Discover the heart of Tuscany with a stay that indulges all the senses.
Nestled in the ancient hilltop town of Cortona—immortalized in Under the Tuscan Sun—this exclusive escape invites you and a loved one to experience the romance, flavor, and effortless elegance of Italian living. From a charming private apartment to unforgettable culinary encounters, every detail has been curated to immerse you in the very best of Tuscan culture.
Your Home in Cortona
Settle into a delightful one-bedroom apartment designed for two. Located within the historic streets of Cortona, this charming retreat offers the perfect balance of rustic authenticity and modern comfort. Wake up to the gentle rhythms of the town, sip espresso at your window, and return each evening to your own peaceful sanctuary after days of exploration.
Culinary & Wine Highlights
No visit to Tuscany is complete without savoring its world-renowned food and wine. This experience includes two exceptional gastronomic moments:
Wine Tasting: Enjoy an intimate tasting at the coolest wine bar in town, where you will sample three distinctive Tuscan wines. Let a local expert guide you through the region's celebrated Sangiovese-based reds and other hidden gems.
Gourmet Dinner at Al Tocco: Indulge in a 4-course tasting menu at one of Cortona's most revered restaurants. Each course is thoughtfully paired with four different wines, creating a culinary journey that celebrates the depth and creativity of Tuscan cuisine.
Flexible & Hassle-Free
Whether you prefer a long weekend or a mid-week retreat, this package adapts to your schedule. Choose between a 3-night weekend stay (Friday–Sunday) or a 4-night weekday escape (Monday–Thursday). With final cleaning, utilities, and concierge service all included, your only task is to arrive and enjoy.
Seamless Planning
A dedicated concierge is available to help you add extra activities during your stay—whether that is a hot air balloon ride over the Val di Chiana, a private cooking class, or a day trip to nearby Montepulciano or Arezzo. With no blackout dates, you have the freedom to book your ideal getaway.
Package Includes:
4 nights (or 3-night weekend) in a charming one-bedroom apartment for 2 in Cortona
Wine tasting at a top wine bar featuring 3 Tuscan wines
4-course tasting menu with wine pairing (4 wines) at Al Tocco restaurant
Final cleaning and utilities
Concierge service for booking additional activities
Booking assistance throughout
No blackout dates—book when the moment feels right
Experience the magic of Tuscany with a stay that captures its spirit, flavor, and timeless beauty.
Key Features (At a Glance)
Accommodation: 1-bedroom apartment, sleeps 2, Cortona historic center
Duration: 3 nights (Fri–Sun) or 4 nights (Mon–Thu)
Wine Tasting: 3 Tuscan wines at a premier wine bar
Gourmet Dinner: 4-course tasting menu + 4 wine pairings at Al Tocco
Inclusions: Final cleaning, utilities, concierge service
Flexibility: No blackout dates
Terms & Conditions
- No blackout dates.
- Subject to availability.
- Images are illustrative and your apartment may not be the same as those pictured. At the time of prize redemption the supplier will share a choice of apartments subject to availability.
- Prize winners are recommended to make their reservations as soon as possible.
- Flights and transfers not included.
- Larger apartments are available on redemption at a discounted additional rate.
- This experience should be redeemed to allow use within 12 months.
