Wine, Dine, & Ride
Imagine riding through Tuscany, through vineyards and valleys, over the Chianti hills and through medieval towns and villages. By day, enjoy breathtaking scenery and fresh countryside air, by night sip local wines and dine on exquisite Italian cuisine.
A Taste of Tuscany
Dates: April, May, Sept, Oct
Duration: 5 days/4 nights
Riding Level: Intermediate/advanced
A lovely short stay with three days of riding in the Italian countryside.
Discover Valdarno
Dates: April, May, Sept, Oct
Duration: 8 days/7 nights
Riding Level: Intermediate/advanced
Immerse yourself in Italian culture and cuisine on this week-long ride.
Across the Chianti Hills
Dates: April, May, Sept, Oct
Duration: 8 days/7 nights
Riding Level: Intermediate/advanced
A wonderful journey through landscape, history, culture, and cuisine.
Castello Santa Cristina
Season: March-October
Duration: Flexible
Riding Level: All levels welcome
Set your own itinerary, choose from various activities and sightseeing excursions, and enjoy a wonderful stay in the restored castle.
Riding & Writing Retreat
Dates: May 24-31 2026
Duration: 8 days / 7 nights
Riding Level: All levels welcome
Join renowned author Jennifer Browdy at Castello di Santa Cristina for a week of riding, self-reflection, and creative writing.