Few places understand romance quite like Tuscany. Here, weddings unfold between ancient stone walls, vineyard-covered hills, sculpted gardens, and golden evening light that somehow always knows its cue. The region offers a setting for every kind of celebration, from intimate countryside gatherings to grand villa weekends and castle weddings filled with history. Ahead, we’ve gathered some of Tuscany’s most enchanting wedding venues for celebrations that deserve more than a beautiful backdrop.
Il Borgo di Vignamaggio
Il Borgo di Vignamaggio captures what so many couples dream of when they picture a Tuscan wedding. Set between Florence and Siena, the historic estate combines centuries-old character with the natural beauty of the Chianti countryside. Celebrations flow between elegant indoor spaces and sun-drenched outdoor settings, from the frescoed chapel to La Pergola, La Piazza, and the Greenhouse. Romantic without feeling overly polished, it offers the kind of atmosphere that allows both the landscape and the celebration itself to take center stage.
La Pescaia
In the heart of the Tuscan Maremma, where the ancient road between Siena and Rome once passed, La Pescaia brings a piece of rural patrician history back to life. Surrounded by more than six thousand ancient olive trees, peaceful forests, and hidden trails, the estate feels wonderfully secluded while remaining connected to its heritage. Calm, authentic, and immersed in nature, it offers an idyllic backdrop for a celebration in the Tuscan countryside.
Castello di Vicarello
Romantic and resolutely private, Castello di Vicarello is a 12th-century castle turned luxurious hideaway, set deep in the untouched hills of southern Tuscany. Lovingly restored with an artist’s eye and a collector’s touch, the estate balances medieval charm with quiet opulence —think antique stone walls softened by lush gardens and panoramic terraces that stretch toward the sea. With its mesmerizing gardens and enchanting atmosphere, Castello di Vicarello offers a sense of seclusion that’s utterly transportive.
Villa La Selva
Surrounded by vineyards, Villa La Selva is an oasis of tranquility made for love, leisure, and long celebrations with friends. Once chosen by the Medici as a country villa, the estate now invites guests to relax into the most authentic side of Tuscany. With 20 rooms, expanded accommodations for up to 50 guests in 2026, and more additions planned for 2027, it is beautifully suited to multi-day gatherings. Every part of the property lends itself to celebration, from ceremonies in the Italian Gardens to receptions along the Avenues, wine-bar parties in the barrel-lined Barriccaia, and relaxed pizza or pasta nights by the Tramonto Pool.
Borgo Santo Pietro
Borgo Santo Pietro is where timeless Tuscan beauty meets quietly luxurious hospitality. Beyond its romantic gardens and storybook courtyards lies an estate designed for lingering, with 20 beautifully appointed rooms, a holistic spa, and Michelin-starred dining that turns every meal into part of the celebration. Ceremonies unfold among fountains and fragrant gardens, while open-air receptions glow beneath the Tuscan sky. Graceful and welcoming, Borgo Santo Pietro is the kind of place where every guest feels wonderfully looked after.
The St. Regis Florence
Impeccably set in Florence’s historic center, The St. Regis Florence offers a grand immersion into the city’s art, culture, and architectural heritage. Designed by Filippo Brunelleschi, the hotel brings Florentine tradition into every detail, from its Fiorentino, Medici, and Renaissance-style rooms to its richly decorated event spaces. Wedding celebrations unfold across seven elegant venues, each layered with exquisite details. Highlights include the Winter Garden, set at the heart of the hotel and accommodating up to 300 guests, and the iconic Salone delle Feste ballroom, a magnificent setting for celebrations of up to 250.
Villa San Michele
Villa San Michele is a love letter to the Renaissance with a very modern sense of occasion. The former monastery is known for its historic façade, shaped by the school of Michelangelo, along with terraced gardens and frescoed interiors that bring centuries of beauty into every moment. Weddings can unfold among roses, by the panoramic pool, or inside a candlelit 15th-century hall. For couples dreaming bigger, exclusive hire gives the celebration the rare feeling of having this Florentine icon entirely to themselves.
The Excelsior
From the proposal to the wedding day itself, The Excelsior offers a legendary Florentine setting for love stories in every chapter. Ideally placed in the heart of Florence, the hotel is deeply woven into the city’s cultural and artistic fabric, giving each celebration a true sense of place. Couples can say “I do” at Cosimo, the hotel’s rooftop bar and restaurant, home to the largest terrace in the city, before gathering guests for crafted cuisine, signature cocktails, and unforgettable views over Florence.
