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18 results
Best Seller
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
(284)
from
$38
Likely to Sell Out
Enjoy 1.5 hours wine tasting experience in an historical cellar in the heart of Montepulciano. Together with an expert sommelier, discover the cellar’s underground of XVI century characterized by vaults and tunnels attributed of Etruscan civilization. Listen the history of this ancient cellar as well as the explanation of the methods and techniques of the wine production. During this journey follows a unique tradition in high quality wine production. Furthermore, discover private collection of old wine bottles tunnel and be amazed by the Etruscan tomb located in the cellar. Then, take part to an exclusive wine tasting experience combined to regional products. A sample of four local wines will be served with bread with a plate of local products. During this experience, you will taste four of the most important wines made in Montepulciano and known all around the world while a professional sommelier will explain you in depth the particularity of those Italian excellencies.
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Montepulciano: Winery Tour & Tasting Experience
1 hour 20 minutes
Free Cancellation
4.6
(134)
from
$41
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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Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana
2 hours to 2 hours 30 minutes
Free Cancellation
4.8
(22)
from
$192
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
$152
Price varies by group size
This tour is dedicated to true wine enthusiasts who wish to explore Montepulciano through its wines, people, and traditions, enjoying a complete immersion into the world of Vino Nobile di Montepulciano. With a professional driver, you will visit two carefully selected wineries in the Montepulciano area. At each estate, you will discover the history of the territory and the winemaking philosophy of the producers, learning about the key stages of wine production, from vineyard to bottle. The experience includes guided tastings of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG, allowing you to fully appreciate the elegance and character of these iconic Tuscan wines. At the second winery, the tour is enriched with a traditional Tuscan light lunch, served in the cellar and paired with local products, offering the perfect moment to relax and savor the authentic flavors of the region.
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Wine lovers experience in Montepulciano: half day
4 hours
Free Cancellation
4.0
(4)
from
$356
Price varies by group size
Once you have booked the tour, you will be able to go to the rental point to pick up your bikes and leave with the Virtual Guide, who will accompany the experience step by step. The tour is an easy and scenic loop of about 36 km, on dirt roads in good condition and short stretches of provincial road, avoiding the steepest variants. The first stops include the Church of San Biagio and a ride through cypresses and vineyards along Via della Montagna, to a beautiful viewpoint over the Val d’Orcia and Monte Amiata. The route continues with a scenic descent towards Monticchiello, between hairpin bends and rows of cypress trees, with a recommended stop in the village, near La Guardiola. The return crosses the Val d’Orcia again, with optional stops at Podere Il Casale and Capitoni/Fabbrica wineries. You then pass by Poggiano, with a view of Montepulciano, and with the possibility of a last stop at Caseificio Cugusi before returning.
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Montepulciano countryside E-bike virtual guided tour
3 to 4 hours
Free Cancellation
5.0
(6 Operators)
from
$91
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
(179)
from
$185
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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Wine Tour of the small producers in Montepulciano
3 hours
Free Cancellation
4.5
(197 Operators)
from
$169
Explore Quaint Villages and Timeless Landscapes Our journey will take you off the beaten path, winding through both lesser-known hamlets and iconic landmarks alike. Immerse yourself in the rich history and culture of each village we visit, from hidden gems tucked away in the countryside to well-known destinations steeped in tradition. Capture Every Moment, Embrace Every View As we traverse the rolling hills and winding roads, there will be ample opportunities to pause and soak in the panoramic views. Experience the Joy of Open-Air Travel Feel the sun on your face as you cruise through the Val d'Orcia on your Vespa. This isn't just a tour – it's an immersive journey into the heart of Tuscany's natural beauty. Let the open road be your guide as you embrace the freedom of outdoor exploration. Don't Miss Out on This Unforgettable Experience Join us for a Vespa adventure like no other and discover the magic of Val d'Orcia in a whole new way.
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Discover the Hidden Gems of Val d'Orcia by Vespa!
