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The Madeira Wine Festival is one of the island´s main tourist attractions that pays tribute to this precious nectar and its undeniable socioeconomic significance, event held between August 25th to September 8th.

Taking place during the grape harvest in late August, early September, this event aims to recreate the old traditions of Madeira, which were developed over centuries of labour in viticulture.
This event has been commemorated since the late seventies of the last century. It begins in Funchal and includes the European Folklore Week, ornamentation’s, exhibitions and live portraits depicting the wine culture, as well as traditional and light music performances.
This Festival culminates in Estreito de Câmara de Lobos, with the Wine Harvest Festival. Find out more about what to expect from the Madeira Wine Festival:
Other initiatives included in the programme:
European Folklore Week – August 25, to 28th
European Folklore Week, an event organised by the Boa Nova Ethnography and Folk Group, is a folklore festival that aims to promote an intercultural gathering and promote ethnographic realities, with the participation of national and foreign groups.
Live Wine Harvest – September,7th 
On Saturday morning all attention is focused on Estreito de Câmara de Lobos, where the Wine Harvest Festival takes place. The harvest takes place on a Madeiran farm, followed by an ethnographic parade with the participation of a large number of folklore and ethnography groups. After the parade, the treading of the grapes is re-enacted using a traditional press in a festive atmosphere with musical entertainment and regional cuisine. Participation is free.
Street Entertainment
The city centre of Funchal, especially the central walkway of Avenida Arriaga, will be filled with various adornments comprising several viticulture tools (presses, casks, barrels, grape picking baskets, traditional means of transportation), living portraits and actors who re-enact the wine making process in Madeira (grape pressing, re-enactment of traditional customs of regional craftsmen), local cuisine and Madeira Wine tastings, exhibitions, regional handicrafts as well as local folklore group performances. Taken from Visit Madeira
You can download the full program here.