A Historic Winery Wedding in the Heart of Chianti Classico

the extraordinaire tuscany castello di bossi historic winery wedding

When Alissa and Noah first spoke with us, they described a vision rooted in authenticity and effortless elegance. Their dream was not just for a wedding, but for a rich, multi-day experience for their loved ones; a true escape into the heart of Tuscany. For their historic winery wedding at Castello di Bossi, we were tasked with creating a celebration that felt both deeply personal and magnificently timeless, ensuring every guest felt like a cherished friend on an unforgettable Italian holiday.

the extraordinaire tuscany castello di bossi historic winery wedding

Wedding Highlights:

  • An emotional outdoor ceremony with sweeping views across the Chianti vineyards.
  • An authentic Tuscan aperitivo featuring an abundance of local delicacies.
  • A breathtaking dinner reveal, with two grand imperial tables set against the castle walls under a canopy of chandeliers.

The Morning: An Air of Calm Anticipation

The day began with a beautiful sense of quiet excitement. Alisa prepared with her bridesmaids within the ancient, sunlit rooms of the castle, a space filled with history and grace. Meanwhile, Noah and his groomsmen were surrounded by the rustic character of the winery itself, sharing a toast amidst the very heart of the estate’s heritage. Our team coordinated every detail invisibly, ensuring both groups could savour these precious, final moments before the celebration began, completely relaxed and present.

the extraordinaire tuscany castello di bossi historic winery wedding

A Ceremony Among the Chianti Vines

The ceremony was the emotional heart of the day. We chose a breathtaking overlook on the estate, where Alissa and Noah exchanged their vows against the rolling hills and endless vineyards of Chianti. The air was warm, the light was golden, and the setting felt truly sacred. Our logistical planning ensured a seamless experience for every guest, from comfortable seating to perfect acoustics, allowing the sheer beauty of the moment and the couple’s love to be the singular focus.

the extraordinaire tuscany castello di bossi historic winery wedding

The Aperitivo: An Authentic Taste of Tuscany

Following the ceremony, guests were treated to a true Italian cocktail hour. As Sabrina always emphasizes, the guest journey is paramount. It’s about creating moments of delight that feel effortless and immersive. Guests mingled and laughed while indulging in a lavish spread of Tuscan delicacies: freshly made bruschettas, artisan cold meats, crispy fried vegetables, and savoury olive ascolane. It was a sensory celebration of the region’s incredible bounty, setting a warm and convivial tone for the rest of the evening.

the extraordinaire tuscany castello di bossi historic winery wedding

Dinner Revealed: An Imperial Table Under the Stars

As twilight settled, we created a moment of pure magic. Guests were escorted from the aperitivo around the castle and through the historic Italian gardens. As they passed through the gates, they discovered the evening’s breathtaking surprise: two magnificent imperial tables set for dinner, running parallel to the castle’s stone facade. Above, a cascade of chandeliers cast a warm, romantic glow, transforming the space into an impossibly beautiful open-air ballroom. Moments like these, as our co-founder and photographer Jules will attest, are designed not just to be lived, but to be captured as iconic, lasting memories.

the extraordinaire tuscany castello di bossi historic winery wedding

Your Extraordinary Celebration

Alissa and Noah’s beautiful day showcases just one of the incredible possibilities at this historic estate. To learn more about the venue’s unique spaces and our planning process, we invite you to explore our complete guide to weddings at Castello di Bossi.

Ready to begin your own story? Contact us for a complimentary consultation and let us bring your vision to life.

AN EXTRAORDINAIRE CELEBRATION IN TUSCANY

An Unforgettable Weekend at Castello di Bossi

Every wedding has a unique story. We are delighted to share the couple's reflections on their unforgettable day.

Client Review

The Art of Celebration

Explore More Real Weddings

Each wedding we design is a unique reflection of the couple’s story, a carefully orchestrated celebration of their love. We invite you to explore these other real weddings to find inspiration in the details and see the breadth of what is possible when your vision is placed in our hands.