La Dolce Villa for 6

an Experience-Based Package

Package Includes:

  • 7-night stay for 6 adults and 2 children at the exquisite Villa Luisa, a carefully curated, 3-bedroom, 3-bathroom luxury villa with a double sofa-bed suitable for two children. The grounds feature iconic views and a private infinity pool

  • Located just a 10-minute drive from the historic center of Cortona in Torreone

  • Historical Walking tour of Cortona with an expert local guide

  • A private in-home multi-course chef dinner accompanied by wine and dessert

  • Sampling of world-famous Tuscan wines and delicious antipasti bites at a family-run enoteca.

  • Expert trip planning assistance and local Cortona concierge service who assist guests in planning additional tours, experiences, and other aspects of their stay

  • Exclusive access to Stacey and Rob’s Insider Tips to Cortona

Join us in Cortona, one of Tuscany’s ancient Etruscan hill towns, with its picturesque medieval buildings and spectacular vistas of the Val di Chiana and beyond. Cortona is perfectly situated to explore all the rich culture that Tuscany has to offer: gastronomical delights, world-class wines, Renaissance art, historic architecture, the generosity of the Italian spirit and so much more. Come create treasured Tuscan memories that will last a lifetime!

Spend 7 nights at Villa Luisa, a beautifully curated villa situated in the hills behind Cortona with sprawling views of the Val Di Chiana and a stunning infinity pool. The luminous kitchen overlooking the grounds and the hills of Cortona is the perfect arena for your in-home chef dinner. You can dine at the large dining table or al fresco with the sunset as your backdrop. Your chef-prepared meal will include multiple courses including dessert and wine.

Immerse yourself in a quintessential tasting room steps away from Piazza Della Repubblica in central Cortona. At this charming cantina, you will delight in sipping legendary Tuscan wines while savoring a selection of homemade antipasti. A wine expert will guide you through a journey of diverse wines from one of the most iconic wine regions in the world.  You will conclude this delightful tasting with a special gift reserved for our guests to enjoy in your Cortona home.

Lastly, you’ll Experience the magic of Cortona with a 2-hour historical walking tour through the town led by an expert guide who imparts their knowledge of this fabled Tuscan hill town.

Buon appetito!


About our Insider Tips: Having lived in Cortona for over 20 years, Sojourn Ventures founders Stacey and Rob have created their highly acclaimed Insider Tips, an exclusive guide for our guests that provides tips about our favorite shops, restaurants, cafes, and other activities to experience in Cortona. Using this guide can give you a more personalized experience that goes above the standard tourist level, especially when you mention that you are “Friends of Stacey and Rob.” 


Additional Information:

  • Welcome packets will be emailed to winners upon notification of their purchase.

  • Reservations are based on availability. Saturday-Saturday only.

  • Package is valid 2 years from the date of purchase. Stays are Saturday-Saturday only.

  • Airfare and ground transportation not included. 

  • All Sales are final. There are no cash refunds. Packages cannot be resold to a third party. 

  • Photos provided are actual images of the private homes pictured. In the rare event that a home is no longer available due to circumstances beyond our control, force majeure, property damage, and/or change of ownership, Sojourn Ventures reserves the right to replace it with a home of equal value and quality. 

  • In the event that an experience is not available, Sojourn Ventures reserves the right to replace it with an experience of equal value and quality. 

  • CANCELLATION POLICY: Cancellation before arrival may be subject to forfeiture of reservations and funds.

  • BLACKOUT DATES AND SURCHARGE RATES APPLY for the months of July and August as well as the weeks of Christmas, New Year’s, and Easter. All bookings are based on availability.