Skip to main content

Top Montepulciano activities

Montepulciano trip ideas

All Montepulciano Tours & Excursions in 2026 - page 2

88 results

Embark on a captivating journey through the Tuscan Countryside, immersing yourself in the timeless beauty of this renowned region, celebrated for picturesque landscapes, historic towns, and exquisite wines. Our adventure begins in Montepulciano, a charming hilltop town renowned for medieval architecture and delectable wines. Explore cobblestone streets, visit historic cellars, and savor the rich flavors that make Montepulciano a haven for wine enthusiasts. Next, venture to Pienza, a UNESCO World Heritage site and birthplace of Pope Pius II. Marvel at well-preserved Renaissance architecture, stroll quaint streets, and indulge in local pecorino cheese—a culinary delight for which Pienza is renowned. Continuing the journey, arrive in Montalcino, a fortress town surrounded by vineyards producing the illustrious Brunello di Montalcino wine. Delight your senses with a wine tasting experience, sampling bold and complex flavors that have made this wine world-famous.

Tuscany Tour: Montepulciano, Pienza & Montalcino

12 hoursFree Cancellation

Price varies by group size

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.

Montepulciano - Private Historic Walking Tour

Pasta Fresca in Valdichiana Senese

3 hoursFree Cancellation

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.

Montepulciano: Wine Tour and tasting

1 hourFree Cancellation

Likely to Sell Out

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.

Montepulciano Wine Tasting in the Tuscan Countryside

45 minutesFree Cancellation

"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.

Twilight Saga: the New Moon tour in Montepulciano

2 hours 30 minutesFree Cancellation

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).

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

3 hoursFree Cancellation

Traditional Tuscan lunch in the cellar in Montepulciano

2 hoursFree Cancellation

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.

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

2 hours to 2 hours 30 minutesFree Cancellation

Giacomo, Chef & Sommelier

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.

Tuscan Cooking Class -Traditional Pasta Menu

4 hoursFree Cancellation

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.

Tour of the historical cellars in Montepulciano

2 hours 30 minutesFree Cancellation

Private Watercolor Painting Experience in Montepulciano

2 hoursFree Cancellation

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.

Vino Nobile and Tuscan flavors: winery lunch in Montepulciano

2 hours 30 minutesFree Cancellation

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.

Private Montepulciano Wine Experience with Lunch in Local Setting

Price varies by group size

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

Montepulciano private guided tour

2 hoursFree Cancellation

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.

Cooking Class and Tuscan tradition in Montepulciano

5 hoursFree Cancellation

Likely to Sell Out

Discover the Tuscan agricultural tradition with a visit to the farm of Cinta Senese breed pigs in Montepulciano. Immersed in the countryside, this tour offers an authentic experience of farming life, where you can explore the olive groves and get up close and personal with the farm animals. Delight your palate with a traditional lunch, complete with cold cuts, cheeses from Pienza and Montepulciano wine. An excellent opportunity to immerse yourself in local culture and gastronomy. - Duration of tour: 2 hours - Lunch included with local products and wines - Accessible to all, including people with reduced mobility - Meeting point : Via Madonna della Querce 6 - A, Montepulciano

Visit of the Pig Farm in Montepulciano with Lunch

2 hours 15 minutesFree Cancellation

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.

Food Tour Montepulciano

2 to 3 hoursFree Cancellation

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

E-Bike Val d'Orcia Experience

4 to 6 hoursFree Cancellation

Upon your arrival we will welcome you to visit the winery and discover all the winemaking processes together. After the visit we will reach the table among the rows where you will eat wrapped in the colors and scents of nature. An experience that is a must for Tuscan wine enthusiasts, interested in learning more about the territory and places of this magnificent region. To have meals in the vineyard, in the spring, summer and autumn, conveys Tuscan history and warmth.

Enjoy a meal with wine tasting in the vineyard of Podere Casanova

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

Cinta Senese tour with tasting dinner on the farm

2 hours 30 minutesFree Cancellation

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!

E-bike rental in Montepulciano and Val d’Orcia

3 hoursFree Cancellation

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.

Private Montepulciano Nobile Wine Tasting

2 hoursFree Cancellation

Quality, Tradition, and History - Step into Tuscany's oldest cooperative (since 1937), welcomed into a family atmosphere that blends taste and simplicity while celebrating the work of hundreds of local producers. Exclusive Cellar Tour with an Expert - After the welcome, the tour moves inside the historic cellars. Here you will see up close where the wine takes shape. The secrets of winemaking will be revealed to you, exploring the wine's entire life cycle. Guided Tasting - The highlight of the visit is a guided tasting of four wines representative of the territory. The wines will always be accompanied by Tuscan ciaccino produced by the winery. A Tailored Experience - Depending on the option chosen during booking, your experience will transform. If you opt for the Light Lunch, the tasting will be paired with a rich menu of local specialties, such as a board of typical cheeses and cured meats, lasagna, and, for dessert, cantucci biscuits served with Vin Santo.

Montepulciano: Cellar Tour, Wine Tasting & Lunch

1 hour 30 minutesFree Cancellation

en

911dd3b3-4199-46df-9f8e-fc7ef853ab9b

things_to_do

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.

More Tours in Montepulciano

Attractions in Montepulciano, Italy

Things to do near Montepulciano

Montepulciano Best Experiences

Popular on Viator

Wine Tastings Food Tours Dinner Wine Making Workshops Nature Walks Restaurants Cooking Classes Food & Drink ATV Tours Transportation Honeymoon Packages Travel & Transportation Services