Skip to Main Content

Chianti Classico Itinerary

October 9, 2026

Check-in begins at 3:00 PM
Settle into your Superior double room and relax by the pool or enjoy the property.
Enjoy a warm welcome dinner at one of the hotel restaurants.
 



October 10, 2026

Morning: Curated wine tastings at two iconic Chianti Classico producers
Afternoon: Relax by the pool or enjoy free time to explore—and savor dinner on your own at a spot of your choosing.

 


October 11, 2026

Morning: Visit to the iconic Chianti Classic town and wander the outdoor market. Continue your tasting journey with visits to two high-elevation Chianti Classico producers.
Afternoon: Experience a hands-on Tuscan cooking class in a 1,000-year-old Abby
 



October 12, 2026

Morning: Exclusive VIP tour of a castle and tasting experience at the oldest winery in Italy
Evening: Wine-paired dinner at a Michelin Star restaurant
 



October 13, 2026

Morning: Continue your Chianti Classico journey with visits to two high-elevation Chianti Classico producers
Afternoon: Relax by the pool or enjoy free time to explore—and savor dinner on your own at the hotel or a spot of your choosing in town.

(Optional): Visit to Chianti's Sculpture Forest


October 14, 2026

Morning: Visit to medieval town and UNESCO World Heritage site, San Gimignano.

Afternoon: Wine tasting and tour at a family-run biodynamic farm.


October 15, 2026

Check out and return home—taking unforgettable memories (and maybe a few bottles!) with you!



*Please note this is a sample itinerary, due to circumstances beyond our control, listed activities may be moved around or be subject to change. In the event of any adjustments, we’ll replace them with experiences of equal value to ensure an unforgettable journey.