All Montepulciano Tours & Excursions in 2026 - page 3

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Private Tour in Vintage Fiat 500 - Val d'Orcia

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 hoursFree Cancellation

3.0

(2)

from $357

Vino Nobile and Tuscan flavors: winery lunch in Montepulciano

In the heart of the rolling hills of Montepulciano, where wine is deeply woven into the landscape and local culture, this experience is an invitation to slow down and savor the true essence of the territory. The tour begins with a guided visit to a selected winery, where you’ll learn about the winemaking process and the unique characteristics that make Vino Nobile di Montepulciano one of Italy’s most renowned red wines. Walking through the cellar, surrounded by barrels and aromas, you’ll discover a story of tradition, craftsmanship, and a strong connection to the land. The experience continues with a light Tuscan lunch served in the winery, featuring traditional dishes carefully paired to enhance the wines. A tasting of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG completes the journey, offering a direct comparison between two authentic expressions of this celebrated wine region. A relaxed and convivial experience, ideal for travelers who want to discover Vino Nobile not only through the glass, but also through the flavors and atmosphere that define Montepulciano.

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Vino Nobile and Tuscan flavors: winery lunch in Montepulciano

2 hours 30 minutesFree Cancellation

3.0

(2)

from $106

2 hours - Private Walking Tour in Montepulciano

2 to 3 hours

5.0

(7)

from $155

Price varies by group size

Tuscan Wine Tasting with Professional Sommelier in Montepulciano

2 hoursFree Cancellation

from $82

Likely to Sell Out

Authentic Tuscan Wine Tasting Experience in Montepulciano

1 hourFree Cancellation

5.0

from $77

Hands-on cooking, local ingredients, and traditional techniques come together in this authentic Tuscan cooking class, a simple and genuine way to experience Sienese culinary culture and return home with recipes, flavors, and lasting memories. This culinary journey is dedicated to the flavors of home and includes the preparation of a traditional appetizer, fresh handmade pasta with its classic sauce, and a Tuscan dessert. A straightforward and authentic lesson that allows you to rediscover the dishes of rural Tuscan cuisine. At the end of the class, you will sit down to enjoy the lunch or dinner you have prepared, accompanied by a glass of local wine, sharing a convivial moment at the table.

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Cooking class at the farm in Tuscany

3 hoursFree Cancellation

4.5

(8)

from $173

Likely to Sell Out

Private Pasta & Tiramisu in an Intimate Montepulciano Home

3 hoursFree Cancellation

5.0

(13)

from $237

Montepulciano - Private Historic Walking Tour

Wander through the storybook charm of Montepulciano, where cobbled lanes echo with history and every corner hides a gem. Stroll along Gracciano Street lined with artisan boutiques, soak up sweeping views from Voltaia Belvedere, and feel the heartbeat of the city in lively Piazza Grande. Admire Renaissance masterpieces, uncover tales of civic pride at the Town Hall, and wrap up your journey deep underground in the majestic De’ Ricci wine cellars, where the region’s winemaking heritage comes alive. This walking tour is your gateway to the spirit, scenery, and flavor of Tuscany—one timeless step at a time.

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Montepulciano - Private Historic Walking Tour

2 hours

from $476

Per group

VEHICLES BOOKED: Standard Reservation includes 1 QUAD for every 2 participants. A Reservation for 2 people includes 1 Quad shared by a driver and a passenger. This unique experience allows you to visit the most interesting places in the Val d'Orcia and Montepulciano crossing country roads to admire nature and works. The departure begins and ends in my Farm, 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 and includes a menu with : Bruschetta, ribollita in winter and panzanella in summer, platter with cold cuts from our production, pecorino cheese from Pienza with jams, cantucci and vinsanto, water, house wine.

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Private Quad Tour of Val d'Orcia and Montepulciano and Lunch

5 to 6 hoursFree Cancellation

5.0

(4)

from $250

Price varies by group size

Soak in the know-how of generations of Tuscan cooks with this cooking class in the Montepulciano hills. Join chef Giacomo at his farm cooking school and discover the secrets to preparing Tuscan classics like fresh pappardelle and pici pasta with traditional sauces plus an assortment of appetizers and luscious tiramisu from scratch. Cap off your class with a tasting of your handiwork, paired with Tuscan wines.

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Tuscan Cooking Class -Traditional Pasta Menu

4 hoursFree Cancellation

5.0

(107)

from $209

Pasta Fresca in Valdichiana Senese

3 hoursFree Cancellation

4.8

(21)

from $149

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 hoursFree Cancellation

4.9

(123)

from $315

Likely to Sell Out

Montepulciano Wine Tasting in the Tuscan Countryside

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 minutesFree Cancellation

4.9

(7)

from $30

This private cooking class takes place in a real Tuscan family-run farm, immersed in the Montepulciano countryside. The experience is reserved exclusively for your group and adapts to the times and needs of the participants, following traditional recipes and local ingredients. The pace is relaxed and the atmosphere intimate, to live an authentic moment of sharing, cooking and conviviality away from mass tourism.

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Cooking class in an authentic Tuscan farm

4 hoursFree Cancellation

5.0

from $190

Wine lovers experience in Montepulciano: half day

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 hoursFree Cancellation

4.0

(4)

from $363

Price varies by group size

Private Watercolor Painting Experience in Montepulciano

2 hoursFree Cancellation

5.0

(2)

from $179

Heroic Wine tasting, Limited edition Tuscan Wine.

