Wine and Walks in Chianti

Small Group Holiday



days from


It is the classical Tuscan view of poppy fields and stately cypress trees leading you into a vista of town walls and fortified towers high up on a hill. Enter the town and wander its cobblestones streets, visit its galleries and shops and sit down for a gourmet meal. On this one-week hiking trip you will discover pretty towns, the renaissance cities of Siena and Florence and sample several varieties of Chianti wines. This is La Dolce Vita, Tuscan style.

Activity / Theme




Comfort Level

Physical Rating


Leisurely / Moderate


Gentle walking with vehicle transfers


Renovated farmhouse with swimming pool and en suite facilities

Months of Operation

April, May, June, July, August, September, October


DAY 1 Start Castellina in Chianti
DAY 2 Market town of Greve in Chianti and Montefioralle; PM wine tasting
DAY 3 Walk through the heart of the Chianti area
DAY 4 In Siena - be sure to visit the Duomo!
DAY 5 Free day for personal explorations
DAY 6 In Florence
DAY 7 Walk to the towers of San Gimignano
DAY 8 End Castellina


All breakfasts, 5 dinners, 3 wine tastings
All accommodation
All transport and listed activities
Tour leader throughout

Sample tour.  Itinerary, accommodation, transportation, inclusions and prices are correct at the time of publication but may change without prior notice.  Please inquire.

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Contact us

We are located in Toronto, Canada and work in partnership with Vision Travel and Virtuoso.  TICO license 50023501

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