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

based on 3005 reviews

Duration:11 hours (approx.)
Location: Florence, Tuscany

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Discover the timeless allure of Tuscany on an immersive full-day journey! Step into the enchanting past of San Gimignano, often dubbed the "Manhattan of the Middle Ages" for its towering skyline. Traverse its cobblestone streets, steeped in history, and soak in the panoramic views of this captivating Tuscan hill village.

Next, delve into the cultural richness of Siena as your expert guide unveils its treasures during a comprehensive tour of the spellbinding old town. Immerse yourself in the traditions and heritage that make Siena an icon of Italy.

Explore the quaint Monteriggioni Hamlet (*). Then, prepare your senses for a typical Tuscan lunch, while savoring exquisite wines, each sip telling a tale of the region’s rich viticulture, a perfect finale to your day in Tuscany's heart.

Please note that the order of the visits may change

(*) November to March, the Tour does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier

WHAT'S INCLUDED

WHAT TO EXPECT

1. San Gimignano
Your memorable journey starts with the charming San Gimignano, world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here the tour leader will lead you to the historical center, where you will have around 2 hours of free time for a fascinating discovery.
2. Piazza della Cisterna
Piazza della Cisterna is a charming medieval square situated in the heart of San Gimignano. Surrounded by well-preserved medieval towers and historic buildings, the square takes its name from the ancient cistern located at its center. The triangular-shaped square is paved with medieval stones and exudes a timeless atmosphere. With its well-preserved medieval architecture and unique charm, Piazza della Cisterna stands as a captivating focal point within the UNESCO World Heritage site of San Gimignano.
3. Mura di San Gimignano
These well-preserved walls, dating back to the 13th century, served both defensive and symbolic purposes. The "Mura" offer a scenic stroll along their length, providing panoramic views of the charming town, its iconic towers, and the picturesque Tuscan countryside.
4. Monteriggioni
A short distance from San Gimignano you will visit the charming historical hamlet of Monteriggioni (*), an amazing small medieval village enclosed by its famous walls, which remained standing to this day: free time for inside visit. (*) November to March, the Tour does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier.
5. SS 222 Chiantigiana
From Monteriggioni, crossing the gently Chianti rolling hills, a short ride will take you to a cozy Winery, where you can relax and enjoy the fantastic world of Chianti with its wine and typical products: tasting of three fine wines and balsamic vinegar followed by a Chianti style lunch: 3 course with “zero food miles” products which ends with "cantucci e vin santo".
6. Siena
Later on, getting to Siena, you will meet your professional local guide who will lead you on a comprehensive guided tour of the historic center. Then strolling along the narrow medieval streets of the city, flanked by splendid palaces and historic shops, passing through Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point,
7. Piazza Salimbeni
Our Siena Guided Visit starts from Piazza Salimbeni where Palazzo Salimbeni is located. The ancient Palace hosts the first and oldest Bank in the world.
8. Piazza del Campo
Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point
9. Duomo di Siena
you will get to the spectacular Cathedral of the 12th century (inside visit if option selected), of which you can admire the magnificent architecture and the splendor of the polychrome marbles. You will also have some free time to end your perfect day enjoying the unique atmosphere of this amazing city, before the return to Florence in the evening. Please note that the order of the visits may change
10. Biblioteca Piccolomini
Only if cathedral entrance option is selected - The Piccolomini Library, housed within the Duomo di Siena, is a Renaissance gem adorned with vibrant frescoes by Pinturicchio. Commissioned by Pope Pius III, these artworks depict scenes from his life, creating a cultural and artistic treasure within the Siena Cathedral.
11.
Coming back to Florence you'll drive through the Chiantigiana road, a scenic route that winds through the picturesque Chianti region. This iconic road takes travelers through rolling hills adorned with vineyards, olive groves, and charming villages. Along the way, you'll encounter classic Tuscan landscapes, medieval castles, and renowned wineries producing the world-famous Chianti wine. The journey along Via Chiantigiana offers a delightful blend of cultural richness, culinary delights, and breathtaking views, making it a popular route for those seeking an authentic Tuscan experience.

ADDITIONAL INFO

• Infants and small children can ride in a pram or stroller
• Public transportation options are available nearby
• Specialized infant seats are available
• Travelers should have at least a moderate level of physical fitness
• 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.
• 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.
• Comfortable walking shoes are recommended.
• From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
• It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the tour, nor to have a refund or reschedule the tour.
• 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.

CANCELLATION POLICY

Posted By : Skyler_D
This tour is good for if you wanna get out Florence and visit the little cities around. You get to go and explore yourselves which is what we liked. The lunch section was just okay but was cool to see a winery.
Rating : full ratings
Posted On : 2024-06-30 19:51:37

Posted By : Damian_W
It’s a long day ! Be prepared. We did 20,000 steps so take plenty of water. All sites worth visiting. Good lunch , entertainingly delivered by the host. We’d booked the walking tour of Siena and the cathedral - definitely do both. But we had an hour in Siena before the tour so spent that in a lovely cafe, Nannini, relaxing - good choice ! Excellent tour leader Martha.
Rating : full ratings
Posted On : 2024-06-30 05:44:31

Posted By : L52ZZkennyc
Great wine trip. Good host. Wine was amazing. Snacks as well. Great scenic bus ride as well. Book this trip if you get the chance.
Rating : full ratings
Posted On : 2024-06-29 13:28:41

Posted By : Pizzalover204
We were a family group of 8 adults and 5 kids. The tour guides were Very organized, patient and kind. Thank you Marta and Luce! Plenty of time to roam yourself. It didn’t feel like a constricted tour at all.
Rating : full ratings
Posted On : 2024-06-29 12:55:10

Posted By : Explorer771738
Beautiful places, nice guides, well organized trip. Lunch was great at the vineyard. Thats all thank you very much 😊😊😊😊
Rating : full ratings
Posted On : 2024-06-29 12:54:27

Posted By : dbarrasso
Our tour was well organised and our tour leader Martha kept us on track. She was very nice and quite informative.
All the towns were just gorgeous. So much history. The wine tasting was also a pleasant surprise. Very fine wine and a nice lunch.
A long but very good day!!!
Rating : full ratings
Posted On : 2024-06-29 12:53:54

Posted By : ellasN7750ZH
Thank you to Marta, Lucciono and Enrico. We had an amazing trip and got to see so many many amazing things in one day. Our favourite part of the trip was definitely the winery lunch and tasting.
Rating : full ratings
Posted On : 2024-06-29 12:53:49

Posted By : H5787QGshawnl
Martha, Lucciano and Enroco were great!
Martha was amazing at explaining everything, the day was on time and lots to see.
Thank you very much!
Rating : full ratings
Posted On : 2024-06-29 12:53:16

Posted By : Scott G
Terrific tour with numerous stops with sufficient time overall. The winery was the highlight of the day. Highly recommend.
Rating : full ratings
Posted On : 2024-06-29 12:52:55

Posted By : 163costanzap
Marta, Luciano and Enrico offered amazing hospitality. Great tour and a wonderful day outside Tuscany. Would highly recommend to all
Rating : full ratings
Posted On : 2024-06-29 12:52:36