All Montepulciano Tours & Excursions in 2026

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Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

Nothing says Tuscany like olive groves and vineyards. Savor the beauty of the Tuscan hills with this al fresco lunch under the olive trees at a farm just outside Montepulciano. Take in views of the Valdichiana and Val d’Orcia countryside while relaxing over a four-course meal featuring Tuscan specialties paired with the estate’s own wines. Opt to relax by the pool or in the spa after your meal (extra charge).

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Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

3 hoursFree Cancellation

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Point of Sale with Chef: Tour & Cooking Class in Montepulciano

4 hoursFree Cancellation

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Tuscan Wine Tasting with Professional Sommelier in Montepulciano

2 hoursFree Cancellation

5% savings

from

$79$75

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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

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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!

Price varies by group size

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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

5% savings

from

$206$196

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Montepulciano Wine Tasting with typical Tuscan Cold Cuts

What’s more Tuscan than a plate of cold-cuts and a glass of wine? After visiting the property and the old cellar, the experience goes on with the tasting of 3 of our wines, paired with a typical “tagliere” made just by the local and high-quality products. 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.

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Montepulciano Wine Tasting with typical Tuscan Cold Cuts

1 hour 15 minutesFree Cancellation

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Home Cooking Class & Meal with a Local in Montepulciano

3 hoursFree Cancellation

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

3 hoursFree Cancellation

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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% savings

from

$74$71

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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 hourFree Cancellation

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Private Watercolor Painting Experience in Montepulciano

2 hoursFree Cancellation

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Tuscan cuisine is one of the most famous in Italy, so there’s no better place to learn how to make the region’s most traditional dishes than Montepulciano in the heart of Tuscany. Meet with a Tuscan chef to prepare four iconic recipes together, including “crostino toscano”, fresh “pici” pasta with "aglione" sauce, and “cantucci” cookies. Feast on your handiwork over a sit-down meal to cap off your class.

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Cooking Class and Tuscan tradition in Montepulciano

5 hoursFree Cancellation

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Montepulciano: Wine Tour with Tasting & Appetizers in the Cellar

1 hour 30 minutesFree Cancellation

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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

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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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San Biagio in Montepulciano Entrance Ticket

1 hour to 1 hour 30 minutes

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This experience is different from classic sightseeing because it combines a creative activity, authentic Tuscan farm life and a traditional lunch. Guests take part in an interactive workshop of handcrafted soaps, where they can create their own personalized soap by choosing colors, scents and molds in the shape of animals such as alpacas or piglets. It is a fun and relaxing activity, suitable for couples, families and small groups. The experience continues with a visit to a real Tuscan farm, where guests will discover the breeding of Cinta Senese pigs, one of the oldest and most representative breeds in Tuscany. The tour ends with a typical Tuscan lunch on the farm, prepared with local products and ingredients from the countryside. This experience allows travelers to experience the Tuscan countryside in an authentic way, actively participating and bringing home a bar of soap made with their own hands as a unique souvenir of the day.

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Create your own Soap in Fattoria Tour Cinta and Tuscan Lunch

3 hours 30 minutesFree Cancellation

5% savings

from

$103$98

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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

Price varies by group size

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Tour of the historical cellars in Montepulciano

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 minutesFree Cancellation

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The experience is distinguished by the departure DA a real Tuscan farm, the use of comfortable e-bikes with double suspension and the Guide of a Destination Expert who will make you discover hidden corners, stories and traditions of the Montepulciano hills. You will cross authentic landscapes among vineyards, ancient churches and spectacular views, experiencing Tuscany more genuine and far from mass tourism. Book now for an unforgettable adventure!

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E-bike tour Montepulciano and Val d’Orcia with Guide

3 hoursFree Cancellation

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Engage in an authentic pottery class with a local artisan in the historic Valdichiana Senese region, renowned for its exquisite ceramics. This hands-on workshop offers the unique opportunity to shape and paint your very own terracotta piece, guided by a skilled artisan who will share age-old techniques and contemporary inspirations. The session lasts two hours, providing insights into the vibrant history and craftsmanship of Italian ceramics. Leave with a beautifully crafted piece to cherish, or opt for firing and shipping of your work for added convenience.

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Pottery Class with a Local Artisan close to Montepulciano

2 hoursFree Cancellation

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The Tuscan hill town of Montepulciano is surrounded by rolling vineyards where some of Italy's most prestigious wines are produced. Delve into the world of Vino Nobile di Montepulciano with this wine tour that stops at two boutique wineries to meet the vintners and learn about the history and production of their storied reds. Stroll through the estates to take in the views, visit the cellars, and relax over a guided wine tasting.

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Vino Nobile di Montepulciano Wine Tour - Meet the producers

3 hours 30 minutesFree Cancellation

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Pasta Fresca in Valdichiana Senese

2 hours 30 minutesFree Cancellation

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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

Price varies by group size

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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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