Destination wedding in Tuscany: plan a wedding among vineyards, villages, and historic villas

A destination wedding is much more than a wedding celebrated far from home. It’s an engaging format, where travel becomes the central aspect of the experience and celebration. It’s not just about choosing a picturesque setting to exchange vows, but about treating yourself to a moment of relaxation in an exceptional location—be it a tropical beach, a picturesque Italian village, or an ancient villa nestled in the vineyards of Tuscany.

The idea is simple. Guests arrive a day or two early, settle in, and begin experiencing the location before the bride and groom say their final “I do.” This transforms the wedding into an unforgettable vacation shared with loved ones. A casual dinner with relatives the evening before, a poolside aperitif with friends, time to stroll amidst the natural beauty without glancing at the clock. By the time the ceremony arrives, the tension has already melted away: only the excitement remains.

 

It’s a formula that works, which is why a growing number of couples—American, British, Northern European, Asian, and even Italian—are choosing to vow eternal love far from home and their everyday lives, in a dream location. The destination wedding format also allows newlyweds to combine their wedding with their honeymoon and begin a new chapter of their lives—the most beautiful one—in their favorite place.

The destination wedding phenomenon in Europe is constantly growing: from Portugal to Provence to the Greek islands. But of all European destinations, Italy remains the favorite. Getting married in Italy, in fact, means more than just being sure of capturing your wedding photo book in a picture-perfect landscape: it’s an invitation to live la dolce vita, surrounded by beauty—nature, art, design, and a culinary culture recognized as a UNESCO World Heritage Site.

Why choose Tuscany for a destination wedding?

In the imagination of a dream wedding in Italy, Tuscany holds a special place – with its historic villas, medieval and Renaissance villages, and extraordinary cuisine and wines.

It’s no coincidence that the list of star and celebrity weddings in Tuscany is endless. In 1992, David Bowie and Iman chose Florence, while Sting and Trudie Styler opted for the hills of Chianti. Kim Kardashian and Kanye West married in Florence in 2014, in an ultra-glamorous ceremony. Here, Aradhana Lohia and Kevin Sharma’s Indian wedding fused the vibrant colors of Bollywood with Tuscan aesthetics and architecture. Tuscany has also captivated Italian celebrities of all generations: from Adriano Celentano and Claudia Mori, who renewed their vows in Gaiole in Chianti, to the wedding of Cecilia Rodriguez and Ignazio Moser in 2024.

The province of Siena, in particular, is emerging as a favorite Italian destination for destination weddings. Kate Upton and Justin Verlander chose Montalcino, in the heart of the Val d’Orcia; tennis player Caroline Wozniacki and NBA champion David Lee were married in the same village. Virat Kohli and Anushka Sharma celebrated a private Indian wedding here, with just forty guests. Princess Olympia of Greece and Denmark celebrated her royal wedding here. And in 2024, Millie Bobby Brown and Jake Bongiovi also chose the Sienese hills: a sign that for Gen Z, the Tuscan setting represents something magical.

The common denominator among these choices isn’t ostentation, but authenticity: the Tuscan landscape and its villages are the quintessential romantic backdrop, and the area’s estates offer privacy and discreetly luxurious hospitality. And no, you don’t need a Hollywood budget to make this dream a reality.

From wedding weekends to elopements: all the different wedding options in Tuscany

Depending on the desire for intimacy and the type of experience sought, a destination wedding in Tuscany can take many forms. The most popular format is the wedding weekend, spread over several days to allow guests to experience moments of true conviviality.

This format is also highly popular for vow renewals. The trip becomes an opportunity to reunite lifelong friends, children, and grandchildren in a special place: a unique moment of intergenerational sharing.

For those seeking a more intimate experience, an elopement offers an intimate and almost secret getaway, dedicated exclusively to the couple or a very close circle of loved ones. The inspiration for making a romantic getaway in Tuscany special is endless: here, we’ve selected 10 experiences for a couples’ weekend in Tuscany.

The best wedding locations in Tuscany

The choice of venue helps define the character of the wedding. In Tuscany, there are many options: historic villas and noble residences, medieval villages and castles, farmhouses and country estates, or celebrations immersed in the vineyards.

Wedding in a Tuscan villa: timeless elegance

Spacious spaces, manicured gardens, frescoed interiors or coffered ceilings: Tuscan villas for weddings are often originally built as country residences for noble Tuscan families. From Renaissance mansions to grand sharecropping farmhouses, elegance stems from the aristocratic balance between architectural beauty and landscape.