These wines have not only been made from ancient grape varieties, but are also produced in limited editions. You will have the opportunity to taste rare gems such as the "Death of a Vigneron", which encapsulates the soul of old vineyards and timeless traditions. The 5 wines for tasting are: Wines in Tasting: -"Usta" IGT Toscana Rosato -"Tizzo" IGT Toscana Rosso Pugnitello 100% -"Cesiro" Vino Nobile di Montepulciano DOCG -Vino Nobile di Montepulciano Riserva DOCG -SuperTuscan "DESPITE EVERYTHING" Petit verdot We also propose a Gourmet Pairing: To enrich the tasting experience, enjoy a "Taglierone" – a dish of local delicacies paired with our products and our extra virgin olive oil. Taste the authentic flavors of Tuscany, from artisan cheeses to cold cuts. An exclusive tasting experience.

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Heroic Wine tasting, Limited edition Tuscan Wine.

2 hoursFree Cancellation

5.0

from $77

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 hoursFree Cancellation

from $214

Private Montepulciano Nobile Wine Tasting

What makes our private visit to the family winery unique is the authentic encounter between tradition, sustainability and family warmth: Exclusive access: you enter the heart of each phase, from the vineyard to the barrel room, touching with your own hands artisanal practices and tools. Living soil: zero chemical herbicides, self-produced compost and cover crops for a rich ecosystem: you can taste it in every glass. Free winemaking: spontaneous fermentations, no dogma, variable maceration and refinement times for vibrant and territorial wines. Intimate hospitality: small groups (max 12) to talk directly with those who have been cultivating and making wine for generations. Ancient vines: our centuries-old plants, cared for with dedication, represent a rare heritage. Immersive experience: walk among the rows, visit to the winery, tasting, family stories, Tuscan views and tastings of local products. Limited places to maintain the private and engaging atmosphere.

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Private Montepulciano Nobile Wine Tasting

2 hoursFree Cancellation

5.0

from $101

Private Val d’Orcia Tour with Picnic & Relax in Bagno Vignoni

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

from $833

Per group

Home Cooking Class & Meal with a Local in Montepulciano

3 hoursFree Cancellation

4.3

(3)

from $213

Private Montepulciano Wine Experience with Lunch in Local Setting

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 $645

Price varies by group size

Cesarine: Fresh Pasta Class at Local's Home in Montepulciano

3 hoursFree Cancellation

4.8

(5)

from $213

Farm Tour: the Cinta Senese Tuscan pig

2 hoursFree Cancellation

3.7

(3)

from $94

1 2 3 4

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People Also Ask

What are the best tours in Montepulciano?

Are guided tours in Montepulciano worth it?

Yes, guided tours in Montepulciano are definitely worth it. You'll learn much more about the area's world-renowned wines and cuisine during expert-led wine tastings and cooking classes than you could on your own. Meanwhile, e-bike tours, winery visits, and horseback riding experiences provide access to Tuscany's postcard-perfect rolling hills and vineyards—even if you don't have a car.

Per one customer who booked the Wine Tour Ebike Experience, "Loved this so much! Favorite activity of the trip. Loved that it was self paced and self guided. Everyone at the bike shop was so helpful in getting us set up for our adventurous day. The winery reservations were made for us, so it was easy to make our wine stops along the route. Views while biking were unbeatable! Can't wait to go back and do it again!"

How much do Montepulciano tours cost?

Generally, the most affordable Montepulciano tours are group wine tastings, which start at US$30 for brief experiences under two hours. Longer wine-tasting excursions, such as e-bike tours that include lunch at a countryside vineyard, go for upwards of US$150. Cooking classes start at US$130.

A well-rated tour on the lower end of the price range is the Tasting Tour in One of The Most Beautiful Cellars in the World. For US$39, you'll explore a local cellar and taste six wines paired with snacks, but the experience only lasts for one hour and takes place in the center of Montepulciano, not in the countryside. The Wine Tour Ebike Experience is more expensive at US$190, but it is private and allows you to cycle through the rolling hills of Tuscany and visit two vineyards at your own pace, with wine tastings included.

What activities are included on Montepulciano tours?

Most Montepulciano tours showcase the region's remarkable red wine and Tuscan cuisine. That means you can cook fresh pasta in a local's home, go e-biking or horseback riding past picturesque vineyards, or enjoy a sommelier-led wine tasting in a historic cellar.

Consider an all-day or multi-day tour to pack in as many sights and activities as possible. For example, the Best of Tuscany: Full Day Private Tour to Val D'Orcia takes you to taste wines in Montepulciano, see Renaissance architecture in Pienza, drive through the scenic hills of the Val d'Orcia, and wander the medieval lanes of Montalcino.

How many days in Montepulciano is enough?

Many travelers visit Montepulciano on a full-day wine-tasting tour from Florence or Siena—ideal if you want to spend a few hours strolling through the medieval hill town and tasting wines at a couple of vineyards. For a more leisurely trip to Tuscany, stay in Montepulciano for two nights, which should be ample time to take a cooking class, tour a few wineries, and make an excursion to nearby towns such as Montalcino and Pienza.

What are the best attractions in Montepulciano?

What are the best affordable things to do in Montepulciano?

You don't have to spend a fortune to have a great time in Montepulciano. Here are some of the best Montepulciano activities under US$55:

What are the best tours and things to do in Montepulciano for couples?

Couples will find plenty of romantic tours in Montepulciano. Here are some of the top activities to book now, according to previous travelers:

View all of Viator's top romantic tours in Montepulciano.

What are the best outdoor activities to do in Montepulciano?

There are tons of Montepulciano activities to enjoy in the fresh air. Here are some of the top outdoor tours to book right now:

View all of Viator's top outdoor activities in Montepulciano.

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