Wine and cheese · Tuscany
Prices checked 2026-11-04.
GetYourGuide, Viator and Musement list 46 wine tours and tastings that name Montalcino. Prices run from €29 to €1,190 a person, €248 in the middle of the range. 18 are rated 4.5 or better from at least ten reviews; those come first below.
Every listing on this page names Montalcino in its title: tastings at its estates, tours that stop there, and lunches among its vineyards. For the rest of Tuscany, see the region's own lists below.
Best reviewed
4.7 (514)12 hours
Uncover the hidden gems of Tuscany on a guided day trip to the medieval villages of Montalcino, Pienza and Montepulciano from Florence with two different wine tastings in Montalcino and M...
4.8 (321)10.5 hours
Discover the beautiful Val d’Orcia on a day trip through three Tuscan gems. Enjoy wine tasting in Montalcino, lunch in Pienza, and olive oil tasting in medieval Montepulciano.
5.0 (101)4 h
I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experie...
4.5 (94)11 hours
Discover Tuscany’s charm on a wine tour from Florence. Visit Montepulciano, enjoy a traditional Tuscan lunch with wine, and explore Pienza and Montalcino.
5.0 (71)8 h
Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this extraordinary wine.
5.0 (46)9 h
This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed as one of the best wines in th...
5.0 (28)8 h
A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of the world famous Tuscan flavors and the Brunello wine. ...
5.0 (28)8 h
This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be...
5.0 (19)9 h
Discover the rich flavors of Tuscany on this immersive food and wine tour. Begin your day at a family farm in Pienza, renowned for its pecorino cheese, where you'll explore the grounds an...
5.0 (19)8 h
• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. Travel in a luxury minivan throug...
5.0 (19)6 h
A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on the Via Francigena, an ancient pi...
5.0 (18)10 h
ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This tour includes a visit to all the th...
5.0 (18)2.5 h
During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits you, where you wil...
5.0 (16)9 h
Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most beautiful panoramic routes, skirt...
5.0 (16)9 h
This tour will take us to the South of Siena to the famous area of Brunello di Montalcino. We'll start our journey as always in Siena and follow the windy roads of the Crete Senesi - the ...
5.0 (13)8 h
The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to two small family run wineries. A walk in the...
5.0 (11)3 h
Enjoy a 3-hour tour through the wonderful Tuscan hills and old historical farm houses, hamlets, and castles to explore Brunello wine country. Tutored wine tasting of Rosso and Brunello di...
5.0 (11)8 h
* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan with air condition...
4.4 (390)12.5 hours
Discover the authentic flavors of Tuscany on a group tour journey through Pienza, Montepulciano and Montalcino. Enjoy a traditional lunch with wine pairing and taste Brunello di Montalcino.
5.0 (9)5 h
Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part of Montalcino and Brunello region, riding on paved ...
5.0 (8)9 h
Perfect for wine aficionados and nature lovers alike, the Brunello Grand Tour Experience offers a deep dive into the world of one of Italy’s most renowned wines, Brunello di Montalcino. T...
5.0 (8)3 h
Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in the UNESCO-l...
5.0 (7)1.5 h
Enjoy an exclusive one-hour wine tasting experience featuring warm homemade bread and exquisite Tuscan olive oil. Take a leisurely stroll through the vineyard before indulging in a guided...
4.2 (6)11 hours
Enjoy a full-day exploration of Tuscany's villages and wine regions, starting from Siena. Discover the beauty of San Gimignano, the Chianti wine area, and the Montalcino fortress.The day ...
5.0 (3)2.5 h
Join us for a delightful wine tasting experience, complemented by a traditional Tuscan lunch. Stroll through our organic vineyard and take in the stunning views while savoring two distinc...
5.0 (3)5 h
This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully licensed Mercedes van with air conditi...
5.0 (3)3.5 h
Enjoy an unforgettable day: let us guide you through the rolling hills and vineyards to discover the local flavors and scents Montalcino is a land of great wines, but perhaps not everyon...
5.0 (3)9 h
A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location (hotel, B&B or private apartment) and take you...
