"Everything was great.... Aaron, our guide, was exceptional. He has a wonderful accent when he speaks Spanish, and he speaks very good English, Portuguese, etc... He has a very rich general knowledge, and we learned new things at every turn. The driver, Silvio, was very professional. We felt safe at all times. As for the route itself, it was very well planned; somehow, you never had time to get bored on the bus."
From Florence · 11 Hours · From US$80 (Oct 2026)
Siena Day Trip From Florence
San Gimignano's towers, a Chianti winery with lunch and three wines, then a guided walk in Siena with the cathedral as an option: a full day by coach from Florence.
From
US$80
per person (coach from Florence, Chianti lunch with three wines; checked October 2026)
Free cancellation
- 4.6 / 5 4,315+ Reviews
- 3 Wines Chianti Lunch
- Siena Walk With a Guide
- Free Cancellation
The Experience
What the San Gimignano, Siena and Chianti Day Includes
The coach from Florence, free time in San Gimignano, a winery lunch with three wines, and a guided walk in Siena.
Highlights
- Discover the medieval charm of San Gimignano’s ancient towers
- Explore Monteriggioni, a perfectly preserved walled village
- Enjoy a guided tour through Siena’s historic center and Cathedral
- Savor an authentic Chianti wine tasting at a local Tuscan winery
- Delight in a farm-to-table 3-course Chianti-style lunch experience
What's Included
- Mutilingual assistance at the meeting point
- Round-trip travel by air-conditioned coach
- Licensed tour escort
- Exclusive Chianti winery experience with vineyard and cellar tour
- Authentic 3-course Tuscan lunch (A gluten free or vegetarian menu is available upon request)
- Guided tasting of 3 Chianti wines
- Guided walking tour of Siena with a local expert - Monolingual from April to October (if option selected)
- Skip-the-line entry to Siena Cathedral and the Piccolomini Library with a professional guided tour (if option selected)
Good to know: Sample Menu: · Starter: Selection of cured meats, bruschetta with olive and truffle oil, pecorino cheese with balsamic vinegar, and green salad; First Course: Penne with meat ragù and Parmesan; Dessert: Jam tart served with sweet dessert wine; Wines Served During Lunch:, Chianti, and Chianti Classico · A gluten free or vegetarian menu is available upon request. · This tour involves uphill and downhill walking routes in hilltop villages. Therefore we regret to inform you that it is not suitable for people with wheelchairs or with impaired mobility. · Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged. · Not suitable for: Wheelchair users · Not Included: Hotel pickup and drop-off
How the Day Trip Works
Meet at Piazzale Montelungo, San Gimignano first, lunch in the Chianti hills, Siena in the afternoon.
Meet at Piazzale Montelungo
The coach leaves from Piazzale Montelungo in Florence, by Santa Maria Novella station, and comes back there. Hotel pickup is not included.
San Gimignano First
About 70 minutes by coach, then two hours of free time in San Gimignano's towers and lanes.
Lunch in the Chianti Hills
A winery visit with a three-course lunch and a tasting of three Chianti wines. A gluten-free or vegetarian menu is available on request.
Siena in the Afternoon
A guided walk through Siena's centre and Piazza del Campo; the cathedral and the Piccolomini Library with a guide if you choose that option. From November to March the stop at Monteriggioni is dropped.
Photo Gallery
A Day in Tuscany
Photos from the listing: Piazza del Campo, the Chianti hills, the winery lunch and San Gimignano.
Book Your Experience
Check Availability & Prices
Select your preferred date and time. Instant confirmation; cancel up to 24 hours in advance for a full refund.
