Each of our activity holidays in Chianti has been researched in depth so that you can get off the beaten track and discover hidden delights as you explore this fascinating region. Chianti has so much to offer, so why not explore Chianti at your own pace on one of our activity holidays?
For further details on any of the holidays listed below, simply click on the appropriate holiday title. Take a look at our other holidays section for further information about how our range of activity holidays works, or find out more about Chianti.
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Secrets of San Gimignano Cycling
From £1219
8 night cycling holiday in Italy | Hotel-to-hotel | Upper 2 bikes
This 8-night cycling holiday combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. You'll stay in high quality hotels, enjoy superb meals and relax by panoramic pools - views extend as far as Corsica on a clear day!
Departures: JFMAMJJASOND
Volterra to San Gimignano Walk
From £1079
8 night independent walking holiday in Italy | Hotel-to-hotel | 2 boots
This 8-night walking holiday combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. You'll stay in a mix of friendly, family-run hotels, enjoy superb meals and relax by panoramic pools - views extend as far as Corsica on a clear day!
Departures: JFMAMJJASOND
Chianti Classic Walk
From £1334
10 night independent walking holiday in Italy | Hotel-to-hotel | 2 boots
A 10-night walking holiday that explores the fabulously unspoilt Chianti countryside, with the chance to visit the world-famous cities of Florence and Siena too! Stay in friendly, family-run hotels, including a beautifully restored C12 abbey, and enjoy superb meals.
Departures: JFMAMJJASOND
Contrasts of Chianti Cycling
From £1504
10 night cycling holiday in Italy | Hotel-to-hotel | Upper 2 bikes
This 10-night cycling tour combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. You'll stay in high quality hotels, enjoy superb meals and relax by panoramic pools with views that extend as far as Corsica on a clear day!