouta of his people. Very clear on his kra’s and the places he took us to. I would highly recommend taking this one. Gave us ample time to explore the places he took us.
sajal87, 11/1/2025 1:43:33 PM
It was good, gabrielle was amazing guide. Very helpful and smiley. Was checking on every member. Totally recoomed this tour
Michael_A, 11/1/2025 6:14:51 AM
A great way to see the highlights of Tuscany if you are staying in Florence! We chose to do the guided Siena tour and lunch at the vineyard and it was well worth it. Siena and San Gimignano are real gems and the lunch at the vineyard is a great way to see the countryside. The bus stops a little far from the Piazza in Pisa but there is an optional transportation service if you don’t want to walk. Also, Sara our tour guide was very informative and entertaining as well as keeping the itinerary organized. My only complaint is that some of the stops can feel quick but you do get to cover a lot of ground in Tuscany in one day and be back in Florence in time for dinner.
Kelly_H, 10/31/2025 8:20:09 PM
Great tour, saw so much and the scenery just breathtaking. The bus was comfortable and the stops one better than the next. Highly recommend the tour.
Daniel_H, 10/31/2025 3:28:05 PM
A very long day with a lot of walking Constantine helped with Pisa by arranging a mini train. Would have liked to visit other churches in Siena
richardrM105MG, 10/31/2025 1:40:44 PM
Great tour to explore the wonders of the Italian Toscana: Siena, San Gimignano and Pisa. Highly recommend for first time travelers and anyone who want to have a fun day. Thanks to our guides Gabriele, Lion and the driver Boris.
- 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




















