Experience Description
Step into a timeless Tuscan dream with a seven-night stay in one of five centuries-old villas in the Cortona hillside.
Discover the region’s culinary pleasures with a private winery tour, tasting, and cooking class included for all guests.
Discover charming medieval towns and renowned works of art with a bespoke itinerary crafted by your travel experts.
Escape to the Tuscan countryside for seven nights in one of five picturesque Italian villas.
Stay in a carefully curated historic home, with private pool and courtyard
Enjoy a private winery tour and cooking classes included for all guests
Discover world-famous art and architecture with a bespoke travel itinerary
Explore the region with day trips to Cortona, Montepulciano, and Arezzo
Benefit from Premium Guest Services for trip planning
Terms and Conditions
Winners have 12 months from the purchase date to confirm their reservation and up to 24 months from the purchase date to travel.
Subject to availability and travel Saturday to Saturday year-round with the exception of Thanksgiving, Christmas, and New Year weeks.
Please note, images displayed depict multiple villas. Villas are allocated according to availability. No specific villa is guaranteed, and exact bedroom/bathroom configuration may vary.
Transportation, food, and staff gratuities not included unless otherwise specified, customized, or a private island experience