Montepulciano Scenic Food and Wine Tour
Discover Montepulciano's Charm on a Private Guided Tour with Food and Wine Tastings

Toscana
people
1 participant
hours
- • Explore the Charming Medieval Town of Montepulciano
- • Enjoy a 2 to 3 Hour Private Guided Tour
- • Experience the Best Views from Montepulciano's Historic Town Hall
Why We Love This Unique Experience
Discover the enchanting charm of Montepulciano on a Private Walking Tour that invites exploration and enjoyment of this beautiful medieval town. Over the course of two hours, immerse in the rich history, stunning architecture, and delightful culinary experiences that make Montepulciano a hidden gem in Tuscany. Perfect for both seasoned travelers and first-time visitors, this personalized tour offers a unique opportunity to witness the beauty of the town at a leisurely pace.
Embarking on this walking adventure begins right at the city’s entrance, where a friendly guide will lead the way through cobblestone streets and picturesque squares. Visit iconic landmarks, such as the stunning Town Hall and the legend-filled Pulcinella Tower, while learning fascinating anecdotes that bring each site to life. Delight in spontaneous stops to sample local delicacies and wines, ensuring that the journey is as much about savoring the flavors of Tuscany as it is about discovering its history.
This Private Walking Tour of Montepulciano is not only an unforgettable experience but also a thoughtful gift idea for family and friends who cherish travel and exploration. Treat someone special to this unique adventure, allowing them to create cherished memories in one of Italy’s most captivating towns. Whether it's a birthday, anniversary, or simply a surprise, this tour promises to be a delightful experience that will be treasured for years to come.
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Experience Overview:
2 Hours - Private Walking Tour In MontepulcianoThis tour will be a slow one, giving you the opportunity to decide if you wanna stop for an unplanned visit or, just to get a taste of the typical food and/or wine offered along the way, getting the opportunity to save time and to discover the best corners and to get the shots of the medieval town... how can you miss it?
Meeting Point
Porta al Prato
Via di Ciliano, 4, 53045 Montepulciano SI, Italy
Our tour will begin at the entrance gate of the city
What's included:
- Private and exclusive guided tour
What to expect:
Duration: between 2 hours and 3 hours
Torre del Pulcinella
Piazza Michelozzo, via di Gracciano al Corso, Montepulciano, 53045
The legend of the Pulcinella Tower in Montepulciano has it that this was brought here by a bishop of Neapolitan origins, but since there was no figure of this type in the history of the village, more likely it was a priest. In 1524, in fact, a statue inspired by the "Mangia" of Siena was placed on the clock tower of Montepulciano with the task of marking the hours, but due to the deterioration suffered by the same, already in 1680 there was a first restoration and, on that occasion, presumably on the proposal of the priest (or in any case of a benefactor) of Naples, the automaton was covered with the colors of Pulcinella. According to some, however, this character was chosen as a tribute to the Theater.
5 minutes
Montepulciano
Montepulciano
Next to the Clock Tower is the white facade of the church of Sant’Agostino, of which the tower is part. Built earlier than this (in 1285), the church was renovated by Michelozzo himself in the sixteenth century and combines the neoclassical style of the Renaissance with the Gothic of the Middle Ages. Its front staircase has become, over time, a meeting point for many residents of Montepulciano.
15 minutes
Caffè Poliziano
Via di Voltaia Nel Corso, 27/29, 53045 Montepulciano SI, Italy
coffees spread throughout the cities, and with the progress of bourgeois life they become more and more elegant and refined: even in the "minor" towns they take hold (we mention for all the beautiful Caffè dei Costanti in Arezzo, still today the meeting place of “chic” youth) and of course Montepulciano is no exception.
There is very little documentation found so far on the "coffee" in Montepulciano and this does not allow us to speak about it with full knowledge of the facts. The habit of sipping the drink in company (and not only that, of course) had long been well known to the police.
Already at the time of the construction of the first Academic Theater in the Town Hall (1759), a space was provided for the coffee and the "diacciatine", ie sorbets, cool drinks, etc., which were served on the occasion of theatrical performances.
20 minutes
Comune di Montepulciano
Piazza Grande, 1, 53045 Montepulciano SI, Italy
The Town Hall of Montepulciano overlooks Piazza Grande. The building was built in the 13th century in the Gothic style and renovated by Michelozzo during the 15th century. The similarity between the Palazzo Comunale di Montepulciano and the Palazzo della Signoria in Florence is striking, it was personally commissioned by Cosimo I dei Medici. The ground floor is covered in ashlar, while the rest of the facade is in travertine. The battlements of the terrace are in Guelph battlements.
Worth seeing are the interiors with the well and the nineteenth-century tombstones.
The Palazzo Comunale di Montepulciano is the seat of the town hall.
From its tower you can see a splendid panorama:
on clear days you can see, from the side of the Val di Chiana the pre-Apennine peaks, Perugia, Subasio, Lake Trasimeno with its islands, and the lakes of Montepulciano and Chiusi.
15 minutes • Admission Ticket Not Included
Details & Important Info
Additional Experience Details & Important Information
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
Organized by
Guida Turistica in Toscna
Product SKU: IT-59088-0004
Montepulciano Food and Wine Guided Tour
Toscana
people
1 participant
hours
- • Explore the Charming Medieval Town of Montepulciano
- • Enjoy a 2 to 3 Hour Private Guided Tour
- • Experience the Best Views from Montepulciano's Historic Town Hall
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