San Gimignano, Chianti and Montalcino Tour through Tuscan wine
Traveler rating
4.8/5
Based on 8 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is San Gimignano, Chianti and Montalcino Tour through Tuscan wine worth booking?
San Gimignano, Chianti and Montalcino Tour through Tuscan wine is a 11-hour experience in Siena, Italy, from $85 per person. It scores 70 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.8/5 rating across 8 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 70 / 100
- Rating
- 4.8/5 (8)
- Duration
- 11 hours
- From
- $85 per person
Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an auth
What you get
- Expert multilingual escorts
- Two wine tastings in two wineries
- Guided tours in two wineries
- Travel by minivan with air conditioning for a maximum of 8 people
About this experience
Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience. Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that. Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery. Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.
What's included
Included
- Expert multilingual escorts
- Two wine tastings in two wineries
- Guided tours in two wineries
- Travel by minivan with air conditioning for a maximum of 8 people
Not included
- Lunch
- Gratuities
What you'll see and do
Siena
Start the tour from Siena at the meeting point in Via Giuseppe Garibaldi 72, travel with the minivan from Siena to San Gimignano on board of a minivan.
60 minutes here
San Gimignano
Free time to visit San Gimignano
60 minutes here
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
During your free time you can visit the Cathedral of San Gimignano. You can purchase the ticket on point or you can check the information and prices here below: http://www.duomosangimignano.it/orari.htm
15 minutes here · Admission not included
Palazzo Pubblico e Torre Grossa
While visiting San Gimignano you can enter in the Palazzo Pubblico and get on the Big Tower that you can admire in the Duomo square. For information regarding tickets and admission hours you can check this link: https://www.sangimignano.com/it/informazioni-utili/orari-e-prezzi-monumenti/
30 minutes here · Admission not included
Piazza Della Cisterna
Free time in San Gimignano and visit to the famous Piazza della Cisterna, known for the beautiful medieval well.
15 minutes here
Strada Statale 222 Chiantigiana
Take part in a wine tasting a winery and you can enjoy a lunch (not included in the price) at the winery.
120 minutes here · Admission included
Montalcino
Our day continues on board of the minivan from San Gimignano to Montalcino in Val d'Orcia area, another jewel in Tuscany's crown and a UNESCO World Heritage Site since 2004. We will travel to Montalcino, which from its hilltop overlooks the 1500 hectares of Brunello vineyards that have helped make the area world famous. Enjoy the beautiful trip while admiring Tuscan countryside along the way. Our driver can give you some information on board.
120 minutes here
Fortezza di Montalcino
Free time in Montalcino to admire the beautiful medieval fortress and take your time to stroll around its cobblestones streets. The clients can get on the walkway on the walls, overlooking the splendid Val d'Orcia, costs 4 euros. You can check the times and prices here: https://www.valdorciamiata.it/la-fortezza-di-montalcino/
60 minutes here
Val D'Orcia
Our last stop will be at a local winery where we will taste the famous Brunello di Montalcino, which ranks among the top Italian DOCG wines. We will visit the winery and also taste typical local products.
120 minutes here
Val D'Orcia
Enjoy your journey back from Montalcino to Siena after this full day tour based on wine and medieval cities. Our drivers will drop you off at the same meeting point ( Via Giuseppe Garibaldi, 72, Siena).
60 minutes here
Where it starts and ends
Meeting point
Siena
Meet our driver in front of the hotel Minerva.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Meet our driver in front of the hotel Minerva.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, es
- Ticket
- Mobile Only
- Runs on
- Mon, Thu, Sun
- Group size
- Up to 8 travelers per booking
- Operated by
- MyLuxuryDrive
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages
Photos
Good to know
- Duration
- 11 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Thu, Sun
- Price range
- $85 to $140
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 3
- Verdict
- Strongly Recommended
Who runs this experience
Operated by MyLuxuryDrive, who run 6 experiences we rank across 3 cities, with an average Outty Ranking of 49.8.
See everything MyLuxuryDrive runsWhy this scores 70
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
San Gimignano, Chianti and Montalcino Tour through Tuscan wine: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does San Gimignano, Chianti and Montalcino Tour through Tuscan wine cost?
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Prices start at $85 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does San Gimignano, Chianti and Montalcino Tour through Tuscan wine take?
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Plan for about 11 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Siena is not rushed.
Is San Gimignano, Chianti and Montalcino Tour through Tuscan wine worth it?
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It holds an Outty Ranking of 70 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.8/5 across 8 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Siena, and how flexible the cancellation terms are.
Can I cancel or reschedule San Gimignano, Chianti and Montalcino Tour through Tuscan wine?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is San Gimignano, Chianti and Montalcino Tour through Tuscan wine suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book San Gimignano, Chianti and Montalcino Tour through Tuscan wine?
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Around 3 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Siena can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Siena and add a light layer if any part of the 11-hour experience runs outdoors or after sunset.
Where does San Gimignano, Chianti and Montalcino Tour through Tuscan wine start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Siena within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Siena?
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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Siena?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Siena?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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