Castello di Bossi Wedding Planner

A true icon of the Chianti Classico region, Castello di Bossi is an authentic medieval castle set within a prestigious working winery. It offers a rare combination of historic grandeur and complete privacy, making it the perfect canvas for an unforgettable multi-day Tuscan wedding celebration.

the extraordinaire castello di bossi

At a Glance: Your Castello di Bossi Wedding

  • Location: Castelnuovo Berardenga, Siena (Chianti Classico)
  • Style: Authentic Medieval Castle & Winery Estate
  • Event Capacity: Up to 100 guests for a seated reception
  • Accommodation: 10 beautifully restored apartments within the borgo, accommodating key family and friends on-site.
  • Key Features: On-site consecrated chapel, sprawling vineyards, exclusive-use privacy, world-class wine production.
  • Best For: Couples seeking an immersive, multi-day experience steeped in authentic Tuscan history and viticulture.
the extraordinaire castello di bossi scenic dusk portrait
Signature Flow

Signature Flow: A Curated Itinerary

We believe the most memorable weddings feel like a seamless holiday for your guests. At Castello di Bossi, we design a journey that allows everyone to experience the full magic of the estate over several days.

  • Day One: The Tuscan Welcome

    • Evening: An informal pizza and Prosecco night by the main pool as the sun sets over the vineyards, allowing guests to mingle in a relaxed atmosphere.
  • Day Two: The Wedding Celebration

    • Ceremony: A romantic ceremony in the historic private chapel or the manicured gardens.
    • Aperitivo: A sophisticated aperitivo on a scenic terrace as guests mingle with views of the surrounding landscape.
    • Dinner: Dinner served under the stars in the main courtyard, illuminated by string lights and candles.
    • Evening: Dancing and late-night celebrations within the elegant indoor hall.
  • Day Three: A Farewell Brunch

    • Late Morning: A leisurely farewell brunch and wine tasting, giving you one last chance to connect with your loved ones before they depart, full of cherished memories.
the extraordinaire castello di bossi sunset in vineyard

Why We Love Planning Weddings at Castello di Bossi

What we adore about Castello di Bossi is its profound sense of place. The texture of the ancient stone walls against the endless green of the Sangiovese vines creates a visual narrative that is both powerful and deeply romantic. For a recent wedding, our co-founder and photographer, Jules, focused on capturing the soft, golden light as it moved across the castle towers in the late afternoon, creating portraits that felt both epic and deeply personal.

From a planning perspective, the estate’s contained, exclusive-use nature is its greatest strength. It allows us to create a private world entirely for you and your guests. This eliminates the logistical complexities of guest transportation between events, ensuring the entire experience feels effortless and immersive. The flow is intuitive, the privacy is absolute, and the result is pure, uninterrupted magic.

the extraordinaire castello di bossi dinner decor photo
Event Spaces

Event Spaces: Ceremony, Reception, and More

The beauty of the castle is its versatility, offering a collection of distinct spaces that can be tailored to your vision.

  • Inner Courtyard

    Enclosed by the castle’s ancient stone walls, this space offers a warm and intimate atmosphere. It is perfectly scaled for a romantic, candlelit dinner for smaller groups, yet easily transitions into a vibrant, contained setting for the after-party and open bar.

    the extraordinaire castello di bossi inner courtyard
  • Side Garden

    Defined by the castle’s stunning ivy-clad facade and fragrant potted lemon trees, this expansive graveled area is our top choice for grand receptions. The backdrop creates a lush, textured setting that is perfect for framing long, dramatic imperial tables for larger guest counts under the stars.

    the extraordinaire castello di bossi aerial view external wedding reception castle backdrop
Featured Weddings

Real Weddings at Castello di Bossi: See the Magic

The best way to envision your day is to see how others have brought their dreams to life. Explore the stories of couples we have had the honor of guiding at this magnificent venue.

Plan Your Castello di Bossi Wedding With The Extraordinaire

Planning a wedding at an exclusive estate like Castello di Bossi requires a team with deep, first-hand knowledge of its spaces, logistics, and capabilities. As a preferred partner, we have an intimate understanding of the venue and a wonderful relationship with their management team, led by our visionary founder, Sabrina Carbone. We handle every detail, from creative design to flawless execution, so you can simply immerse yourself in the joy of your celebration.

We invite you to schedule a complimentary consultation to explore how your vision can come to life at Castello di Bossi.

As the region’s premier luxury wedding planner in Tuscany, our expertise extends to a curated portfolio of the area’s most exclusive properties. We are dedicated to matching your unique vision with the perfect Tuscan setting.

Begin Your Inquiry
the extraordinaire castello di bossi bride poses frescoed room