5.0 (2)4 h
Explore the exquisite wines of Tuscany with the Brunello di Montalcino Wine Tour from Cortona. This half-day adventure takes you to the renowned Wine Resort Colsereno, where you’ll enjoy ...
5.0 (2)7 h
Original full day tour that will lead you into the most charming wine cellars which produce the king of Italian wines: Brunello di Montalcino. An experience among the vineyards and the g...
5.0 (2)9 h
- Very knowledgeable drivers with explanation about wine, food and general history of the area. - Visit the picturesque town of Montalcino in the Val d’Orcia Natural Park, World renowned ...
5.0 (2)7 h
One of the best wine region of the world with a local driving-guide and wine connoisseur, born and raise in the area.Private tour in two boutique wineries , driving through the most sceni...
5.0 (1)10 h
Discover the essence of Tuscany on the Brunello di Montalcino Wine Tour, a full-day adventure through Val d’Orcia. Marvel at rolling hills and cypress trees as you visit a boutique winery...
5.0 (1)7.5 h
Enjoy a private tour of two of Montalcino’s most exclusive wineries, taste their award winning wines and visit their winemaking facilities. Our native English speaking guide will be with ...
5.0 (1)4 h
Join us for a delightful wine tasting experience, complemented by a traditional Tuscan lunch. Stroll through our organic vineyard and take in the stunning views while savoring two distinc...
5.0 (1)8 h
Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-Sommelier The small towns of Montalcino, Pienza and Montepulciano...
5.0 (1)8 h
When we say "exclusive" we mean it. In this tour we have selected for you, unique experiences in each of the 2 wineries you are going to visit. Only the "best of the best". No discussi...
5.0 (1)10 h
On this Tours there is a selection of the Top Wineries of Montalcino, you will have a real Brunello di Montalcino Top experience, and a professional English speaking driver that will make...
5.0 (1)6 h
Author's trekking at the historic cellar of Montalcino This is a path in the Brunello vineyards along which there are the dedications of the winners of the "Casato Prime Donne Award" and ...
5.0 (1)40 min
What makes this experience truly unique is the opportunity to discover the authentic soul of Montalcino through the intimate atmosphere of Paradiso di Cacuci, a family winery nestled in a...
5.0 (1)2 h
Enjoy a private picnic in the vineyards with Tuscan specialties,Taste the famous wines of Montalcino,Admire the spectacular views of the Montalcino valleys
5.0 (1)48 h
Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this two Days and one Night private excursion from Florence. Enjoy three different regional and world f...
5h 30m
Spend a half day immersed in the culture, wine, and exceptional cuisine of Tuscany as you explore some of the region’s most iconic destinations. You'll have the opportunity to discover Mo...
Join this tour and enjoy an exclusive wine tasting experience together with typical Tuscan lunch in a medieval Castle in Montalcino.There, you will have the opportunity to walk in the vin...
Enjoy an exclusive wine tasting experience in a medieval Castle in Montalcino.You will enjoy a nice walk in the vineyard and admire the amazing Tuscan landscape of the Brunello region.An ...
10 hours
2 Brunello Wine tastings Lunch included in one of the winery 1 little town in Val d'Orcia Visit of a Fantastic Unique Medioeval cathedral Scenic drives along the val d'Orcia roads
Listings, prices and ratings come from GetYourGuide, Viator, Musement. We earn a commission when you book through these links; it does not change the price you pay.
At the table
The food and wine pairings our editors chose for Tuscany, the dishes you are most likely to meet on a tasting or at lunch.
Before you book
Across the 46 wine tours and tastings listed here, prices start at €29 and the middle of the range is €248 per person; 3 cost under €50. Prices are the marketplaces' own and were last checked on the date shown at the top of the page.
By rating and number of reviews on the marketplaces: Florence: Montalcino, Pienza, Montepulciano & Wine Tastings (4.7 from 514 reviews), Florence: Val d’Orcia Wine, Brunello Montalcino, Montepulciano (4.8 from 321 reviews) and Brunello Wine Tour and Val D'Orcia Landscape (5.0 from 101 reviews).
Most take about a full day; the listing for each one gives its exact length.
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