San Gimignano, Siena, Monteriggioni, and Chianti Day Trip with Lunch & Wine Tasting from Florence

Siena Cathedral
Piazza del Campo - Siena
Lunch with wine tasting
San Gimignano
Walking around Siena
Europe’s largest selection
Best price guarantee
Free cancellation

Description

Summary

Starts
Piazzale Montelungo
Duration
11 Hrs.
Languages
English and Spanish
Difficulty
Medium
Admission
Mobile ticket

Description

Embark on an amazing Italian adventure with a perfect blend of history, art, and delectable cuisine. This San Gimignano, Siena, Monteriggioni, and Chianti Day Trip with Lunch & Wine Tasting from Florence promises a feast for your senses. With a full-day trip, you can explore these amazing Tuscan cities and enjoy delectable cuisine.

The whole experience in Florence lasts around 11 hours. With this tour, you’ll explore the picturesque towns of San Gimignano, Siena, Monteriggioni, and the enchanting Chianti region.

In San Gimignano, you’ll see the world-famous medieval towers, reflecting the town’s rich history. Explore its charming streets and immerse yourself in its captivating atmosphere.

Continue your excursion to Monteriggioni, a remarkable medieval village with well-preserved walls that have stood the test of time. However, please note that Monteriggioni is not included in the itinerary from November to March due to seasonal changes.

Go along the scenic Chianti Road and arrive at a cozy winery, where you'll savor three exquisite wines and balsamic vinegar. A Chianti-style lunch with locally sourced ingredients awaits, ending with the classic "cantucci e vin santo" pairing.

In Siena, your local guide will lead you on a comprehensive tour through the historic center. Stroll along narrow medieval streets, visit the stunning Siena Cathedral, and explore the magnificent Piazza del Campo.

Throughout the experience, a knowledgeable expert will guide you, offering valuable insights and information. The activity is offered in 2 languages: English and Spanish.

The starting point for this guided day trip is located in Florence. The exact address is Piazzale Montelungo, Firenze FI, Italy. The endpoint of the tour is located at Piazzale Montelungo, Firenze FI, Italy.

Reservations for this activity can be made for up to 8 individuals per booking. We recommend you review the "Included" and/or "Good to know" sections below for more details about the experience.

The cancellation policy for this experience is as follows: For a full refund, cancel at least 24 hours before the scheduled departure time.

Upgrade your Italian experience with this full-day trip, complete with a delicious lunch and wine tasting from Florence, Italy. Reserve your spot on this captivating journey through Tuscany before it gets fully booked!

Read more

Included

3 course set-menu typical Tuscan lunch in a Chianti Winery
from April to October - monolingual Visit in Siena
Licensed Tour Leader with live commentary on board
Local guide in Siena (if option selected)
Siena Cathedral interior Guided Visit including entrance fee (if option selected)
Tasting of three different Chianti Wines, extra virgin olive oil & “vin santo”
Transport by G.T. air-conditioned coach

Destinations

Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence

Map

Attractions

photo of Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy .Piazza del Duomo

Options

Spanish Tour with Cathedral
Lunch
Siena Cathedral Visit included: It includes: Transport, Tour Leader on board, Typical Lunch, Siena Guided Visit and Cathedral admission
Tour in Spanish
Lunch
Shared Day Trip from Florence: It includes: Siena Guided Visit, Lunch and wine tasting, Transport, Tour Leader on board. Not included: Cathedral admission
Spanish-Shared Round Transport
Lunch
Shared round Trasport & Lunch: It includes: Transport, Tour Leader on board, Typical Lunch. Not included: Siena Guided Visit and Cathedral admission
English Tour with Cathedral
Lunch
Siena Cathedral Visit included: It includes: Transport, Tour Leader on board, Typical Lunch, Siena Guided Visit and Cathedral admission
English-Shared Round Transport
Lunch
Shared Round Transport & Lunch: It includes: Transport, Tour Leader on board, Typical Lunch. Not included: Siena Guided Visit and Cathedral admission
Tour in English
Lunch
Shared Day Trip from Florence: It includes: Siena Guided Visit, Lunch and wine tasting, Transport, Tour Leader on board. Not included: Cathedral admission

