Tours and Tickets

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence provided by Ciao Florence Tours and Travels

Reserve Now & Pay Later

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

Save
Share
Support this operator:Times are tough for the travel community right now. To show your support, consider leaving a review or posting photos of tours and experiences you have taken. Your support will go a long way in helping tour operators worldwide get back on their feet down the road
Select Date and Travellers
From
US$75,25
Date
2 adults
Options
Select tour language
Reserve Now & Pay Later
Low Price Guarantee
Overview
Sit back, relax, and let a guide transport you to medieval towns and rolling vineyards on a stress-free day trip from Florence. Travel with ease between the dispersed highlights of Tuscany, stopping at Siena, Monteriggioni, and San Gimignano before tasting world-famous wine in the Chianti region. All samples and a light lunch in Siena are included on this guided tour, which provides a comprehensive introduction for first-time visitors.
Itinerary
+
You'll start at
Piazzale Montelungo
Piazzale Montelungo, Firenze FI, ItalyPIAZZALE MONTELUNGO - BUS TERMINAL, next to Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET - From April, 1st 2019, this tour will leave at 8.30 am instead of 8.45 am. Please plan to arrive at the meeting point at least 15 minutes before the tour departure
See address & details
  • 1
    Piazza del Campo
    Stop: 20 minutes -
    See details
  • 2
    Duomo di Siena
    Stop: 15 minutes - Admission excluded
    See details
  • 3
    Centro Storico di Siena
    Stop: 2 hours -
    See details
    Pass by Chianti Road
  • 4
    Historic Centre of San Gimignano
    Stop: 60 minutes -
    See details
  • 5
    Monteriggioni
    Stop: 60 minutes -
    See details
You'll end at
Piazzale Montelungo
Piazzale Montelungo, Firenze FI, ItalyPIAZZALE MONTELUNGO - BUS TERMINAL, next to Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET - From April, 1st 2019, this tour will leave at 8.30 am instead of 8.45 am. Please plan to arrive at the meeting point at least 15 minutes before the tour departure
See address & details
Highlights
  • Take a stress-free day trip to see Tuscany's highlights from Florence
  • Escape the city, and enjoy the region's beautiful countryside 
  • Travel between Siena, Monteriggioni, and San Gimignano with ease
  • A wine-tasting session in Chianti and a light lunch are included
What to Expect
Following departure from a designated meeting point in Florence, head toward the medieval town of Monteriggioni, a ring-shaped citadel built in 1203.   After ticking off Monteriggioni’s historic highlights, continue to Siena for a guided walking tour, during which you can enter the world-famous Siena Cathedral (Il Duomo). Then, enjoy a light lunch in the city along with a pastry-tasting session. Proceed to San Gimignano, a UNESCO World Heritage Site and home of the renowned Vernaccia wine. Following ample free time to explore, your tour culminates with a wine-tasting session in Chianti.
Show More
Important Information
Departure Point
Piazzale Montelungo, Firenze FI, Italy
Duration
10–11 hours
Return Details
Returns to original departure point
Inclusions
  • Journey by fully-fitted GT Coach
  • Expert multilingual escort
  • Siena tour with professional guide
  • Light lunch in a cozy restaurant in Siena
  • Visit to a Chianti winery
  • Sampling of wines, extra-virgin olive oil and regional products
  • Free visit of San Gimignano and Monteriggioni
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
  • Siena Cathedral tickets
  • Entry/Admission - Duomo di Siena
Show More
Additional Info
  • Confirmation will be received at time of booking
  • Travellers should have a moderate physical fitness level
  • Not wheelchair accessible
  • 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
  • From April, 1st 2019, this tour will leave at 8.30 am instead of 8.45 am. Please plan to arrive at the meeting point at least 15 minutes before the tour departure
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This tour/activity will have a maximum of 63 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
386Reviews
13Q&A
Traveller rating
  • 104
  • 28
  • 11
  • 4
  • 10
Traveller type
Time of year
Language
More
Popular mentions
Tripper wrote a review Mar 2020
1 contribution
We were very pleased with the price, and quality of the food and our tour guide on this tour..But The meeting point is extremely difficult to find in Florence. Look in the back of the Ciao Florence brochure for directions to the bus terminal meeting point. I would suggest taking
Read more
Date of experience: March 2020
Helpful
Share
bertamatamoros wrote a review Feb 2020
San Francisco, California2 contributions
Best tour you can take from Florence ! Price is very reasonable for everything you get . Transportation in a new bus , great food at a local restaurant and great tour guide . Definitely worth it
Read more
Date of experience: November 2019
Helpful
Share
Newmama1026 wrote a review Feb 2020
Tivoli, New York78 contributions23 helpful votes
The tour leader was impressive - being able to speak in so many different languages is remarkable. But... The guide did not stop talking, VERY loudly into the bus microphone, repeating absolutely everything in three different languages - it’s just TOO much. I sat with my ears
Read more
Helpful
Share
Response from Freedom41697695005, Public Relations Manager at Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence
Responded 09 Feb 2020
