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Small-Group Tuscany Tour: Siena, San Gimignano, Wine
4.9
1,679 Ratings
Firenze
Immerse yourself in the art, history, landscapes, food, and wine of Siena and San Gimignano on this small-group tour from Florence. Enjoy personalized attention, a licensed guide, and a delicious Tuscan lunch.
Immerse yourself in the art, history, landscapes, food, and wine of Siena and San Gimignano on this small-group tour from Florence. Enjoy personalized attention, a licensed guide, and a delicious Tuscan lunch.
Duration:
10 hours
Cancellation:
24 hours
Highlights
- Piazza del Campo - Piazza del Campo
- Duomo di Siena - Siena Cathedral
- Walls of Monteriggioni - Monteriggioni
- Agriturismo Tenuta di Mensanello - Visit the estate, have a look at the old wine cellars. Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.
- **Historic…
- Piazza del Campo - Piazza del Campo
- Duomo di Siena - Siena Cathedral
- Walls of Monteriggioni - Monteriggioni
- Agriturismo Tenuta di Mensanello - Visit the estate, have a look at the old wine cellars. Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.
- Historic Centre of San Gimignano - Explore the medieval hill town of San Gimignano. 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.
What's Included
- Small group day trip to Siena and San Gimignano from Florence
- Free time in San Gimignano
- Lunch at a Tuscan winery, paired with their excellent red wines
- Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
- Professional and informative English speaking guide + driver
- Guided walking tour of Siena…
- Small group day trip to Siena and San Gimignano from Florence
- Free time in San Gimignano
- Lunch at a Tuscan winery, paired with their excellent red wines
- Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
- Professional and informative English speaking guide + driver
- Guided walking tour of Siena highlights + free time in Siena
- Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun
What's Not Included
- Hotel pickup and drop-off
- Gratuities
- Hotel pickup and drop-off
- Gratuities
Additional Information
Take pleasure in the exceptional grade of this intimate group tour - an ideal venture to explore art, history, views, cuisine and wine in a calming and cozy style with more customized care in a smaller group. Set off from Florence, discover Siena’s features with the guidance of a licensed tour guide, appreciate the stunning scenery of Tuscan, savor…
Take pleasure in the exceptional grade of this intimate group tour - an ideal venture to explore art, history, views, cuisine and wine in a calming and cozy style with more customized care in a smaller group. Set off from Florence, discover Siena’s features with the guidance of a licensed tour guide, appreciate the stunning scenery of Tuscan, savor authentic Tuscan meals complemented with fine wines, and conclude your day unwinding in the quaint hilltop town of San Gimignano.
- Vegetarian & gluteen free, can be accommodated, please advise at time of booking under special requirements.
- Siena Cathedral is not accessible on Sundays and during celebrations
- Luggage can be stored on the bus during the tour, if needed
- Return at departure point: approx. 6:00pm. To reserve other activities, allow plenty of time, in case of heavy traffic, etc.
- Entrance fees + guided visit inside the Siena Cathedral, can be purchased directly from your guide, on the day of the tour - Euro 15,00 per person. Not available on Sundays or during celebrations
- For cruise ship passengers only: if your ship docks at Livorno or La Spezia Port, be advised that the driving time to the meeting point in Florence is approx. 2 hours. Before booking, be sure your ship schedule works with our departure times, and you have your own transportation arranged from the port to Florence and back.
- This is a shared tour and you will be expected to maintain the pace of the group. If you have limited mobility we highly recommend to book a private tour for your best enjoyment.
Location
Piazzale Montelungo
WHEN: 7:45am (at the latest)
WHERE: on the left side of the street, opposite to the parking lot
HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(1679 Ratings)
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Thefinnishrocks
Mar 18, 2026
Siena & San Gimignano & world's best gelato - Took a full day tour with Lorenzo & Nino to Siena & San Gimignano with lunch at a winery. Everything went smoothly and we had a fun day. The guided tour in Siena was very interesting & visit to the cathedral was a great addition. Lorenzo even gave us a mini tour in San Gimignano and gave us details of all the possibilities we had for our free time. The schedule for the tour had a good balance of travel and activities.