Four Siena Day Trips From Florence
How long you get in Siena, what else the day includes, and whether you go inside the cathedral. Prices as listed on GetYourGuide in October 2026.
| Feature | MOST REVIEWED San Gimignano, Siena & Chianti | Pisa, Siena & San Gimignano | Siena & San Gimignano | San Gimignano & Siena Tasting |
|---|---|---|---|---|
| From (October 2026) | US$80 per person | US$41 per person | US$55 per person | US$112 per person |
| Length | 11 hours | 11.5 to 12 hours | 9 hours | 9 hours |
| Time in Siena | About 2 h 20 min, guided | About 1 hour | About 1 h 50 min | About 2.5 hours |
| Also | San Gimignano, Chianti winery lunch | Pisa and San Gimignano | San Gimignano | San Gimignano, tasting with light lunch |
| Siena Cathedral | Guided entry as an option | Not listed as included | Not included | Skip-the-line ticket included |
| Free cancellation | Up to 24 hours | Up to 24 hours | Up to 24 hours | Up to 24 hours |
| Rating | 4.6 (4,315 reviews) | 4.6 (916 reviews) | 4.6 (833 reviews) | 4.7 (75 reviews) |
| Check Availability | See the Three-Town Tour | See the Two-Town Tour | See the Tasting Day |
Other Day Trips From Florence
More Ways to See Siena in a Day
Three towns in one day, more time in Siena and San Gimignano, or a tasting day with the cathedral ticket included.
THREE TOWNSFlorence: Pisa, Siena & San Gimignano with Optional Lunch
Pisa, Siena and San Gimignano in one long day by coach, with an optional Tuscan lunch and a local guide in Siena.
TWO TOWNS, MORE TIMEFrom Florence: Tuscany Day Trip to Siena & San Gimignano
Siena and San Gimignano only, with free time in both and an optional tour leader and wine tasting.
CATHEDRAL TICKET INCLUDEDFlorence: San Gimignano & Siena Tasting Experience
A wine tasting with a light lunch in San Gimignano, then Siena with a skip-the-line cathedral ticket in the price.
The Guide
Which Day Trip, and How Much Siena You Get
The tours differ in two things: how long you have in Siena, and whether you go inside the cathedral.
The Siena day trip most people book from Florence is a coach tour that pairs Siena with San Gimignano and a Chianti lunch, and the most reviewed of them is Gray Line’s San Gimignano, Siena, Chianti Wine Tasting and Lunch: eleven hours with a guided walk in Siena and the cathedral as an option. It is sold as Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch, from US$80 a person (checked October 2026), rated 4.6 out of 5 from 4,315 reviews, the most of any Siena day trip from Florence on this page.
What the day is like
The coach leaves Piazzale Montelungo in Florence and reaches San Gimignano in about 70 minutes, with two hours there. Lunch is at a winery in the Chianti hills, with a guided tasting of three wines and three courses ending with cantucci. Siena comes last, with about two hours and twenty minutes for a guided walk through the centre and Piazza del Campo; if you choose that option, the guide also takes you into the cathedral and the Piccolomini Library with skip-the-line entry. From November to March the stop at Monteriggioni is dropped and you are back in Florence about half an hour earlier.
This is a big-coach day. A guest this October counted 80 people in the group and called the lunch average, another found the bus seats tight, and most of the October reviews praise the guides and drivers by name. If you want the cathedral, choose the option that includes it when you book.
Four day trips compared
Three towns for the lowest price. Ciaoflorence’s Pisa, Siena and San Gimignano tour is the cheapest, from US$41, but gives about an hour of free time in Siena; the local guide there and the Tuscan lunch are options.
More time in two towns. City Wonders’ Siena and San Gimignano day trip gives about 1 hour 50 minutes in Siena and two hours in San Gimignano, from US$55. Entrance fees are not included, so you would buy a cathedral ticket yourself.
The cathedral ticket in the price. Tramvia’s San Gimignano and Siena Tasting Experience includes a wine tasting with a light lunch in San Gimignano and a skip-the-line ticket for Siena Cathedral, with about two and a half hours in Siena, from US$112.
Pick the day that fits:
The full Tuscan day
San Gimignano, Siena & Chianti
Winery lunch with three wines and a guided walk in Siena; the cathedral as an option.
