An 11th-century walled hamlet surrounded by vineyards and olive groves, Castel Monastero transports guests to another place and time, with a transformative spa and much-touted restaurants by our resident executive chef. Its 73 individually appointed guest rooms and suites are rustically elegant, and the spa offers personalized programs to revitalize and detoxify. The annual chef’s table is extraordinary and not to be missed. The ancient wine cellar offers more relaxed repasts. Go bike riding, play golf or polo, join the kitchen team for an Italian cooking class, or take a hot-air balloon ride over the Tuscan hills.