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  • Gaiole

    Gaiole in Chianti
    Situated on the road ss408, from Siena to Montevarchi.
    Gaiole in Chianti owes its development to its position in the valley where an important market for the local populations was centered around the year 1000.
    Its name likely comes from "gaggiolo" used to indicate a large forest.
    After 1300 Gaiole became important not only as a market but as a tertiary city of the League of Chianti, Florence's administrative and political instrument.
    Gaiole was not only an important commercial centre, but it was also important to the clergy, this is evident by the many parish churches and abbeys.

  • Gaiole in Chianti Castles

    The Chianti is full of beautiful castles. Some of the castles can only be seen from the outside, others the gardens can be visited. 
    Take a morning to visit the castles around Gaiole in Chianti:

    Castello di Meleto
    Castello di Brolio
    Castello di Spaltena
    Castello di Montegrossi
    Badia a Coltibuono
    Castello di Tornano
    Castello di Cacchiano

    For more information about the Chianti castles look at this website: http://www.greve-in-chianti.com/castelli-del-chianti/castles-of-chianti_eng.htm#.Vd64F8vosRY

  • Wine tasting around Gaiole

    Wine tasting is an important part of any holiday in Tuscany and especially in the Chianti. Around Gaiole there are many estates where this can be done. Here are a few, with their websites for further information :

    Castello di Brolio - www.ricasoli.it
    Dievole - www.dievole.it/
    Cantalici - www.cantalici.it/
    Castello di Meleto - www.castellomeleto.it
    Casanuova di Ama - www.agrariacasanuovadiama.it/
    Castello di Ama - www.castellodiama.com/

  • L'Eroica - bicycle event

    Gaiole is famous for a vintage bicycle race which is held in October. The entire route is permanently marked for visitors to follow at any time of the year. In the town square there is a small shop which sells items from the Eroica and provides as small museum about it.
    Have a look at our information about the Eroica here www.to-tuscany.com/local-tuscany/sports-and-activities/leroica-vintage-bike-race/
    Our blog written by a participant of the event blog.to-tuscany.com/2014/10/leroica.html

  • Events and festivals

    Throughout the year there are several events and festivals occuring in the area of Gaiole.
    For a calendar of events visit:

    Municipality website: http://www.comune.gaiole.si.it/area-news/calendario-eventi (in Italian only)
    Website with events all over the Chianti: http://en.chianti.it/events.php

    Some of the most popular events are:

    Cantine aperte - http://www.movimentoturismovino.it
    L'Eroica - http://www.to-tuscany.com/local-tuscany/sports-and-activities/leroica-vintage-bike-race/

  • Hamlets to visit around Gaiole​


    San Donato in Perano
    San Donato in Perano is a small medieval hamlet which is built around the San Donato chapel. It's located a short distance away from Gaiole and is worth a visit.
    Make sure you stop at Castello di San Donato in Perano for a wine tasting  - www.castellosandonato.it

  • Badia Coltibuono

    The abbey of San Lorenzo is commonly called Badia Coltibuono. Formerly an abbey, it has been transformed into a villa. It is located within the municipality of Gaiole in Chianti, only a short drive away from the town.
    The property is now a wine estate with agriturism which does wine and olive oil tastings and cooking courses. On site there is a small shop selling local products.
    Web: www.coltibuono.com

  • Vertine

    Vertine is an enchanting, stone-built, village located on a hill a couple of kilometres from Gaiole. It has been well restored to keep all its original charm. In the village is a small characteristic enoteca 'wine bar', La Vineria, where you can get a bit to eat together with an excellent glass of wine.

  • Museums and Tourist office

    Tourist Information Office
    Located in the main square
    Open from:
    From the 1st of april until the 31st of October
    Every day: 10.00-13/ 15.00-18.00
    http://www.comune.gaiole.si.it/en/node/638

Experience an official tuscany tour with

Siena and Montepulciano Small Group Tour with Winery Lunch from Florence

Meet a local guide for a tour the historical center of Siena and enter the magnificent Duomo with skip the line tickets. See all the main sights of town and learn about the passionate horse race and tournament of the Palio.
Tour a winery and sit down to savor a delicious traditional lunch at the estate paired with the area's famous wines (included).
Continue to the the picturesque hill-town of Montepulciano, famous for its Nobile wines that are produced in the many historic cellars carved out of the hill under the town and for being the setting of many movies from Under the Tuscan Sun to the more recent twilight and the Medici series.

from 173,21 US Dollar

Tuscany Movie and Wine Tour

Explore the beautiful Tuscan towns made famous through films with this 12-hour movie and wine tour from Florence. Wander the winding streets of Cortona walked by Diane Lane in 'Under the Tuscan Sun,' watch out for the vampires of Twilight's 'New Moon' in Montepulciano, and explore the locations made famous by Ralph Fiennes in 'The English Patient.' Spot the iconic rolling hills of Tuscany from 'Letters to Juliet' and enjoy a taste of the local lifestyle by sampling fine local wine, cheese, and other products from the region.

from 129,9 US Dollar

Wonderful Florence Walking Tour Including Santa Croce Basilica and Michelangelo's David

During this amazing day tour you will discover the secrets and beauty of Tuscany thanks to the visit of our most important city of art, Florence.
We'll start with the walking tour of Florence, without doubt the city where the Italian genius has flourished with the greatest display of brilliance and purity. Included on your visit the opportunity to get the entrance to the Accademia Gallery, where the original Michelangelo's David is, and Santa Croce church, the Pantheon of Italians.

from 140,73 US Dollar

Florence for Foodies

Savor the flavors of authentic Tuscan cuisine with this private gourmet food tour in Florence. Visit markets, taste wine, and learn about the region's culinary history.

from 59,54 US Dollar
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