The standard formula includes exclusive rental of the property for one or more days, often for the entire weekend. The advantage is having a single space with multiple rooms for every moment of the day: the ceremony in the garden, aperitifs on the terrace, dinner indoors or outdoors, and the cutting of the cake in a dedicated area of ​​the property.

A Farmhouse Wedding: Between Nature and Conviviality

For those seeking a more direct connection with nature and the Tuscan countryside, a wedding in a Farmhouse is the ideal solution. Farms, olive groves, open courtyards, and stone buildings create an informal and authentic atmosphere, where conviviality comes before any formality.

The key feature is the integrated formula: accommodation, catering, ceremony spaces, and activities for guests all in one place. It’s the closest thing to an all-inclusive wedding package, with the charm of an authentic Tuscan setting—a real farm, with its own rhythms, its own products, and its connection to the land.

A vineyard wedding: a sophisticated and relaxed choice

The rows of vines create a natural geometry that, with the right light—the raking light of late afternoon—becomes a stunning backdrop. It’s the ideal setting for boho-chic weddings, beloved by many young couples.

Long wooden tables nestled between the rows, wildflowers, natural fabrics, and lanterns that light up at sunset: every detail is tied to the local culture and its pleasures. The toast is made with wine produced from the same vines that surround the guests, and the table features delicacies from the surrounding Tuscan countryside. This is the true difference between choosing a location and choosing to live an authentic experience.

Wedding at a wine resort: the perfect blend of nature and charm

There’s a clear distinction between a traditional agriturismo and a wine resort. In the latter, wine isn’t simply a complement to the welcome, but the centerpiece of a high-end experience. Choosing this option for a destination wedding means immersing guests in an exceptional wine estate, complete with accommodations, dining, and spaces dedicated to the ceremony.

Unlike a simple vineyard wedding, at a wine resort, wine becomes the unifying theme of the entire weekend, offering a variety of experiences. The welcome dinner can begin with a tasting among the barriques and continue, on the wedding day, with an aperitif in the cellar. The final brunch is celebrated on panoramic terraces overlooking the property’s vineyards.

The cellar becomes the fulcrum of the experience: the monumental barrels, the soft lighting, and the perfect microclimate, even in the height of summer, create the ideal setting for an exclusive reception. Few other settings manage to combine functionality, prestige, and a genuine connection to the local area, elevating the wedding to an unforgettable sensory experience.

Planning a Destination Wedding in Tuscany: A Practical Guide

Organizing a multi-day wedding in Tuscany requires method and the support of the right people. The first step is choosing a wedding venue that is not only evocative but also functional: a high-profile structure must always provide a solid plan B. The indoor spaces—historic halls, monumental cellars—must be just as captivating as the outdoor ones, capable of ensuring a perfect event even in case of rain. Beyond aesthetic value, capacity, flexible arrangements, and logistical proximity between the property’s various areas are also important.

The second point concerns the type of ceremony. In Italy, a legally valid civil ceremony can be celebrated at the Town Hall or in authorized remote locations—some historic Tuscan villas offer this option. A symbolic ceremony guarantees maximum creative and spatial freedom and is the most popular option among international couples. For religious ceremonies, some elite estates offer private consecrated chapels, allowing the entire ceremony to be held within the property.

Hiring a local wedding planner becomes a practical necessity: they manage suppliers, understand Italian bureaucracy, and coordinate the complex logistics of an entire weekend. Likewise, a local wedding photographer will make the difference: they understand the Tuscan light, the golden hours of late afternoon, and the backlighting between the cypress trees. For the reception, estates with an indoor restaurant are the best solution: the chef already knows the venue’s flow and service schedules.

Logistically, the main airports are Florence, Pisa, and Rome Fiumicino. The most sought-after areas—from Montepulciano to Montalcino, from Chianti to Val d’Orcia—can be reached in about two hours from these airports. For large groups, the optimal solution includes private transfers and concentrating the accommodations within the estate or in nearby partner properties to facilitate travel.

Finally, managing the budget depends on the number of guests, the length of the weekend, and the level of services requested. Packages that combine accommodation, catering, and ceremony spaces in a single property—so-called wedding packages with accommodation—are the best way to streamline planning and optimize costs. Seasonality also plays a role: low season offers more affordable rates, while the summer months and September remain the most exclusive and sought-after times.

