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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 3–6 local wines— Supertuscan, Nobile, and Nobile Riserva—alongside a food tasting or bruschetta with extra-virgin olive oil.
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Tasting Tour in One of The Most Beautiful Cellars in the World
1 hour
Free Cancellation
4.8
(291)
from
$39
Likely to Sell Out
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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Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine
3 hours
Free Cancellation
4.9
(147)
from
$77
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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Romantic Vespa Tour and Wine Tasting
5 hours
4.9
(7)
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$305
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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Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine
2 hours
Free Cancellation
4.8
(21)
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$69
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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Discover Montepulciano!
2 hours
to
2 hours 30 minutes
Free Cancellation
4.7
(15)
from
$59
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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Wine Tour Ebike Experience
5 hours
Free Cancellation
5.0
(180)
from
$187
This is not a standard tour, but an authentic walk with a local Guide who lives in Montepulciano. The pace is relaxed and the experience is designed to suit the interests of the participants, including stories, lesser-known corners and a tasting of Rosso di Montepulciano in a selected wine shop.
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Montepulciano Private Walking Tour with Wine Tasting
2 hours
Free Cancellation
5.0
(12
Operators
)
from
$159
Price varies by group size
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. We will start our tour on the summit of the town, in the magical Piazza Grande, where we will be able to visit the never-finished Cathedral, see the main Gouvernment Palace, the Palaces Contucci and Tarugi, the beautiful 1500 well, and enjoy a wonderful view over the Val di Chiana and part of the Val d'Orcia. We will then descend 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? – , and spot all the movie sets of the town! Last but not least, our tour will take us underground to visit one of the ancient wineries of the town, and taste a glass (or more!) 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.
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Private Guided Tour of Montepulciano with wine tasting
2 hours
Free Cancellation
4.9
(17)
from
$141
Price varies by group size
After Reservation, the tour starts at the rental point with the collection of e-bikes and the activation of virtual navigation, which accompanies along the way. The loop route measures about 32.2 km and has 597 m of positive altitude difference: medium level. It starts from Montepulciano and crosses some of the most recognizable landscapes of the Val d’Orcia, alternating paved roads, short stretches on a state road, paths and quiet side roads. The route passes near the Temple of San Biagio and continues through vineyards, olive groves, cultivated hills and panoramic points. The famous rows of cypress trees accompany the ride to Monticchiello, where you can stop for a break in the village or at the Osteria La Porta. The return to Montepulciano follows hilly roads with new views of the Tuscan countryside, completing an experience that combines landscape, culture and local flavors. Particular caution is required in sections shared with traffic.
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Montepulciano countryside E-bike virtual guided tour
3 to 4 hours
Free Cancellation
4.5
(7
Operators
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$92
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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Tour of the historical cellars in Montepulciano
2 hours 30 minutes
Free Cancellation
3.9
(27)
from
$77
Book now the best tour with photographic experience in the heart of Valdorcia in Tuscany, to have magnificent memories of your trip with your partner or family. On this tour you will enjoy the wonderful enchanted landscapes typical of Tuscany and also the fascinating and hidden places, outside the usual guided tours for tourists, living a real dream. You will become a photo model for a day and you will feel like a real movie star, in the places that have become famous for some famous films such as "The Gladiator", "Life is Beautiful", "Twilight", "Nostalgia", Fellini's "8 & 1" /2" and many others. The tour is "All in One", it means that everything is included: tour + guide + photos + transportation (if necessary). All this for the price of a simple guided tour. And the photos we take will probably be the best you've ever taken. Let yourself be carried away on this adventure with your personal photographer and guide on a tour that will literally leave you speechless.
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Photography Guided Tour in the Heart of Val D'Orcia and Tuscany
2 to 3 hours
Free Cancellation
5.0
(6)
from
$235
Per group
Likely to Sell Out
An intimate and relaxing experience that begins with a tour of the winery and the cellar, followed by a tasting of 3 wines from our collection and of our Extra Virgin Olive Oil “Fattoria Svetoni”. A simple and pleasant way to understand our story and enjoy the classical tastes of Tuscany. One of the wines will be for sure the main of the region: Vino Nobile di Montepulciano DOCG, one of the most representative manifestations of Sangiovese grape variety. Known as "the King of Tuscany", together with Montepulciano "terroir", it creates elegance and complexity.
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Montepulciano Wine Tasting in the Tuscan Countryside
45 minutes
Free Cancellation
4.9
(7)
from
$29
Tuscany Tastes: A Gourmet Food & Wine Tour in Montepulciano Indulge in the finest flavors of Tuscany with this exclusive food, wine, and beer tour through the charming streets of Montepulciano. Perfect for couples, families, and VIP travelers seeking a premium tasting experience. Enjoy a curated selection of local delights: freshly baked focaccia, aged pecorino cheese, local truffle, artisanal salumi, rich extra virgin olive oil, and velvety gelato — all paired with Montepulciano’s renowned wines and select craft beers from the region. Led by a local expert, this refined experience blends tradition, elegance, and authentic Tuscan hospitality. Special dietary needs? We’re happy to accommodate allergies, intolerances, or specific diets with advance notice. A luxurious journey through the tastes of Tuscany — designed just for you.
