Top Montepulciano Tours, Sightseeing & Cruises

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 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.

In Florence, a few steps from the Duomo, there is a special experience going on: an exclusive Italian wine tasting experience. Don’t miss this chance to discover and taste 3 of the best Italian wines in a traditional enoteca in the heart of Florence city center. Daily, in an typical and traditional wine bar enoteca located in the heart of Florence a special event is going on: a Wine Tasting Experience. Enjoy 1-hour experience, you will taste three of the most important Tuscan wines, known all around the world, such as Vernaccia di San Gimignano, Chianti Classico and Carmignano. A sample of wine, approx 35 ml per wine, will be served with bruschette made by the Chef with local products. During this journey throughout the winery world, a sommelier will explain to you in depth the particularity of those Italian excellencies. Included in the experiences there are water and wine, and bruschette Learn how to match your wine with tasty food, and how wines are made and taste with a sommelier.

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. During our tour, we will climb through 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? When we reach the summit of the town, we will find ourselves in the magical Piazza Grande, where we will be able to visit the never-finished Cathedral, the Fortress, and enjoy a wonderful view over the Val di Chiana and part of the Val d'Orcia. Last but not least, our tour will take us underground to visit one of the ancient wineries of the town, and taste a glass 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. (Anti-Covid Vaccinated Tour Guide)

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.

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.

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.

This tour will be a slow one, giving you the opportunity to decide if you wanna stop for an unplanned visit or, just to get a taste of the typical food and/or wine offered along the way, getting the opportunity to save time and to discover the best corners and to get the shots of the medieval town... how can you miss it?

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.

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.

Meet Ciro, the domestic pig, on this small-group tour of the Cinta Senese farmhouse. You’ll also meet Roberto, the local farmer, who will tell you all about the pigs at the farmhouse. Over the course of the tour you’ll have a light lunch featuring a local wine tasting plus cold cuts, Pecorino di Pienza cheese, and much more.

"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.

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.

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.

In the heart of a 1300s village, you will discover the history and a family where the Nobile di Montepulciano will be the protagonist. Enjoy the tour that will take you from the winery to the vineyards. In this experience you will be guided on a walk among the rows of 50 year old Prugnolo Gentile and Sangiovese and among the oak barrels of the aging cellar dating back to 1300, where the native Rosso di Montepulciano "Dogana", the Nobile di Montepulciano "Maestro", the elegant Nobile Riserva and the Terrarossa are still produced. At the end of the visit you will have the opportunity to taste 6 labels in an unique place: the panoramic terrace overlooking the beautiful vineyards of the estate and a 360 degree view of Montepulciano.

Wine lovers experience in Montepulciano: perfect experience in Montepulciano for real wine lovers.

Roberto gets to know his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the Tuscan countryside. The experience is as rural as it is unforgettable; after a walk through the vineyards and olive grove, you will have the opportunity to interact with "Ciro", or the domestic pig, and to meet his entire company of Cinta Senese pigs having fun in the mud. after meeting these cute animals (and maybe even taking some selfies with them), it will be time to delight your palate with a dinner based on local products

This adventure is also perfect for children, who can participate and have fun together with the alpacas. An unforgettable experience for the whole family!

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.

While the Tuscan countryside is enchanting from any angle, the beautiful landscape is truly breathtaking from the air! Get an amazing new perspective on the area’s vineyards, olive groves, and rolling hills with a morning hot air balloon flight. Climb into a basket and rise up into the air for an unforgettable flight over Montepulciano and Val d'Orcia. Once back on solid ground, celebrate with a glass of Champagne and a light breakfast.

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

Combine a scenic, gently-paced cycling ride with a tasty lunch and wine tasting during this half-day, small-group excursion in Tuscany. Bike through winding country rodes and picturesque villages. Then, taste local wines in a vineyard and enjoy a Tuscan lunch. Upgrade to an e-bike at an additional cost.

A guided wine trekking through the hills and vineyards surrounding the winery of our farm. A unique landscape, chiseled over the centuries by the encounter between nature's work and human intervention. The return will be even more pleasant, you will be welcomed in our cellar to learn all the steps that lead to the creation of a wine. You can then enjoy the tasting accompanied by an appetizing Tuscan menu with a first choice, a cheese and salami platter, plus dessert.