Good to know

A dress code is required to enter places of worships and selected museums. No shorts or sleeveless tops are allowed. Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.
Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
Comfortable walking shoes are recommended.
For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
Infants and small children can ride in a pram or stroller
It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay or no show it will not be possible to join the tour, nor to have a refund or reschedule the tour.
Please be advised that it is required to bring your original ID with you during the tour.
Public transportation options are available nearby
Specialized infant seats are available

Verified reviews

4.4
3,705 reviews
All languages
C

COLLEEN_H

Amazing!

Guide was very knowledgeable and pleasant. Plenty of time in Both places. The winery was great. Recommend

C

CafTours

25/02/2025, 03:17

Good morning from Caf Tour & Travel,

Dear Colleen,

Thank you for taking the time to share your review! We're glad to hear you enjoyed the tour, found the guide knowledgeable, and had plenty of time to explore. The winery experience is always a highlight! We appreciate your recommendation and hope to see you on another adventure soon.

Kind regards

S

Saskgirl123

Amazing!

The tour guide Ricardo and driver Enrique were very good

The first stop at the medieval san gimignano was very cool but being a Sunday not many places were open when we arrived. A must stop was the gelato to try a delicious authentic gelato.

The winery stop at poggi was a delicious lunch and wine tasting experience our hostess was Leda was wonderful

Sienna stop was interesting as well but we had a dual language walking tour and it was difficult to follow going back and forth between English and Italian. So would recommend making sure u have one language tour.

C

CafTours

17/02/2025, 03:19

Good morning from Caf Tour & Travel,

Dear Customer,

Thank you for your feedback! We're glad you enjoyed the tour with Riccardo and Enrico, as well as the visit to San Gimignano and its famous gelateria. It's great to hear that you had a wonderful experience at the winery with Leda during the wine tasting and lunch. We appreciate your note on the dual-language tour in Siena and will take it into consideration. Hope to welcome you again!

Our best regards

S

S7821ELmichelles

Amazing!

It was a lovely experience to know a small piece of Tuscany. Our guide Alexandra was very nice and ponctual, as our driver Giovani. The wine tasting was wonderful. I recommend it very much.

C

CafTours

17/02/2025, 03:12

Good morning from Caf Tour & Travel,

Dear Michelle,

Thank you for your kind review! We're glad you enjoyed discovering a piece of Tuscany with our tour leader Alexandra and the driver Giovani. It's great to hear that the wine tasting was a highlight of your experience. We truly appreciate your recommendation and hope to see you again on another tour!

Best regards

D

Dane O

Amazing!

4.5/5. Alexandra was Very informative and Friendly. Fun day out to explore the beauty of tsucany. Siena is a must! Great experience

C

CafTours

17/02/2025, 03:11

Good morning from Caf Tour & Travel,

Dear Dane,

Thank you for sharing your review! We're delighted to hear that you had a wonderful time exploring Tuscany with our tour leader Alexandra. Siena is indeed a must-see, and we're glad you enjoyed the experience. We appreciate your feedback and hope to welcome you on another adventure soon!

Best regards

P

Pioneer25151911377

Amazing!

We chose the option for free time in Siena (no guided tours) and just went around. It was nice and chill, spending over 2 hours per location. The lunch was a nice and simple, but delicious. In total we tried about 4 types of wines per person, one to start and 3 with the meal.

C

CafTours

13/02/2025, 05:20

Good morning from Caf Tour & Travel,

Dear Customer,

Thank you for taking the time to share your review! We're delighted to hear that you had a relaxing and enjoyable experience exploring Tuscany. San Gimignano, with its medieval towers and charming streets, is always a highlight, while Siena’s rich history and stunning architecture make it a must-visit. Monteriggioni, with its well-preserved walls, adds a unique touch to the journey. We’re glad you enjoyed the delicious lunch and wine tasting, a true taste of the Chianti region. Hope to see you again for another Tuscan adventure!

