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

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Hotel pickup Available
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 11 Hrs
  • Language:
    English
  • Departure Time :
    08:00 AM
  • Return Details :
    • Check-in time and Meeting Point: at 7:45 am at Piazzale Montelungo, at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF T.. read more
  • Cancellation Policy :
    This activity is non-refundable Tours booked using discount coupon codes will be non refundable.

Overview

Full day Tour in the heart of Tuscany region: San Gimignano - the "Manhattan of the Middle Ages" - the most famous and picturesque Tuscan hill village together with the unique experience of Siena and its traditions, thanks to the comprehensive guided tour of the stunning old town. The picturesque Monteriggioni* Hamlet and the relaxing stop at a Chianti Winery for a typical Lunch which includes the guided Tasting of 3 different Wines, extra virgin olive oil , balsamic vinegar and vin santo.

(*) From November to March, the itinerary does not include the stop at Monteriggion and the return to Florence is approx 30 minutesearlier

Know More about this tour


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.
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.
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.
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.
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".
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,
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.
Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point
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
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.
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.

Itinerary:


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.
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.
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.
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.
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".
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,
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.
Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point
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
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.
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.

Inclusions

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

Exclusions

  • Our Shared Round Transport option does NOT include: Siena Guided Visit, Cathedral admission
  • From November to March, the itinerary does not include the stop at Monteriggioni

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-guideservice, 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.

Traveler Reviews

See all reviews
  • 21-Jul-2023

    Tabitha, Keiko, and Leonardo were wonderful and made the trip fun, meaningful and memorable. Thank you!

  • 16-Jul-2023

    Amazing guide Aaron. The entire tour was very upbeat and relaxing. The wine tasting and the presentation was good.

  • 16-Jul-2023

    The entire experience was amazing. It was worth every dollar. Aaron the tour guide was amazing as well. When my family and I got to Sienna we paid the 15 euro for the view inside the Sienna Cathedral, museum and the panoramic view. We left the tour to do this but we thought it was worth it. The cathedral is beautiful.

  • 16-Jul-2023

    If you have limited time like my wife and I had, then a tour like this to visit three other Italian sites without driving is a huge bonus. This was a perfect way to fill an entire day and see things we most likely would not have seen. Highly recommend doing this tour just for the experience alone.

  • 15-Jul-2023

    The beauty of the region. Italy is gorgeous. We enjoyed the wine experience. Had been to Sienna before, but we had never towards the cathedral. It was beautiful.

  • 10-Jul-2023

    Loved this trip, San Gimignano was so beautiful and full of character, it felt authentically Tuscan. Lunch was amazing, well done, delicious and chance to meet others in the group. Siena was more challenging because of the hills and many alleyways, but so much history - I didn’t take the tour but wish I had.

  • 06-Jul-2023

    This was a lovely day trip with visits to some beautiful towns and a winery. Highlight was Siena with an informative guided tour and visit to the cathedral. Marta and Simone made the day very enjoyable. Would recommend this excursion.

  • 06-Jul-2023

    Marta and Simone were AMAZING!! You must book this trip right now. The sights were wonderful and we were taken care of every step of the way. Grazie Mille!

  • 06-Jul-2023

    Marta and Simone were fantastic, great way to spend the day and see a lot of Tuscany. Marta gave good advice about what to see eat and do in each place and the tour in Siena was well worth it too.

  • 05-Jul-2023

    Absolutely wonderful tour with visits to beautiful places. The lunch at the winery was delicious and wine tasting was fun! I definitely recommend this tour. Worth every penny!

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