UNDER THE TUSCAN SUN

Luxury Tuscan Escape – Five Nights of Wine, Culinary Delights & Unforgettable Charm

Immerse yourself in the romance and flavors of Tuscany with an exclusive five night stay for two in the enchanting town of Cortona. Nestled in a charming "appartamento" steps from the lively piazza, boutique shops, and authentic trattorias, this is the ultimate Italian getaway for lovers of fine wine, exquisite cuisine, and timeless beauty.

Your gourmet adventure begins with an intimate Chef & Sommelier Experience right in your accommodation. Indulge in a luxuriously crafted four-course meal, featuring a hand-selected starter, pasta, main course with a side, and a decadent dessert. Each dish is perfectly paired with three exquisite wines and a dessert wine, curated to complement your meal. Dietary preferences? No problem—your menu is fully customizable for an exceptional dining experience.

The indulgence continues with a private, full-day wine tour of Montalcino, home to some of the world’s finest wines. Relax as your personal driver whisks you through the rolling Tuscan hills to visit two prestigious wineries, where you’ll enjoy exclusive wine, olive oil, and honey tastings. A sumptuous three-course lunch completes your day, making this an experience fit for the most discerning connoisseurs.

Don’t miss your chance to bid on this once-in-a-lifetime Tuscan escape—raise your paddle and experience Italy like never before!

Your Luxury Experience Includes:

🍷 Five nights in a charming “appartamento” in the historic city of Cortona, just steps away from the lively piazza, authentic restaurants, and boutique shops.

👨‍🍳 Private Chef & Sommelier Experience – Enjoy an intimate, four-course gourmet meal prepared in your accommodation, featuring a starter, fresh pasta, main course with a side, and a decadent dessert, all perfectly paired with hand-selected wines.

🍇 A VIP Wine Adventure in Montalcino – Immerse yourself in the world-renowned Brunello and Sangiovese wines with a private day tour to two prestigious vineyards. Enjoy exclusive tastings, a three-course gourmet lunch, and a private driver to ensure a seamless and luxurious experience.

✨ White-Glove Service from Start to Finish – From the moment you book, you’ll receive personalized concierge assistance, ensuring a smooth and stress-free journey. Upon arrival in Cortona, our dedicated local team will welcome you and ensure your every need is met.

🍾 A Special Welcome Gift – Begin your stay with a complimentary bottle of fine Italian wine, waiting for you upon arrival.

🔹 Limited Availability – This is a custom-designed experience, and only a select number of packages are available each year. Packages can be tailored for two (2) or four (4) guests.

Cortona: A Timeless Tuscan Gem


Perched on a hilltop in the heart of Tuscany, Cortona is a charming medieval town rich in history, culture, and breathtaking landscapes. Famous for its Etruscan roots, Renaissance architecture, and stunning views over the Val di Chiana, Cortona offers an authentic taste of Italian countryside life.

Wander through cobblestone streets lined with artisan shops, quaint cafés, and historic churches, or relax in the lively Piazza della Repubblica, the heart of the town. Food and wine lovers will delight in Cortona’s traditional Tuscan cuisine, featuring handmade pastas, local cheeses, and fine wines from nearby vineyards.

Cortona gained international fame from the book and film Under the Tuscan Sun, but beyond its romantic allure, it remains a culturally vibrant destination with art galleries, museums, and seasonal festivals celebrating local traditions.

Perfectly situated between Florence, Siena, and Perugia, Cortona is an idyllic retreat for travelers seeking history, beauty, and a slower pace of life amidst the rolling Tuscan hills.

Montalcino: The Heart of Tuscan Wine Country


Nestled in the rolling hills of Tuscany, Montalcino is a picturesque medieval town world-famous for producing Brunello di Montalcino, one of Italy’s most prestigious wines. With its charming cobblestone streets, historic architecture, and sweeping vineyard views, Montalcino is a must-visit destination for wine lovers and history enthusiasts alike.

Dominated by the 14th-century fortress, which offers breathtaking panoramic views, Montalcino invites visitors to stroll through its quaint piazzas, explore its boutique wine shops, and indulge in traditional Tuscan cuisine. The town is surrounded by world-renowned vineyards and wineries, where guests can enjoy exclusive tastings of Brunello, Rosso di Montalcino, and other local varietals.

Beyond wine, Montalcino boasts rich cultural and historical attractions, including the stunning Abbey of Sant’Antimo, a Romanesque monastery set in a tranquil valley. Whether you're savoring fine wine, enjoying farm-to-table Tuscan dishes, or taking in the region’s stunning landscapes, Montalcino offers an authentic and unforgettable Italian experience.