Review provided by Tripadvisor
R4249evgeorgec
Mar 6, 2026
Vacation highlight!! - This trip was a highlight! Our driver Alesio was awesome! He was not only a great driver but also friendly and informative. He took us first to Sienna where we met Lorenzo our tour guide. He was also great and showed us around the town and in the beautiful church (which was extra but totally worth it). After Sienna we left Lorenzo and headed to a lovely winery. The owner and Tatiana gave us a tour of a wine cellar and an explanation of how to make olive oil. Afterwards we were served a delicious lunch paired with their wines, olive oils and balsamics. All of which were very good. If you go with others I recommend one person get the vegetarian option, then you could share. A girl on our tour got this and it also looked delicious, I was wishing I could try her meal too. After lunch at the winery it was back in the van with Alessio and off to San Gimignano, another very special town with picturesque views of the Tuscan countryside. The whole trip was worth every penny. Highly recommend!!
Review provided by Tripadvisor
Debbie_w
Jan 5, 2026
Excellent tour. The local... - Excellent tour. The local guide in Siena shared his love with the town. Our stop at a winery for lunch was also very informative. Keep in mind that this tour involves a lot of walking up and down hills with few spots to rest.
Review provided by Viator
Juliusf380
Jan 2, 2026
A memorable tour of Tuscany - This was definitely the highlight of our EuroTrip.
We had an an intimate tour of local winery with the owner. We were served up with great food and wine. Alessio, our driver ,was safe, informative and friendly! We had a great tour of Siena by our guide Cristina who was born and bred in Siena.
We were lucky to have a small group (4 people!). Great day out from 8am - 5pm.
Great atmosphere especially in the low season when crowds are smaller. Great for couples and small groups (<5).
Review provided by Tripadvisor
Kirsten_s
Dec 23, 2025
Amazing way to experience Tuscany - Great way to experience Tuscany. Jonathan was a great guide- so informative and made it fun for my entire family.
Review provided by Viator
Roberta1204
Dec 18, 2025
An absolutely wonderful day in Tuscany! - Lorenzo and Alessio led an absolutely wonderful tour through Siena, San Gimignano and the wine country of Tuscany. Native to the area, our guides presented the history and highlights of the area with knowledge and passion. Lunch and wine tasting at a family owned vineyard were terrific. All in all, a perfect day. Highly recommended!
Review provided by Tripadvisor
Thomas_b
Dec 16, 2025
Visit as with two local friends - Even though the other guests did not turn up Francesco our driver/guide and Lorenzo our guide for Siena happily treated us to a private tour full of fun and key facts about the locations we visited and the people living there; a thoroughly pleasant experience.
Review provided by Viator
Suzanne_s
Dec 15, 2025
1000% would do again - Wonderful experience! The tour ran very punctually. There was the right balance of speaking and quiet time. Lorenzo was friendly and a pleasure to have as a tour guide.
Review provided by Viator
Sarah_p
Dec 10, 2025
Best way to see Tuscany! A beautiful day with terrific tour guides. - What an amazing day! Lorenzo and Alessio drove us around the beautiful Tuscany Countryside. The bus was a very comfortable way to travel. Lorenzo was a fun wealth of information as we visited Siena and San Gimignano. So many gorgeous places to discover and learn about. The lunch of different wines and a variety of foods at the Vinyard was amazing! We learned about wine and olive oil production and had awesome views of the countryside. I feel so fortunate to have participated in this journey. Best day!
Review provided by Viator
Julieanne_c
Dec 9, 2025
Great trip - Not really a small group tour with 17, but Lorenzo was an excellent tour guide and our driver Alessic was also knowledgeable. Lovely hastle free day.
Review provided by Viator
