Montepulciano Tours, Sightseeing & Cruises

Top Montepulciano Tours, Sightseeing & Cruises

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Private Guided Tour of Montepulciano with wine tasting

Private Guided Tour of Montepulciano with wine tasting

10
The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city walls. During our tour, we will climb through the town, following the winding main street, thereby admiring Montepulciano's wonderful palaces and churches along the way. We will learn about its traditions … for example:– did you know that once a year they have a barrel-pushing competition? When we reach the summit of the town, we will find ourselves in the magical Piazza Grande, where we will be able to visit the never-finished Cathedral, the Fortress, and enjoy a wonderful view over the Val di Chiana and part of the Val d'Orcia. Last but not least, our tour will take us underground to visit one of the ancient wineries of the town, and taste a glass of Nobile wine. IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request. (Anti-Covid Vaccinated Tour Guide)
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  • 2 hours
  • Free Cancellation
from
$92.03
Price varies by group size
Tour of the historical cellars in Montepulciano

Tour of the historical cellars in Montepulciano

21
The medieval center of Montepulciano stands on the historic cellars hidden below the city. With this exclusive tour, take a guided walk in the historic center and visit two underground cellars, venture into the tunnels carved into the rock to admire the impressive oak barrels where the Vino Nobile di Montepulciano is left to age. Learn about the history of wine and how it is produced in this area and taste the local vintages.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$53.05
Discover Montepulciano!

Discover Montepulciano!

4
Make the most of your time in Montepulciano with this walking tour that takes in the highlights of the medieval hill town in just hours. Skip the dry guidebook and visit with a guide who can make the Tuscan town’s history to life as you stroll the picturesque lanes and climb to the top of the bell tower (own expense) to admire the views. End with a glass of local wine to cap off your visit.
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  • 20 minutes
  • Free Cancellation
from
$54.14
Gourmet Tour in the old town center

Gourmet Tour in the old town center

10
The medieval hilltop town of Montepulciano is set in Tuscany's culinary heart. Experience both the local culture and cuisine with this tour that combines a guided walk through Montepulciano's old town with a number of food and wine breaks. Learn about the town's history and architecture between stops at a local gourmet shop, traditional restaurant, and wine cellar to taste local cheeses and charcuterie, handmade pasta, and wine.
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  • 3 hours
  • Free Cancellation
from
$124.52
Only for Wine Lovers: Winery Tasting Tour in Montepulciano.

Only for Wine Lovers: Winery Tasting Tour in Montepulciano.

1
Wine lovers experience in Montepulciano: perfect experience in Montepulciano for real wine lovers.
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  • 6 hours
  • Free Cancellation
from
$291.26
Wine Tasting and Tour of The Most Beautiful Cellar in the World

Wine Tasting and Tour of The Most Beautiful Cellar in the World

127
Explore a wine cellar in Montepulciano with this tasting and tour. See rows of large oak barrels full of aging wine and learn about how it is made. Taste three local wines alongside pecorino cheese, Tuscan salami, and bruschetta. A small group size offers an intimate atmosphere.
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  • 1 hour
  • Free Cancellation
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$30.32
Likely to Sell Out
Cesarine: Small group Pasta and Tiramisu class in Montepulciano

Cesarine: Small group Pasta and Tiramisu class in Montepulciano

66
Learn how to make two types of homemade Italian pasta—topped off by a tasty tiramisu dessert—during this small-group cooking workshop in Montepulciano. Head to the home of a local Tuscan cook and enjoy an intimate class in a group capped at 12 people. A tasting of your creations is included, paired with wine and prosecco.
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  • 3 hours
  • Free Cancellation
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$146.17
Tuscan Cooking Class - Traditional 5 course menù

Tuscan Cooking Class - Traditional 5 course menù

79
Discover the secrets to Tuscan cuisine during a small-group cooking class in Montepulciano. With the careful guidance of your host, learn how to prepare an appetizer, two types of fresh pasta with sauces, and an iconic dessert. Once everything is ready, sit down with your classmates and enjoy your handmade Italian feast. Afterward, you’re ready to impress your friends and family back home.
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  • 5 hours
  • Free Cancellation
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$263.11
Wine Tour Ebike Experience

Wine Tour Ebike Experience

136
Rent an electric bicycle in Montepulciano and visit the wineries of Tuscany without getting too tired. Thanks to the extra sprint it gives you over hilly terrain, the electric bike is the perfect way to explore the country lanes and soak up the landscape of the famous wine region. Following a planned route, you will be able to visit a selection of local wineries and enjoy two wine tastings in their cellars.
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  • 5 hours
  • Free Cancellation
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$161.33
Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

