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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

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Pisa and the Leaning Tower Half-Day Trip from Florence

Discover the delights of Pisa on an afternoon tour from Florence, led by a friendly local guide. After traveling through the gorgeous Tuscan countryside, explore Cathedral Square (Piazza dei Miracoli) and pose for photos by the iconic Leaning Tower of Pisa.

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With this 1.5-hour guided tour of the Civic Museum you will discover one of the major Italy museums. Inside Palazzo Pubblico an expert guide will explain you the frescoes, created by some of the most important 14th century artists, such as Simone Martini, Duccio di Buoninsegna and Ambrogio Lorenzetti. Worth mentioning is La Maestà, by Simone Martini of 1315, a Masterpiece of European Gothic Art. Another important masterpiece is the Buongoverno ("good government") by Ambrogio Lorenzetti, one of the first examples of civil art. The exhibition occupies 10 rooms and inludes artistic works from the 14th up to the 19th century, offering visitor a complete overview of the evolution of Sienese art.

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Day Trip to Venice by Bus from San Gimignano

Visit one of the most romantic cities in the world on a day tour from San Gimignano. Explore the city on your own in all its beauty and charm during the morning, and get together with your expert guide in the afternoon for a guided tour of Venice's main sightseeing spots.There is also the option for a gondola ride.

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Private Tuscany Wine Tour Experience from Florence

Private wine tour experience to visit Tuscany's best wineries, to sample top end wines and have an educational and tasty food & wine pairing session to combine each wine to each food speciality. A full day escorted by a friendly professional driver-guide, specialized in wine-making and sommelier, fluent in English and knowledgeable about the history of the area.

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