4 hours
5.0
(2 Operators)
from
$292
Price varies by group size
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
$76
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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Private Tour in Vintage Fiat 500 - Val d'Orcia
3 to 4 hours
Free Cancellation
3.0
(2)
from
$350
This quad bike tour starts directly from a historic farm just outside Montepulciano and follows the real Sentieri del Nobile, through vineyards, olive groves and country churches normally inaccessible to visitors. The local Guide accompanies the group for 1 hour of panoramic off-road trail, with stops at the most suggestive points of the Tuscan countryside. At the end of the tour, the experience continues on the farm with a visit to the animals and a typical Tuscan lunch prepared with local products. An authentic experience that combines Quad Guide, rural landscape and Tuscan cuisine, away from mass tourism.
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Montepulciano Paths of the Noble Quad Tour 1 Hour with Lunch
3 hours 30 minutes
Free Cancellation
5.0
(8 Operators)
from
$157
Price varies by group size
Embark on a captivating journey through the Tuscan Countryside, immersing yourself in the timeless beauty of this renowned region, celebrated for picturesque landscapes, historic towns, and exquisite wines. Our adventure begins in Montepulciano, a charming hilltop town renowned for medieval architecture and delectable wines. Explore cobblestone streets, visit historic cellars, and savor the rich flavors that make Montepulciano a haven for wine enthusiasts. Next, venture to Pienza, a UNESCO World Heritage site and birthplace of Pope Pius II. Marvel at well-preserved Renaissance architecture, stroll quaint streets, and indulge in local pecorino cheese—a culinary delight for which Pienza is renowned. Continuing the journey, arrive in Montalcino, a fortress town surrounded by vineyards producing the illustrious Brunello di Montalcino wine. Delight your senses with a wine tasting experience, sampling bold and complex flavors that have made this wine world-famous.
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Tuscany Tour: Montepulciano, Pienza & Montalcino
12 hours
Free Cancellation
5.0
(1)
from
$577
Price varies by group size
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
$408
Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and nature converges in a perfect dance. Join us for a "Food and Wine" experience that will awaken your senses and transport you to a world of sensory delights. Begin your journey in the heart of Montepulciano, a Renaissance gem nestled among lush hills... or we can start from the countryside and the farm, depending from your arrival! Explore historic cellars where the famous Vino Nobile di Montepulciano comes to life. Taste the secrets preserved in oak barrels and discover the mastery of local winemakers. Savor delicious local products, from extra virgin olive oil to cheese and cold cuts specialties that embody the authentic taste of the region. This is not just a tour; but a total immersion into the art of fine dining and wine culture. Experience the history in the vineyards, and the joy in savoring authenticity in every sip.
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Private Montepulciano Wine Experience with Lunch in Local Setting
4 to 5 hours
5.0
(1)
from
$632
Price varies by group size
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
$157
Slow down and experience Tuscany at your own pace in this refined side of Tuscany with a private Val d’Orcia slow experience, designed for those who value beauty, comfort, and unhurried moments. No rushing, no tight schedules—just time to enjoy Tuscany. Begin with a traditional Italian breakfast in the quiet village of Monticchiello, featuring homemade pastries and freshly brewed coffee. Travel through the iconic rolling hills of the Val d’Orcia, stopping in elegant villages such as San Quirico d’Orcia, far from the crowds. Enjoy a curated Tuscan picnic in nature with artisanal cheeses, cured meats, fresh bread, and your choice of wine, beer, or water—set against one of Italy’s most breathtaking landscapes. In Bagno Vignoni, take time to explore or simply unwind. Relax under the trees and experience a peaceful siesta in complete tranquility. * Private, refined slow tour * Italian breakfast and curated picnic * Scenic villages and countryside * Time to relax and disconnect
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Private Val d’Orcia Tour with Picnic & Relax in Bagno Vignoni
5 to 6 hours
5.0
(2 Operators)
from
$816
Per group
Live 2 days in the Tuscan countryside near Montepulciano among vineyards, hills and breathtaking views. The experience includes e-bike tours and horseback riding through the dirt roads, visit to a winery with local wine tasting and time on the farm with typical Tuscan lunch prepared with local products. An authentic immersion in the real Tuscany, away from mass tourism.
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Tuscany Countryside in 2 Days on Horseback and E-Bike in Montepulciano
2 days
Free Cancellation
5.0
(8 Operators)
from
$630
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