August 29- September 9 2026

Pre-tour-
Leave the US on August 28th
Overnight on your flight

Day One
August 29
Arrive in Florence
Private transport from the airport to your lodgings
Maybe catch David or climb the Campanile (bell tower)
Shopping
Cafes
Dinner of famous Tuscan Steak
Accomodations either hotel or VRBO
Overnight Florence

Day Two
August 30
Tuscany
Private transport from Florence to Tuscany (Unless you want to rent a car-we can talk about that...)
Stop at Greve in Chianti
Surprise stop
Accomodations at 'The Farm' San Donato
Wine tasting
Dinner at 'The Farm' 
Overnight San Donato (outside of San Gimignano)

Day Three
August 31
San Gimignano 
Medieval towers / cafes/ best gelato in the world (according to them)/ shopping
Return to 'The Farm' 
Cooking class 
Wine tasting
Dinner at 'The Farm' 
Overnight San Donato (outside of San Gimignano)

Day Four
September 1
Horseback riding nearby for the day (we shall see what is available)
Dinner nearby
Overnight San Donato (outside of San Gimignano)

Day Five
September 2
Transfer to Montepulciano-this can be private transfer or your car rental
Wine tasting
Hilltop town shopping
Great hotel close to Montepulciano
Overnight Montepulciano

Day Six
September 3
Winery hopping for a taste of the best Tuscan Reds
Overnight Montepulciano

Day Seven
September 4
Exploring the region by rental car if you wish
We can also look at horseback riding in the area
Overnight Montepulciano

Day Eight
September 5
Late check out
Return to Florence
Overnight Florence

Day Nine
September 6
​Leave for the US arrive the same day
Transfer from your Florence accommodation to the airport