When to get married in Tuscany: the best times

• Spring Wedding (April – May)
  The countryside is in full bloom, and the mild temperatures are ideal for all-day outdoor ceremonies. It’s the perfect time for those seeking crisp light and the brightest colors of nature for their photoshoot, avoiding the intense heat of the following months.


• Summer Wedding (June – August)
  This is the most popular and requested time of year. It’s the season of grand dinners under the stars and outdoor living. Guests’ stay can be enhanced by the unique atmosphere of the Palio di Siena (July 2 and August 16), adding an inimitable cultural prestige to the wedding weekend.


• Autumn Wedding (September – October)
  These are incredibly charming months, thanks to the warm colors of the vineyards and the pleasant climate. September, in particular, is the month of the grape harvest: a sensory experience that ties the event to the scents of the earth and must, ideal for those seeking an authentic immersion in the Tuscan rural lifestyle. It’s also the perfect time for a food and wine journey through the flavors of the region.


• Winter Wedding (November – March)
  A niche choice that emphasizes the intimacy of indoor spaces. Choosing a Wine Resort with a spa transforms the weekend into an exclusive wellness retreat: the warmth of roaring fireplaces and thermal spa treatments, perhaps enhanced by the proximity to spas of excellence like Chianciano Terme, for a regenerating and refined experience.

 

Destination wedding at Villa Grazianella: a wedding in a wine resort, among the Tuscan vineyards

There’s a place, between the Val d’Orcia and Valdichiana, where Vino Nobile vineyards, hospitality, and event planning come together in perfect harmony, all on a single property. It’s Fattoria del Cerro, in Montepulciano, in the province of Siena.

The heart of the estate is Relais Villa Grazianella, a 17th-century villa that was the country residence of the Bishop of Montepulciano. Today, it is a wine resort located at the center of the largest private estate dedicated to Vino Nobile, with over 90 hectares of vineyards. For destination weddings, the property is granted for exclusive use for a minimum of two nights: for the entire weekend, the villa and all its spaces—gardens, terraces, pool, and cellar—belong solely to the couple and their guests. The estate collaborates with a well-established network of wedding planners who offer the venue to couples from around the world, and has developed a dedicated team of professionals to oversee each event, from planning to hospitality.

There are numerous possibilities for the ceremony and reception. Outdoors, the gardens can accommodate up to 300 people standing and 200 seated. The Piazza Principale and the Montepulciano Terrace host ceremonies for up to 250 guests, with panoramic views of the amphitheater of vineyards and the skyline of the village. The poolside area, olive grove, and gazebo offer more intimate settings. For those who prefer a literal vineyard wedding, two vineyards—Sant’Ilario and Fontelellera—are equipped to host the ceremony and dinner directly among the rows of Vino Nobile vines, with a tailor-made proposal.

Indoors, the Sala Baiocchi seats 150, while the L’Antica Chiusina restaurant hosts more intimate dinners for up to 60 people. The Sala Nobile, with its foyer, accommodates up to 60 guests in an elegant setting with a fireplace. But the element that sets Fattoria del Cerro apart from any other venue is the cellar. The Bottaia and the Barricaia—the designer rooms where the wine ages in large barrels and barriques—are transformed into spaces for spectacular dinners, aperitifs, and photo shoots. And a wedding in a cellar is an experience you’ll never forget.

In terms of accommodations, the estate can accommodate up to 64 guests: 11 rooms in the villa (up to 32 guests), 8 new suites in Casale Le Poggiole—a recently renovated adjacent building, available from May 2026—and 3 apartments nestled in the Fontelellera vineyard, about five kilometers away, for an additional 16 guests. For guests unable to find accommodations at the estate, the staff coordinates accommodations at hotels and B&Bs in the Montepulciano and Chianciano Terme area, with a dedicated shuttle service.

What makes a wedding at Villa Grazianella truly unique are the food and wine experiences: guided tastings in the cellar, Tuscan cooking classes, e-bike tours through the vineyards, truffle hunting, yoga among the olive trees, and picnics featuring local produce. The cuisine is created by the chef of the L’Antica Chiusina restaurant, with menus designed together with the couple and a philosophy rooted in seasonality and local ingredients. It’s also the perfect starting point for couples wishing to explore Tuscan villages and cities of art: Pienza and Montalcino are just a half-hour away, Siena and Florence are within a day’s drive, as is Rome.

At Villa Grazianella, a destination wedding in Tuscany becomes a tribute to love and the most authentic tradition, in a timeless atmosphere that makes every moment magical—from arrival to the final cheer.