10
Slow down and explore the stunning Tuscan hills of the Val d'Orcia and Valdichiana far from the urban crowds and chaos with this scenic horseback riding excursion just outside of Montepulciano. Meet your riding guide and amble through the vineyard-covered hills on horseback, stopping to snap photos and take in the view. Then relax over an alfresco picnic featuring local Tuscan specialties.
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  • 3 hours
  • Free Cancellation
from
$172.16
Romantic Vespa Tour and Wine Tasting

Romantic Vespa Tour and Wine Tasting

1
Combine two of Montepulciano’s highlights—spectacular landscapes and world-class wine—in a single experience with this Vespa tour through the countryside plus wine tasting at a local cellar. Zip through the Val d’Orcia or around Lake Trasimeno on an iconic Vespa scooter (drive yourself or opt to ride with a driver), stopping to snap photos and admire the view. Then end with a wine-tasting lunch at a winery in the Montepulciano hills.
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  • 5 hours
  • Free Cancellation
from
$215.47
Cinta Senese Farmhouse Tour with light lunch in Montepulciano

Cinta Senese Farmhouse Tour with light lunch in Montepulciano

5
Meet Ciro, the domestic pig, on this small-group tour of the Cinta Senese farmhouse. You’ll also meet Roberto, the local farmer, who will tell you all about the pigs at the farmhouse. Over the course of the tour you’ll have a light lunch featuring a local wine tasting plus cold cuts, Pecorino di Pienza cheese, and much more.
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  • 2 hours
  • Free Cancellation
from
$63.88
2 hours - Private Walking Tour in Montepulciano

2 hours - Private Walking Tour in Montepulciano

1
This 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?
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  • 2 hours
  • Free Cancellation
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$129.93
Price varies by group size
Montepulciano private guided tour

Montepulciano private guided tour

Discover Montepulciano with a private tour. In 1500 Antonio da Sangallo fortified this town, an ancient settlement of Etruscan origin, which became the important castle on the borders of the Grand Duchy of Tuscany. Montepulciano was the birthplace of Poliziano, poet and secretary of Lorenzo the Magnificent and we will pass under his house. The elegant town is full of noble residences and Renaissance churches. we will visit the Piazza Grande, the natural theater of many artistic, folkloric and oenological events. We will visit its incredible medieval cellars dug into the rock under the noble palaces, for centuries the place of aging of Vino Nobile di Montepulciano DOCG. Let's discover together the surprising beauties of this small city of art - It is also possible to go on an exciting URBAN TREKKING from San Biagio to Porta a Prato and back, with a visit to the medieval cellars. Suggested tour for ART and WINE lovers
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  • 2 hours
  • Free Cancellation
from
$194.89
per group
Likely to Sell Out
San Biagio in Montepulciano Entrance Ticket

San Biagio in Montepulciano Entrance Ticket

2
The Temple of San Biagio was built by Antonio da Sangallo the Elder, illustrious architect from Florence, between 1518 and 1545. Located in the middle of a sprawling meadow outside the town, the church is considered a masterpiece of 16th century Tuscan Renaissance architecture. The Church of the Madonna di San Biagio, with a Greek cross plan, central dome and semicircular apse, is flanked by two bell towers, of which only the one on the left was completed accomplished. It is entirely covered in travertine stone. Inside, the only wall with numerous decorative elements is the one corresponding to the main altar where there is a large marble dossal at the centre of which a fresco depicting the Madonna and Child and St. Francis is inserted. In front of the church is the harmonious building of the rectory, with two beautiful loggias, executed around the 1550.
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$8.12
Balloon's Ride over Tuscany

Balloon's Ride over Tuscany

1
While the Tuscan countryside is enchanting from any angle, the beautiful landscape is truly breathtaking from the air! Get an amazing new perspective on the area’s vineyards, olive groves, and rolling hills with a morning hot air balloon flight. Climb into a basket and rise up into the air for an unforgettable flight over Montepulciano and Val d'Orcia. Once back on solid ground, celebrate with a glass of Champagne and a light breakfast.
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  • 2 hours 30 minutes
from
$541.37
Price varies by group size
Twilight Saga: the New Moon tour in Montepulciano

Twilight Saga: the New Moon tour in Montepulciano

1
"Here is Volterra!", says Alice Cullen on board of the yellow Porsche, as soon as she sees the Tuscan village, seat of the Volturi. Actually, that village with narrow streets that go uphill is Montepulciano. You will discover the Italian film set of "New Moon - Twilight Saga", accompanying you on a visit to the more or less known sites of the town, which have been the setting of some overwhelming scenes of the film.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$92.03
Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany

Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany

1
Combine a scenic, gently-paced cycling ride with a tasty lunch and wine tasting during this half-day, small-group excursion in Tuscany. Bike through winding country rodes and picturesque villages. Then, taste local wines in a vineyard and enjoy a Tuscan lunch. Upgrade to an e-bike at an additional cost.
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  • 4 hours
  • Free Cancellation
from
$139.67
Wine lovers experience in Montepulciano: half day

Wine lovers experience in Montepulciano: half day

Half a day to fall in love with the wines of Montepulciano In Montepulciano, it’s easy to fall in love: with Renaissance architecture, with hilly landscapes, with the beauty that is hidden in every corner. But above all, here you fall in love with the local wines: Vino Rosso DOC and Vino Nobile di Montepulciano DOCG, excellent expressions of a centuries-old tradition in viticulture. With this tour, we will accompany you to discover two Montepulciano wineries, with a driver. You will get to know the producers who follow the entire winemaking process with passion, from the vineyard to the wine glass. In the second winery, you will taste Vino Rosso and Vino Nobile accompanied by a lunch based on typical local products.
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  • 4 hours
  • Free Cancellation
from
$215.47
Wine Tour of the small producers in Montepulciano

Wine Tour of the small producers in Montepulciano

Few bottles that contain the maximum expression of the terroir. The ideal tour for true wine experts. Montepulciano, as we know, is the land of wine. Walking through the streets of the historic center or crossing the hilly landscapes that surround it, it is easy to see vineyards, wineries and wine bars almost everywhere. With this tour you will get to know those small producers of Vino Nobile di Montepulciano DOCG, whose bottles contain the maximum expression of the local terrior.
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  • 3 hours
  • Free Cancellation
from
$128.85
Horseback riding or carriage riding on the hills of the Valdichiana Senese in Tuscany

Horseback riding or carriage riding on the hills of the Valdichiana Senese in Tuscany

1
A horseback riding to slowly explore, in the open air, the most beautiful and panoramic places of the Valdichiana. Would you like to surprise your partner? Instead of horseback riding, you can choose a carriage tour! The same path and services, but you will be lulled by the carriage. Write us and we will be able to organize the best romantic experience!
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  • 4 hours
  • Free Cancellation
from
$226.29
Food & Wine experiencies in Tuscany

Food & Wine experiencies in Tuscany

A full immersion inside the italian life-style, tasting some of the best wines produced in Tuscany, the typical products of the land and... if you'll come on Thursday, I'll take you to our weekly market place. The tastings will be offered in unique and reserved locations! An unforgettable experience
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  • 4 hours
  • Free Cancellation
from
$205.72
Price varies by group size
Private Tour in Vintage Fiat 500 - Val d'Orcia

Private Tour in Vintage Fiat 500 - Val d'Orcia

1
Magnificent experience in the beautiful Tuscan hills. You will spend a few hours immersed in the Tuscan countryside transported on a vintage Fiat 500 from 1970. You will be able to photograph the streets and the beautiful landscapes that will accompany us on the tour that I offer you. We will start from the Temple of San Biagio and then head to Monticchiello, a typical Tuscan village surrounded by hills. From Monticchiello we will go to Pienza, a village perched on a hill where you can admire the landscapes of the Val d'Orcia. We will make stops along the tour where you can take photos that will best remember your vacation. From Pienza we will return to the Temple of San Biagio. We will stop to admire and photograph the 16th century Temple of San Biagio, the medieval village of Monticchiello, famous for its curves and cypresses, the Elysian Fields Pienza Famous for the final scene of the film Gladiator.
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  • 3 hours
  • Free Cancellation
from
$216.55
Private Guided Quad Tour of Val d'Orcia and Montepulciano

Private Guided Quad Tour of Val d'Orcia and Montepulciano

3
This unique experience allows you to visit the most interesting places in Val d'Orcia and Montepulciano crossing country roads to admire nature and works. The departure begins and ends in my Fattoria Madonna della Querce, next to the Sanctuary of the Madonna della Querce in Montepulciano. Here I breed Cinta Senese pigs, a type of black pig with a white belt, of Tuscan origins and very ancient. We will take a short walk among the olive trees and the vineyard to get to the pigs, which are free, separated by an electric fence. We can walk with them, touch them and take pictures. Lunch is included in the experience and includes a menu with: Bruschetta, ribollita in winter and panzanella in summer, platter with our cured meats, pecorino di Pienza cheeses with jams, cantucci and vinsanto, water, house wine, espresso coffee.
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  • Free Cancellation
from
$2,468.65
per group
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