Montalcino, Tuscany

Overview

Discover Montalcino: Private Tours, Experiences & Custom Travel

Montalcino is a town which is situated in one of the most enchanting natural landscapes of the world. The long lines of vines have assigned Montalcino a prestigious position amongst Italian wine producers. The fabulous Brunello and Rosso di Montalcino are exported throughout the world and considered to be amongst the very best Italian wines.

Montalcino represents a wealth of history with its unchanged Medieval appearance: the Castle of Artigiano, the Castle Poggio alle Mura, the Romitorio Fortress and the Church of St Resituita, not to mention the Nearby Abbey of St Antimo. Culture and art are present in the United Museums which combine the Civic Museum and Diocesan Museumwhere one finds a host of frescos from the Siennese school of the XII and XIV centuries.

Visitors can also experience the popular festivals which represent historical traditions, such as the tournament for the opening of the hunting season, or the Festival of the Thrush, a spectacular event with processions, period costume and local gastronomy.

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Explore Montalcino

Our own photographs

Montalcino Through Our Eyes

Photographed during our own travels and research, these images follow the journey through Montalcino, from the first view of the landscape to the small details that give the place its character.

Montalcino, Tuscany, Vinyards

Montalcino, Tuscany

Abbey at Montalcino

Map

Get your bearings before you go

Multi-Day Holidays Tours

Whole journeys, planned end to end

Florence, Tuscany and the Italian Riviera

A classic introduction to the must-see sites of Tuscany and Cinque Terre. From the wine-growing lands of Chianti and Val d'Orcia to the Renaissance splendour and the museums of Florence, the tour ends in the incredible natural beauty of the Italian...

Private

10 Days / 9 Nights

Private & Small Group Tours in Montalcino

Days out with people who know the way

Private Wine Tour of the Orcia Valley

The Orcia Velley in south-eastern Tuscany is one of the most beautiful regions in Tuscany and a world renowned UNESCO World Heritage site. Known for the golf-course-like hills of green and gold (depending on what season you visit), this area is fam...

Private

Montalcino Cooking Experience

Join us in the heart of the Brunello di Montalcino region for a refined culinary immersion on a historic vineyard estate. Beginning with a guided tour of the cellar and vineyards, you will then don your apron to create classic Tuscan dishes — working...

Semi-Private

Music and Wine in the Val D'Orcia

If you want to experience the genuine beauty of the Tuscan countryside, taste the great wines produced there and learn how they are made, try out the traditional dishes and learn how to cook them, enjoy a wellness session with your loved one, or simp...

Private

Pienza, Montepulciano and Tuscany's Beautiful Orcia Valley

The Orcia Valle or Val D`Orcia located in South Eastern Tuscany is an area of Tuscany very infrequently visited by tourists, although it is one of Italy`s most beautiful landscapes to behold and we highly recommend if you have the time that you disco...

Private

8 hours

Hotels

Rooms we would happily sleep in again

Italy,Tuscany,Montalcino

Hotel

Hotel Dei Capitani

★ ★ ★

Situated in part of the eighteenth-century "Catasto Leopoldino" in the historic centre of Montalcino...

Luggage Storage +4 more

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Photo Gallery

Castiglion Fiorentino

Viareggio

Volterra

Arezzo

Bagno Vignoni

Barga

Carrara

Castiglion Fiorentino

Chianciano Terme

Chianti

Cortona

Elba Island

Fiesole

Florence

La Verna

Livorno

Lucca

Maremma

Montalcino

Montecatini

Montepulciano

Monteriggioni

Monticchiello

Pienza

Pietrasanta

Pisa

Porto Santo Stefano

San Gimignano

San Miniato

Saturnia

Siena

Terme di San Filippo

Val D'Orcia

Viareggio

Swimming Pool +1 more

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Italy,Tuscany,Lucca

Villa

Villa Amore: Great Villa for Groups in Tuscany Walking Distance from Town with full Yoga Studio

15 Beds 15 Baths 30

Air Conditioning +15 more

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Italy,Tuscany,Florence,San Casciano in Val di Pesa

Villa

Villa Nicola in Chianti

5 Beds 10

BBQ +12 more

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Getting here

The Road to Montalcino

Most of our guests arrive by private car, with a driver who knows these roads and where it is worth stopping along the way. These are the journeys we arrange most often.

Montepulciano Tuscany Siena Tuscany Cortona Tuscany Arezzo Tuscany Florence Tuscany, Peretola Airport Rome Lazio, Fiumicino Airport

Experience the Palio Race in Siena Italy with Italy Vacation Specialists

View over Cortona Italy, Etruscan Town of Cortona

Arezzo - Town Centre, Etruscan City, Tuscany Italy

Where you are going Montalcino, Tuscany

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In their words

Stories That Stay With You

Here's what our guests share about their unforgettable journeys

“Dear Guiseppe and Jesse, We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future. Hotels 1. Hotel Sovestro in San Gimignano was wond…”
Ron and Deb Crosby Read their story

“In August 2018, my family of four and myself travelled from Vancouver, BC to Rome Italy and spent 3 weeks touring Italy with IVS. This company had come highly recommended by many friends and associates of ours who had used them before and indeed to say they do…”
Vijaya Sunil CPA, CGA Read their story

“Jesse, There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve hig…”
Jo Ann West Read their story

“We're home now from the most amazing trip to Italy! I can't thank you enough for your efforts and coordination of what was without question the finest vacations I've been on to date”
Carol Carson Read their story

“Jesse & Giuseppe, Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever”
Bob & Sandy Read their story

“The trip was great; we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details, in particular Giuseppe spending the time and the focus with us on the road and as w…”
Leon and Michele Read their story