Unveil Tuscany's Medieval Heart: Siena, San Gimignano & More
A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to arrive at the jewel of Siena, with its unique Square and Gothic Town Hall. Then you'll take the road for San Gimignano, the Medieval New York, and Monteriggioni - a hilltop castle with breath taking views. But it's still not over! End your visit with a Chianti winery where you savor the best of Italian wines. This is a perfect day-out to relax and replenish your spirits.
Reviews
Reviews and Rating (Tripadvisor)
5 stars
4 stars
Reviews by Tripadvisor travelers
Excursion43305804333, 11/4/2025 3:52:28 PM
We did the day trip to Monteriggioni, Siena and San Gimignano - we had an excellent guide, John, who was very knowledgeable and approachable. The tour ran to time, the bus was clean and comfortable and we thoroughly enjoyed visiting the three locations. Monteriggioni and San Gimignano were really cute - doable in a half hour/hour and Siena was stunning. We had plenty of free time there to explore at our own leisure. Definitely recommend
F6314XQjosephl, 11/4/2025 1:03:16 PM
Excellent experience, very informative with a wide range of interesting locations and activities. A whole day run very well and very punctually by John and Raoul. Thanks!
harjeeta2023, 11/4/2025 1:02:28 PM
Rahul was the driver and John was the tour guide. Very professional and on time. Very happy with the tour and would recommend this to ey visiting Florence
GSM17, 11/3/2025 2:52:54 PM
our first visit to Florence and we only had few days. This bus tour was an excellent way to see some of the places outside of Firenze and we really enjoyed it. Our guide for the day, Gabriel, was very helpful, and great company for this 10 hour trip. The scenery and the places we visited were stunning. We also signed up for the group lunch and that was really good as well - and a chance to talk to our fellow travellers. Highly recommended by us!
OnAir45030578996, 11/2/2025 3:00:45 PM
It was a very beautiful tour, All places were wonderful. Gabriele, Gian Marco were awesome guides and Mario the driver was a careful driver, I suggest this day tour it is all worth the money. Thank you for the awesome experience, Carmen from Malta ah forgot to write Wine tasting is amazing!
anrajs2019, 11/2/2025 12:15:16 PM
Excellent services and super Chianti wine experience and visit to medieval towns of Siena & San Gimignano. Gabriele & his team were amazing and so was the wine tasting and the Lunch in Siena. On time service and excellent communication in English and Spanish
Sunshine598658, 11/2/2025 12:14:19 PM
This is a large bus tour. But Gabriele and John Mark did a fantastic job, and Mario was a great driver. Given the size of the tour, I was pleasantly surprised how much I enjoyed it.
JackandMillieM, 11/2/2025 10:46:36 AM
A must do tour whilst you are in the Tuscany region or in Florence. Really gives you a strong sense the region and some of it's key towns/cities. Frederica did a fantastic job getting the tour group around each location, handing us off to local tour guides and staff, making meeting points and times very clear and happy to chat to us and answer further questions. She is great at being multilingual as well. Each location had something different to experience and see and the winery visit outside of Monteriggioni was excellent as well. You had just enough time in each location to get a real feel for each place and the coach rides between weren't too long and had plenty of gorgeous fall Tuscany scenery to look out the window at. It's a long day out but well worth blocking a whole day of your trip out for it.
FarleySue, 10/30/2025 4:19:31 PM
Lovely itinerary, comfortable coach and very well led by Marty, our super guide. Good amount of information and excellent timings so nothing was too rushed. Patrick, our driver, was very safe, reliable, and friendly. Marty was very helpful with suggestions of where to eat in Siena and in Florence when we returned. Well worth the money and really enjoyable. Sue and Tony, UK
ireer2022, 10/27/2025 3:21:15 PM
Everything was smooth and exactly what I had expected. Travelling solo it was nice to go with a group. It was a large group but we all respected everyone else's time so that made it quite lovely. Alex and Mario the driver were EXCELLENT! Friendly and knowledgeable and all smooth with process especially with a large group. Quite impressed with the both of them. Thanks guys for the great memories!
- 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 poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- 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
- 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
- LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
- HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, 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
A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to arrive at the jewel of Siena, with its unique Square and Gothic Town Hall. Then you'll take the road for San Gimignano, the Medieval New York, and Monteriggioni - a hilltop castle with breath taking views. But it's still not over! End your visit with a Chianti winery where you savor the best of Italian wines. This is a perfect day-out to relax and replenish your spirits.Redemption
• 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 • Comfortable walking shoes are recommended • The given order of the visits may change • Please show up 20 minutes before the tour departure Times are subject to change due to local traffic conditions.24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund













































