Top Montepulciano How to Get Around in 2026

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.

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.

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.

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.

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.

Discover Montepulciano and the Val d’Orcia in complete freedom, without Guide and without using your smartphone. The rental includes good quality e-bikes, bi-cushioned and comfortable even on dirt roads, with high capacity batteries suitable for long distances. Each bike is supplied with a dedicated GPS navigator and selected routes already loaded, to easily follow scenic roads, vineyards, olive groves and historic villages. You can ride at your own pace, stop when you want and experience Tuscany without rigid schedules or groups to follow. Before departure you will receive all the necessary explanations about the e-bike and the navigator, with assistance available during the rental.

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!

The private e-bike tour starts from Montepulciano and develops a circular route towards Pienza and Monticchiello, crossing some of the most iconic landscapes of the Val d'Orcia. The route measures about 38 km with 684 m of positive elevation gain and altitudes between 321 and 546 m: intermediate level. The indicative duration is 4-5 hours, excluding stops. The itinerary alternates paved secondary roads, dirt roads, stretches of countryside, and panoramic ups and downs, with possible short sections open to traffic. During the tour, you cycle through hills, cypress trees, estates, and continuous views of the Tuscan countryside. Pienza, with its historic center recognized by UNESCO, represents one of the main stops, while Monticchiello retains a more intimate and medieval character, ideal for a break. The tour is scenic and not technical, but it features climbs to tackle at a regular pace. It is recommended especially in spring and autumn; in summer it is preferable to leave early in the morning.

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.

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

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.

"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.

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.

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.

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.

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.

This experience allows you to experience the farm in an authentic and participatory way, not just observing the animals from afar. You will get to know goats and donkeys up close, discover their character and habits, and then accompany one during a walk in the Tuscan countryside. The small group and the constant presence of the guide make the experience relaxed, personal, and suitable even for families.

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 lunch 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.

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.

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.

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.

Discover Montepulciano with a private tour. In 1500 Antonio da Sangallo fortified this town, an ancient settlement of Etruscan origin, which became the important castle on the borders of the Grand Duchy of Tuscany. Montepulciano was the birthplace of Poliziano, poet and secretary of Lorenzo the Magnificent and we will pass under his house. The elegant town is full of noble residences and Renaissance churches. we will visit the Piazza Grande, the natural theater of many artistic, folkloric and oenological events. We will visit its incredible medieval cellars dug into the rock under the noble palaces, for centuries the place of aging of Vino Nobile di Montepulciano DOCG. Let's discover together the surprising beauties of this small city of art - It is also possible to go on an exciting URBAN TREKKING from San Biagio to Porta a Prato and back, with a visit to the medieval cellars. Suggested tour for ART and WINE lovers

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.