Villa Cozzano
Villa Cozzano is made for couples drawn to Tuscany’s softer, slower kind of romance. With roots dating back to 1543, the estate pairs historic charm with comfortable modern touches, creating a welcoming home base for a wedding celebration. Six spacious apartments allow guests to stay close, while garden dining spots and a barbecue area set the scene for easy, open-air moments surrounded by lush nature, good wine, and the people who matter most.
Castello di Casole
Few places capture the spirit of a Tuscan fairytale quite like Castello di Casole. This storied 10th-century estate sets the scene for everything from opulent weddings to intimate elopements and joyful gatherings with family and friends. The options for celebration are as varied as they are magical: candlelit vows in a restored, historic Chiesa S. Tommaso Church, sunset aperitivos on panoramic terraces, or a ceremony beneath the stars in the open-air Amphitheater.
Casa Newton
Casa Newton strikes a beautiful balance between refined elegance and relaxed living. Reserved exclusively for one celebration at a time, the estate invites couples to gather their favorite people in a setting where nature, thoughtful interiors, and warm hospitality come together effortlessly. Intimate without feeling small and luxurious without excess, it offers the freedom to celebrate exactly as you imagine.
Rosewood Castiglion del Bosco
Beneath Montalcino’s endless skies, Rosewood Castiglion del Bosco brings together natural beauty, Italian heritage, and the rolling hills of Tuscany. The centuries-old estate offers a remarkable collection of settings, from a medieval church and ancient castle ruins to a striking glass greenhouse surrounded by the breathtaking landscape. Every space feels rich with history yet beautifully alive.
Villa Pienza
Understated, intimate, and effortlessly Tuscan, Villa Pienza is made for couples who find beauty in calm, comfort, and authenticity. Set in the heart of Val d’Orcia, the country house invites guests to slow down and settle into the rhythm of the landscape. Inside, cozy lounges, generous bedrooms, and a rustic Tuscan-style kitchen create a warm home-away-from-home feeling. Outside, herb gardens, wildflowers, a shimmering pool, and a spacious portico set the scene for relaxed al fresco feasts and celebrations that feel perfectly unrushed.
Reschio
Nestled on the border between Tuscany and Umbria, Castello di Reschio is a thousand-year-old fortress reimagined with exquisite care. Meticulously restored, the fortress keeps its timeless stone walls and old-world soul while offering a deeply refined setting for celebration. Exchange vows in the intimate chapel dedicated to the Virgin Mary or nearby at the enchanting Church of San Michele Arcangelo, before gathering for elegant dinners at Ristorante Al Castello, lively evenings in the Garden Courtyard, or slower moments in the serene Palm Court.
Villa Cora
Just outside the heart of Florence, Villa Cora proves that history and personality can go hand in hand. The 19th-century villa blends stately architecture with eclectic interiors, where frescoes, chandeliers, mirrored walls, and bold decorative details give every room its own character. Outside, elegant gardens and a poolside terrace provide a spectacular setting for cocktails and celebrations that stretch into the evening. Sophisticated yet full of life, it's an ideal choice for couples looking to put their own spin on a timeless Tuscan wedding.
Villa Cetinale
With its Roman Baroque architecture and serene hillside setting, Villa Cetinale offers a deeply elegant take on the Tuscan wedding dream. The 1680 villa carries centuries of character, softened by inviting interiors and modern comfort. Outside, the gardens become the heart of the celebration: lush, sculptural, and full of hidden corners made for symbolic vows, cocktail hours, and slow, beautiful moments in the open air.
Monteverdi
At Monteverdi, luxury is found in the details. Nestled within the medieval village of Castiglioncello del Trinoro, the hotel blends carefully restored architecture with contemporary design and exceptional hospitality. The atmosphere is peaceful, the aesthetic beautifully restrained, and the surrounding Val d'Orcia landscape becomes part of every celebration. With thoughtfully designed rooms, suites, and private houses, Monteverdi invites couples to gather their loved ones and experience Tuscany at its most authentic.
Villa Lena
Set across 500 hectares of woodland and rolling fields, Villa Lena is not a venue that stands still. It changes with the seasons, with the landscape, and with the people who gather there. Here, untamed nature, contemporary culture, and rural Italian life come together, creating a setting that feels alive and deeply connected to its setting. With many indoor and outdoor locations and farm-to-table dining experiences, it is an inspiring destination for a celebration with character.