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Food Tour Montepulciano
2 to 3 hours
Free Cancellation
from
$212
Discover the Tuscan agricultural tradition with a visit to the farm of Cinta Senese breed pigs in Montepulciano. Immersed in the countryside, this tour offers an authentic experience of farming life, where you can explore the olive groves and get up close and personal with the farm animals. Delight your palate with a traditional lunch, complete with cold cuts, cheeses from Pienza and Montepulciano wine. An excellent opportunity to immerse yourself in local culture and gastronomy. - Duration of tour: 2 hours - Lunch included with local products and wines - Accessible to all, including people with reduced mobility - Meeting point : Via Madonna della Querce 6 - A, Montepulciano
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Visit of the Pig Farm in Montepulciano with Lunch
2 hours 15 minutes
Free Cancellation
5.0
(12
Operators
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from
$59
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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Gourmet tour in the Montepulciano old town center
3 hours
Free Cancellation
4.1
(15)
from
$159
Certo, ecco la traduzione in inglese: This tour is designed for true wine lovers who wish to discover Montepulciano through its wines and wineries, enjoying a full immersion into the world of Vino Nobile di Montepulciano. Accompanied by a professional driver, you will visit three selected wineries, each with its own identity and production philosophy. Through guided tastings of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG, you will have the opportunity to compare different production styles and observe how the same grape variety and territory can give rise to wines with different expressions. During the visits, you will discover how vineyard choices, winemaking techniques, and ageing methods influence the character of each wine, revealing the diversity of Vino Nobile di Montepulciano. At the second winery, the tour includes a traditional Tuscan light lunch, served at the winery and accompanied by local products, offering a pleasant break between tastings.
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Wine lovers experience in Montepulciano: full day
6 hours
Free Cancellation
4.3
(4)
from
$412
"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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Twilight Saga: the New Moon tour in Montepulciano
2 hours 30 minutes
Free Cancellation
3.5
(4)
from
$140
It is the right choice for those who want to experience the symbolic area of Tuscany, a UNESCO heritage site, being able to stop from village to village to taste a good ice cream or go shopping in some local shop Ideal for: movie buffs dying to take a selfie like Russell Crowe in Gladiator Those who want to visit the Val d'Orcia and its pearls Monticchiello and Pienza in total autonomy and provacy, without needing a guide to accompany you with the relevant additional cost. P.s.: Our staff will always be in contact in case of need, even if necessary with the intervention of our assistance van. NATURE & FAMILY
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E-Bike Val d'Orcia Experience
4 to 6 hours
Free Cancellation
4.9
(25)
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$182
Explore the beautiful medieval town of Montepulciano on this leisurely private walking tour. Enjoy the undivided attention of your private guide as you wander around the charming Piazza Grande and climb the tower of the Palazzo Comunale, taking in views of the surrounding countryside. Stop to enjoy a closer look at attractions and snap photos of the sights that interest you most.
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2 hours - Private Walking Tour in Montepulciano
2 to 3 hours
5.0
(7)
from
$153
Price varies by group size
Immerse yourself in one of Tuscany's most celebrated wine regions—and enjoy a tour complete with a tutored tasting—on this two-in-one, small-group excursion. Led by your local guide, go for a vineyard walk, and learn more about the winemaking process on a behind-the-scenes cellar tour. Then, cap off your visit with a tasting of six premium wines, hosted on a terrace offering 360° views of Montepulciano.
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Montepulciano: Wine Tour and tasting
1 hour
Free Cancellation
3.7
(3)
from
$61
Roberto gets to know his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the Tuscan countryside. The experience is as rural as it is unforgettable; after a walk through the vineyards and olive grove, you will have the opportunity to interact with "Ciro", or the domestic pig, and to meet his entire company of Cinta Senese pigs having fun in the mud. after meeting these cute animals (and maybe even taking some selfies with them), it will be time to delight your palate with a dinner based on local products
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Cinta Senese tour with tasting dinner on the farm
2 hours 30 minutes
Free Cancellation
5.0
(4)
from
$77
Likely to Sell Out
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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Tuscan Cooking Class - Traditional 5 course menù
5 hours
Free Cancellation
4.9
(123)
from
$312
Start a suggestive walk through olive trees and vineyards, discovering the secrets of harvesting white grapes for the wine you will taste. Get up close and personal with the historic Tuscan Cinta Senese breed and meet Otto, the 300kg breeding pig. Walk through the garden to admire seasonal vegetables. Visit the ripening room to discover local cold cuts. End the tour with a tasting that includes two types of bruschetta and a platter of artisanal cold cuts, accompanied by a glass of house wine.
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Visit to the Farm with Tasting of Cold cuts and bruschetta
1 hour 30 minutes
Free Cancellation
5.0
(1)
from
$33
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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Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany
4 hours
5.0
(4)
from
$164
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