Dear customer We highly appreciate your feedback, thank you for that and for all the compliments. We are so glad to read that you enjoyed the tour organization so as the cities visited. How right you are to say that they are gems! With the tour that you took we want to give the opportunity to the people that can spend just a few days in Tuscany, to enjoy the most in the shortest time possible... In fact, the tour purpose is to give everybody a very good taste of the area so that: who will not come back can get a good idea of the place while those who will be here soon will know, more precisely, where to go for staying longer ;) In regards to the languages spoken in the bus: it is very rare that we have three languages spoken in the bus. When it happens it is because we like to give a chance to those who do not speak English or Spanish to join and enjoy this tour. When these people are just a few it does not make it possible for us to split the customers into several buses according to their language but every time we have quite a big number of people for each language requested we always split our customers into different buses.That really depends on the day/ on the period. Also, we would like to remind that we can customize all of our tours and make them private if requested. We wish you to get a chance of travelling to Italy soon, we would be happy to welcome you back on board! All the best  Ciaoflorence Staff 
Read more
Anthony N wrote a review Jan 2020
Rome, Italy1 contribution
Dario, Constantine & Raoul are the best! Thanks again! Safe tour, excellent use of time, multi-lingual guides, great stopping points.
Read more
Helpful
Share
Kristinwalking wrote a review Jan 2020
1 contribution
Sunday we spent a nice day between San Gimignano and Siena, Juliano and Maringela were a perfect team! Very well organized and above all the finish with the tasting in the cellar. We had a lot of fun, I will be back
Read more
Date of experience: January 2020
Helpful
Share
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Ciao Florence Tours and Travels
amyvulovesyou
00
A great day trip out to the countryside!
We were staying in Florence for a few days of our honeymoon and I really wanted to try some wine in Chianti. This
Read more
Kim B
00
An incredible day touring Cineque Terre, by bus, train and sea !
We spent an incredible day touring Cinque Terre. First, by bus to Manarola and then between the villages by train.
Read more
Pinoypal
00
A lot of walking and felt rushed but still enjoyed it!
My mom and I had an amazing time during this tour. Although it was too much of a walk for my 74-yr-Old mother, the
Read more
731meriaml
00
Perfect way to get into countryside near Florence
We took this half day tour because we wanted to experience the countryside of Tuscany and taste some of the wines f
Read more
byfr92
00
The best tour to Pisa!
After my first experience with this company in Sorrento & Pompeii, I decided to book Pisa from Leghorn and it was r
Read more
byfr92
00
Fantastic!
This was my first tour booked with this company and it was absolutely fantastic! It was an extraordinary emotion to
Read more
paulinahn18
00
Just amazing
We have the opportunity to book again with this company and not only the price was great but also the guide, he did
Read more
paulinahn18
00
An amazing alternative for your cruise
We book this shore excursion because the price is really convenient and because we had the option to book the entra
Read more
AandAFree
00
Fabulous tour!
This was a very busy tour and a long day but well worth it. We saw so much so if you only have a short time in Flo
Read more
JEGK23
00
Worst tour guides ever!
If not for our fellow passengers, the trip would have been a total disaster! Our Ciao Florence tour guide Antonell
Read more
S6689PVhelenf
00
Interesting details form the tour guide
Our tour guide was very informative and his little asides and opinions made the tour more interesting. Lovely beard
Read more
S6689PVhelenf
00
Fabulous tour, well worth the money!
All three cities were well worth the visit and absolutely beautiful. The lunch and wine tasting at the vineyard was
Read more
Brian D
00
Good tour for the price
Good tour. Worth the money. Would have liked more time at each stop but you get what you pay for! Tour bus was easy
Read more
cjg8462020
00
Great Tour Company!
This tour was excellent: very convenient with bus ride to Pisa and back. Tour guides were very good and knowledgeab
Read more
rosebyanyothername
00
City break
Had a wonderful time views exceptional tour guide very knowledgable . Well worth a visit although all those steps n
Read more
Key Details
  • Duration: 10–11 hours
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
  • Languages Offered: English, French, German, Italian, Portuguese, Spanish
Why Book on Tripadvisor?
  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
  • No Booking Fees
  • Secure Payments
  • 24/7 SupportCall:+1 855 275 5071

Frequently bought together

Cinque Terre Day Trip from Florence with optional Hiking
from $61.77*
Popular: Booked by 28 939 travellers!
Uffizi Gallery Small Group Tour with Guide
from $62.89*
Popular: Booked by 4 674 travellers!

Day Trips

Tuscany in One Day Sightseeing Tour from Florence
from $67.39*
Popular: Booked by 57 293 travellers!
Florence Vespa Tour: Tuscan Hills and Italian Cuisine
from $95.47*
Popular: Booked by 9 083 travellers!
Taste of Chianti: Tuscan Cheese, Wine and Lunch from Florence
from $168.47*
Popular: Booked by 10 305 travellers!
Cinque Terre Day Trip from Florence with optional Hiking
from $61.77*
Popular: Booked by 28 939 travellers!