All Montepulciano Tours & Excursions in 2026 - page 4

83 results

Montepulciano is one of Italy’s most prestigious wine-making areas, but not all cellars are open to the public. Take the guesswork out of visiting a local winery with this pre-booked tour and tasting. Connect with a winemaker and explore the vineyard and barrel rooms while learning about the estate’s history and production, then sample a variety of DOC and DOCG labels, including Vino Nobile di Montepulciano.

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Wine tasting

1 hourFree Cancellation

from $36

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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3.0

(2)

Private Tour in Vintage Fiat 500 - Val d'Orcia

3 to 4 hoursFree Cancellation

from $359

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 rental in Montepulciano and Val d’Orcia

3 hoursFree Cancellation

from $526

Per group

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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4.5

(15)

Vino Nobile di Montepulciano Wine Tour - Meet the producers

3 hours 30 minutesFree Cancellation

from $191

Likely to Sell Out

Two explorers on e-bikes among the rolling hills of Montepulciano, with a golden round bale as their travel companion: authentic Tuscany in a single shot.

This tour is designed for travelers who want to experience Tuscany authentically yet effortlessly: we ride on quiet, scenic backroads away from the classic tourist tracks. The experience is completely private and customizable, guided by a passionate local expert who knows every hidden corner of the Val d’Orcia. The e-bikes make it easy for everyone to enjoy postcard-perfect landscapes in Montepulciano. It’s the perfect blend of nature, culture, and relaxation!

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Montepulciano Mountain Bike Private Tour

3 hoursFree Cancellation

from $215

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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4.9

(20)

E-Bike Val d'Orcia Experience

4 to 6 hoursFree Cancellation

from $185

5.0

(2)

Private Watercolor Painting Experience in Montepulciano

2 hoursFree Cancellation

from $179

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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4.5

(2)

San Biagio in Montepulciano Entrance Ticket

1 hour to 1 hour 30 minutes

from $12

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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4.8

(6)

Romantic Vespa Tour and Wine Tasting

5 hours

from $238

194

Special vegan cooking class in Tuscany: discover the flavours of Valdichiana Senese

3 hoursFree Cancellation

from $178

This experience offers the perfect blend of adventure, culture, and local flavor. Ride effortlessly through the scenic Tuscan hills with an expert guide, visit a small family-run winery for an authentic 4-wine tasting. What makes it truly special is the final stop at our farm, where you'll meet the rare Cinta Senese pigs, a centuries-old Tuscan breed raised with care. It's not just a bike tour—it’s a deep dive into Tuscany’s land, traditions, and tastes.

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E-Bike Tour in the Tuscan Hills with Wine Tasting

2 hours 30 minutesFree Cancellation

from $215

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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