Our best regards

V

Voyage22643677160

Amazing!

This was a great experience viewing the Tuscan countryside, vineyards, and a winery. I truly enjoyed this experience and felt it was well organized.

C

CafTours

13/02/2025, 05:18

Good morning from Caf Tour & Travel,

Dear Customer,

Thank you for your review! We're delighted to hear that you enjoyed the beautiful Tuscan countryside, vineyards, and winery. It’s great to know that you found the experience well-organized. We truly hope to welcome you on another adventure soon!

Kind regards

S

Sightseer43638674215

Amazing!

Day trip and wonderful experience trip was wonderful i would suggest you all to visit here it’s a good place I would recommend you all to visit this place

3 people found this helpful
C

CafTours

27/01/2025, 03:34

Good morning from Caf Tour & Travel,

Dear Customer,

Thank you for your lovely review! We’re so glad to hear you had a wonderful experience on your day trip. San Gimignano, Siena, Monteriggioni, and Chianti are truly special places to explore. Your recommendation means a lot to us, and we hope to welcome you on another memorable journey soon!

Our best regards

K

kellyo1966

Amazing!

San Gimignano is just beautiful the moment you walk through the main entrance. Parking is abundant, but you will need to walk up a hill. Just go early in the morning and at least hang around to have lunch in one of the many beautiful restaurants. The towers, the views, and the gelato are all amazing. You will not be disappointed with this town.

C

CafTours

27/01/2025, 03:33

Good morning from Caf Tour & Travel,

Dear Customer,

Thank you for sharing your lovely review! San Gimignano truly is a gem, and we’re glad you enjoyed its charm the moment you walked through the entrance. The towers, stunning views, and gelato make it such a memorable destination. Your tip about arriving early and enjoying lunch in one of the beautiful restaurants is spot on. We’re thrilled you had a great time and hope to see you on another adventure soon!

Best regards

V

Vassakiii

Amazing!

Fabiana, our tour guide, was absolutely fantastic. Her extensive knowledge of the history and her detailed explanations made the experience truly memorable. Everything about the tour was lovely, but be prepared—it is a long day, lasting 11 hours. We found ourselves quite exhausted during the last three hours.

One issue we encountered was the driver’s reckless driving. He frequently sped up over bumps in the road, causing discomfort. In fact, my partner hit his head while seated normally on the bus. If you get car sickness (as I am), I strongly recommend sitting toward the front of the bus to minimise the impact of the rough ride.

C

CafTours

21/01/2025, 04:46

Good morning from Caf Tour & Travel,

Dear Customer,

Thank you for sharing your detailed feedback about your tour. We're delighted to hear that Fabiana's extensive knowledge and engaging explanations made the experience memorable for you. It’s wonderful to know you enjoyed the beauty and charm of San Gimignano, Siena, Monteriggioni, and Chianti.

That being said, we apologize for the issues you experienced with the driver. We usually receive very positive feedback about our drivers, who are all highly experienced professionals with many years of expertise. Nonetheless, we take your concerns seriously and will address this matter with our team.

We hope to have the opportunity to welcome you back for another, smoother journey in the future. Thank you again for bringing this to our attention.

Our best regards

C

Curiosity19137399030

Amazing!

We enjoyed all of it. The landscape, the food, the wine, the time for each activity, the guide Fabiana, who was very nice and capable, explaining every single detail with accuracy.

C

Caf_GraylineFlorence

15/01/2025, 03:13

Dear Customer,

Thank you so much for sharing your kind words and for taking the time to leave such a wonderful review! We’re truly delighted to hear that you enjoyed every aspect of your day trip through Tuscany.

It’s fantastic to know that the stunning landscapes, delicious food, and fine wines all contributed to making your experience special. We're also very pleased that Fabiana made a positive impression – she’s passionate about sharing the beauty and history of this region, and your acknowledgment means a lot to her and to our entire team.

We hope to welcome you again for more memorable experiences in Tuscany!

Best regards,

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