Check dates →Three towns, lowest price
Pisa, Siena & San Gimignano
About an hour in each town; the Siena guide and the lunch are options.
See the three-town tour →Cathedral ticket included
San Gimignano & Siena Tasting
A tasting with a light lunch, then two and a half hours in Siena with the cathedral.
See the tasting day →Prices and review counts as listed on GetYourGuide in October 2026, not a quote.
Going on your own
Siena is easy to reach without a tour. The fast bus from Florence takes about an hour and a quarter and stops at Piazza Gramsci, a short walk from the centre; the slower buses take longer. The train takes about an hour and a half and arrives at a station about two kilometres below the old town, so plan a bus or taxi up the hill. Check the timetables on the day. With four hours in Siena you can see the cathedral and the library, walk down to Piazza del Campo and have lunch; with the OPA SI PASS and a full day you can add the museum, the Facciatone and the Baptistery. The Siena Duomo tickets page explains which ticket to buy.
Guest Reviews
What Day Trip Guests Say
4.6/5
from 4,315 verified guests
"Martha and Louisa were excellent as was the driver Camarino"
"The main course for lunch could be improved: mac and cheese was offered, but the grated cheese was not provided. In addition, the region has a wide variety of options that could have been served as the main course. In short, the appetizer and the wines were great, but the main course left something to be desired."
"Fabi, the live guide, was great. I recommend this day trip to everyone."
"The guide spoke Spanish but very fast. Huge group of 80 people. Average lunch."
"Ricardo, Silvio, and Stella were a fantastic trio in the shared experience. Disciplined, organized, and very friendly, they accompanied us on a sightseeing tour that I truly recommend."
"Really good tour. It's worth it. Guided tour with a somewhat confusing audio guide. The food served during the tasting left something to be desired."
"Great experience, loved Sam Gimmignano! The bus seats were too tight and close for comfort."
Read all 4,315 verified reviews
See All ReviewsSiena, San Gimignano and a Chianti Lunch in One Day
Gray Line's day trip from Florence takes you to San Gimignano, a Chianti winery for lunch with three wines, and Siena for a guided walk, with the cathedral as an option. Rated 4.6 from 4,315 reviews, from US$80 a person as of October 2026, with free cancellation up to 24 hours before. Starting from US$80 per person (coach from Florence, Chianti lunch with three wines; checked October 2026).
Check Day Trip DatesCan't Make These Dates?
Browse More Available Options
Find a tour that fits your schedule. Check each listing's cancellation terms: some dates are non-refundable.
Siena Day Trip FAQ
The questions people ask before a day trip to Siena from Florence.
Yes: the cathedral, the Piccolomini Library and Piazza del Campo fit comfortably into a day, and Siena is about an hour and a quarter away by the fast bus. Gray Line's San Gimignano, Siena and Chianti tour adds two towns and a winery lunch.
About an hour and a quarter by the fast bus to Piazza Gramsci, and about an hour and a half by train to a station two kilometres below the old town. The coach tours take 70 to 90 minutes; check the timetables if you travel alone. The City Wonders day trip goes straight to Siena first.
The bus, for most visitors: it is faster and stops at Piazza Gramsci, a short walk from the centre, while the train station is two kilometres below the old town. Or let a coach tour such as the Pisa, Siena and San Gimignano day trip do the driving.
Yes for the cathedral, the library and Piazza del Campo with lunch; not for the whole OPA SI PASS route plus the town. The Tramvia tasting day gives about two and a half hours in Siena with the cathedral ticket included.
Some do: Tramvia's tasting day includes a skip-the-line cathedral ticket, and Gray Line's tour includes it as an option; City Wonders leaves entrance fees out. Choose the option with the cathedral when you book the Gray Line tour.
Yes, on a tour: they are about 40 minutes apart by coach, and every day trip here combines them. The City Wonders day trip gives the most time to the two towns alone.
Still have questions? Email us at info@sienaduomotickets.com