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

Visit the famous Tuscan places like San Gimignano, Siena, Monteriggioni
Enjoy a guided tasting of three Chianti wines and typical products
Relish a traditional three-course Tuscan lunch ending with “cantucci e vin santo”
Select to visit the famous Siena Cathedral to admire its stunning architecture
Take in breathtaking views of the Tuscan rolling hills and vineyards
Travel comfortably by air-conditioned coach with a licensed tour escort
Smartphone voucher is Accepted! No need to print the tickets!

Experience the heart of Tuscany on a full-day tour with a combo journey as you visit San Gimignano, Siena, Monteriggioni, and Chianti. First, visit the famous walled town of San Gimignano, renowned for its tall towers and valuable works of art. Next, explore the small medieval village of Monteriggioni. Travel through the rolling Chianti hills to reach a cozy winery. Enjoy a guided tasting of three different Chianti wines. Taste a Chianti-style 3-course lunch ending with “cantucci e vin santo.” Continue your journey to Siena, a city of Renaissance art and medieval charm. Accompanied by a local guide, enjoy a tour of the famous attractions & the historic centre. Stroll along the narrow streets lined with historic places and shops. Also experience a guided visit of the famous Siena Cathedral (if option selected). Explore the intricate mosaics and masterpieces by renowned artists. Enjoy a free time in Siena that allows you to soak in the city’s atmosphere before returning to Florence in the evening. The San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting allows you to admire the stunning views of the Tuscan countryside, vineyards, and rolling hills in a memorable day.

Your San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting takes you into the heart of Tuscany, beginning with a visit to San Gimignano, the world-famous hilltop town often called the “Manhattan of the Middle Ages.” Surrounded by ancient walls that have remained intact through the centuries, the town is renowned for its tall medieval towers, beautiful frescoes, and remarkable works of art. Accompanied by the tour leader, you will be introduced to the historic center before enjoying some free time to explore the cobbled streets, admire the architecture, and soak in the timeless atmosphere at your own pace. A short drive from San Gimignano brings you to the charming hamlet of Monteriggioni, a small medieval village enclosed by impressive walls that still stand today. This picturesque settlement is known for its colors and old-world charm, offering wonderful views of the surrounding countryside. You will have free time to walk inside the village, explore its quiet lanes, and enjoy the unique character of this well-preserved medieval gem.

Continuing through the gently rolling Chianti hills, the journey leads to a cozy winery set amid vineyards and beautiful Tuscan landscapes. Here, you can relax and experience the authentic world of Chianti wine and local traditions. The visit includes time in the cellars and vineyards, followed by a guided tasting of three excellent Chianti wines. This is paired with a typical Chianti-style lunch featuring three courses made with “zero food miles” products, ending with the traditional cantucci e vin santo. Later in the day, you will arrive in Siena, one of Tuscany’s most captivating UNESCO World Heritage Sites. A professional local guide will lead you on a comprehensive walking tour of the historic center, starting from the Basilica of San Domenico, a 13th-century Renaissance jewel dedicated to Saint Catherine of Siena and home to an important relic. As you stroll through narrow medieval streets lined with elegant palaces and historic shops, you will pass through the famous Piazza del Campo, dominated by the Palazzo Pubblico, the city’s iconic town hall.

The guided tour continues to the spectacular 12th-century Siena Cathedral, where you can admire its magnificent architecture and striking polychrome marble façade. If the option is selected, you will enjoy a skip-the-line, guided interior visit of the Siena Cathedral and the Libreria Piccolomini, discovering extraordinary treasures and works of art. Highlights include the richly decorated mosaic floor during its opening period, Donatello’s St. John the Baptist, the rose window by Duccio di Buoninsegna, the marble pulpit by Nicola Pisano, and the library that once preserved a valuable collection of manuscripts. Before returning to Florence in the evening, you will have some free time to enjoy Siena’s unique atmosphere at your own pace, reflecting on a day filled with medieval towns, rolling Tuscan landscapes, fine wines, local flavors, and unforgettable cultural treasures.

Guided Visit in Siena led by Professional local Guide
Cathedral and Libreria Piccolomini inside Visit & Skip-the-Line Ticket (if option selected)
Staff Assistance at the Meeting Point
Transport in an AC Coach
Liscensed Tour Escort
Visit to the Cellars, Vineyards and 3 Course typical Tuscan lunch in a Chianti Winery
Tasting of three Different Chianti Wines and “Vin Santo”

Hotel Pick up and Drop off
Any Attraction entrance in case of Semi-independent tour selected

Free Wifi: No.
Wheelchair or Stroller accessible: No.
Voucher Information: Mobile and Paper Vouchers are accepted!
All travellers are advised to carry their Passport/ID card on the day of travel.
The tour includes walking long distances, it is recommended to wear comfortable shoes.
Visitors are kindly requested to respect the instructions of the Security Staff.
Please note that this tour includes uphill and downhill walking routes in hilltop villages and is not suitable for wheelchair users or people with impaired mobility.
Once audio guides are handed over, they become the customer’s responsibility. In case of loss, an €80 fee applies.
Please note that from November to March, the itinerary does not include the stop at Monteriggion and the return to Florence is approx 30 minutes earlier.
Disclaimer: Due to traffic issues, public holidays, weather conditions and unforeseen circumstances, there might be sudden changes in the route or in the schedule. Traffic congestion and road closures may cause delays and changes to the route. We’ll do all we can to provide a smooth and frequent service! No refund will be offered for any changes or cancellations due to any unforeseen circumstances.

You must cancel your booking at least 24 hours before the start time of the activity/experience to get a complete refund.
If you cancel your booking less than 24 hours before the start time of the activity/experience, you will not be reimbursed.
Any modifications made less than 24 hours before the start time of the activity/experience will not be allowed.
The cut-off times are determined by the activity/experience's local start time.
This activity/experience is weather dependent. If it is cancelled due to inclement weather, you will be given an alternate date or a full refund.