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Member Pricing
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
4 to 5 hours
5.0
(1)
5% savings
from
$620
$589
Price varies by group size
Member Pricing
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
2 hours
5% savings
from
$458
$435
Per group
Member Pricing
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 minutes
Free Cancellation
3.9
(27)
5% savings
from
$90
$86
Member Pricing
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!
4 hours
3
Operator reviews
5% savings
from
$286
$272
Price varies by group size
Member Pricing
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 hours
Free Cancellation
15
Operator reviews
5% savings
from
$154
$147
Price varies by group size
Member Pricing
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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Private Tour in Vintage Fiat 500 - Val d'Orcia
3 to 4 hours
Free Cancellation
3.0
(2)
5% savings
from
$343
$326
Member Pricing
Certo, ecco la traduzione in inglese: This tour is designed for true wine lovers who wish to discover Montepulciano through its wines and wineries, enjoying a full immersion into the world of Vino Nobile di Montepulciano. Accompanied by a professional driver, you will visit three selected wineries, each with its own identity and production philosophy. Through guided tastings of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG, you will have the opportunity to compare different production styles and observe how the same grape variety and territory can give rise to wines with different expressions. During the visits, you will discover how vineyard choices, winemaking techniques, and ageing methods influence the character of each wine, revealing the diversity of Vino Nobile di Montepulciano. At the second winery, the tour includes a traditional Tuscan light lunch, served at the winery and accompanied by local products, offering a pleasant break between tastings.
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Wine lovers experience in Montepulciano: full day
6 hours
Free Cancellation
4.4
(5)
5% savings
from
$400
$380
Member Pricing
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
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Cinta Senese tour with tasting dinner on the farm
2 hours 30 minutes
Free Cancellation
5.0
(4)
5% savings
from
$74
$71
Member Pricing
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
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Montepulciano private guided tour
2 hours
Free Cancellation
23
Operator reviews
5% savings
from
$320
$304
Per group
Member Pricing
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.
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Montepulciano Wine Tasting in the Tuscan Countryside
45 minutes
Free Cancellation
4.9
(11)
5% savings
from
$29
$27
Member Pricing
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
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Visit of the Pig Farm in Montepulciano with Lunch
2 hours 15 minutes
Free Cancellation
15
Operator reviews
5% savings
from
$57
$54
Member Pricing
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.
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Tuscany Countryside in 2 Days on Horseback and E-Bike in Montepulciano
2 days
Free Cancellation
15
Operator reviews
5% savings
from
$618
$587
Member Pricing
Slow down and experience Tuscany at your own pace in this refined side of Tuscany with a private Val d’Orcia slow experience, designed for those who value beauty, comfort, and unhurried moments. No rushing, no tight schedules—just time to enjoy Tuscany. Begin with a traditional Italian breakfast in the quiet village of Monticchiello, featuring homemade pastries and freshly brewed coffee. Travel through the iconic rolling hills of the Val d’Orcia, stopping in elegant villages such as San Quirico d’Orcia, far from the crowds. Enjoy a curated Tuscan picnic in nature with artisanal cheeses, cured meats, fresh bread, and your choice of wine, beer, or water—set against one of Italy’s most breathtaking landscapes. In Bagno Vignoni, take time to explore or simply unwind. Relax under the trees and experience a peaceful siesta in complete tranquility. * Private, refined slow tour * Italian breakfast and curated picnic * Scenic villages and countryside * Time to relax and disconnect
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Private Val d’Orcia Tour with Picnic & Relax in Bagno Vignoni
5 to 6 hours
3
Operator reviews
5% savings
from
$801
$761
Per group
Member Pricing
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.
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Montepulciano countryside E-bike virtual guided tour
3 to 4 hours
Free Cancellation
1.0
(1)
5% savings
from
$89
$85
Member Pricing
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 hours
Free Cancellation
5% savings
from
$206
$196
Member Pricing
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.
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Tuscany Tour: Montepulciano, Pienza & Montalcino
12 hours
Free Cancellation
5.0
(1)
5% savings
from
$566
$538
Price varies by group size
Member Pricing
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 minutes
Free Cancellation
15
Operator reviews
5% savings
from
$103
$98
Member Pricing
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.
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Wine Tour of the small producers in Montepulciano
3 hours
Free Cancellation
200
Operator reviews
5% savings
from
$166
$158
Member Pricing
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 hours
Free Cancellation
4.9
(124)
5% savings
from
$303
$288
Member Pricing
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 hours
Free Cancellation
200
Operator reviews
5% savings
from
$151
$143
Member Pricing
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.
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Private Montepulciano Nobile Wine Tasting
2 hours
Free Cancellation
15
Operator reviews
5% savings
from
$97
$92
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