9 Incredible Tuscan Wedding Retreats
Best for: Multi-day Italian countryside weddings.
What makes it stand out: Being protected by over six thousand ancient olive groves, pristine forests and hidden paths for amorous walks and horseback riding.
La Pescaia captures the romance of a long Tuscan weekend spent exactly as it should be: slowly, joyfully, and surrounded by the people you love most. Hidden at the foot of the hills between Siena and Rome, this 19th-century farm villa feels wonderfully removed from the outside world. The scent of jasmine drifts through the gardens, woodland paths invite quiet morning strolls, and poolside cocktails become the natural prelude to evenings of celebration beneath the stars.
With exclusive use of the estate for three nights, couples can settle into the easy rhythm of Italian country life. Welcome aperitivos in the gardens, leisurely brunches by the pool, candlelit dinners in the ancient stables, and farewell lunches prepared by the estate’s private restaurant transform a wedding into a shared escape. Across its charming collection of villas and apartments, guests are encouraged to linger a little longer, soaking up the warmth, generosity, and laid-back spirit that makes La Pescaia so special.
Budget: The starting price of €51,000 includes exclusive use of the estate, three nights’ accommodation for up to 44 guests, and full wedding day event hire.
Location: Sticciano Scalo, Grosseto (1 hour 30 mins from Pisa Airport)
Best for: Style-focused Italian celebrations.
What makes it stand out: The 17th century villa’s experienced team.
Villa Catignano is made for couples who dream big. Elegant yet deeply welcoming, this grand Tuscan estate has hosted everything from intimate family gatherings to high-profile celebrations requiring complete discretion and top security.
Days here are punctuated by extraordinary moments: breakfast on a sun-dappled terrace, leisurely lunches in the Italian Garden, and dinners served in the villa’s enchanting courtyard. Menus are thoughtfully tailored to every taste, while panoramic views across the Tuscan countryside provide a spectacular backdrop to it all.
Budget: Wedding prices start from €16,500
Location: Castelnuovo Berardenga, Siena (just over 1 hour from Florence Airport)
Best for: Soulful weddings of over 100 guests.
What makes it stand out: It’s expanse, giving you private use of an entire restored valley.
Novanta 90 is the kind of place that makes you want to cancel your return flight. Hidden high in the Tuscan hills, it captures that warm, slow-living Italian energy where days revolve around long lunches, countryside walks, and gathering everyone together outdoors as the sun drops behind the valley.
Weddings here stretch far beyond a single day. Guests settle into Borgo di Gello and Castello di Gello, with accommodation ranging from stylish suites and studios to charming cottages and curated holiday homes, hosting up to 120 guests across the estate. Celebrations drift naturally between spaces, pizza nights at Casale, cocktails overlooking the hills, lazy afternoons by the pool, and late-afternoon ceremonies bathed in soft Tuscan light.
Budget: Weddings start at €18,500 for 120 guests with exclusive use of the entire village and valley for two nights, including accommodation & planning.
Location: Bibbiena, Arezzo (Under 2 hours from Florence Airport)
Best for: Authentic Italian garden ceremonies.
What makes it stand out: The estate-grown olive oil, fruit, honey, and vegetables adding another layer of true Italy to your wedding stay.
Casale de’ Pasquinelli has the rare ability to make everyone feel instantly at ease. Set high in the hills above Lucca, it invites couples and their guests to settle into Tuscan life, where olive groves sway in the breeze, cypress trees frame the horizon, and every view seems worthy of a postcard.
Vows beneath open skies in the South Garden lead to aperitivos among the olive trees, before candlelit dinners stretch across the Cypress Lawn beneath towering evergreens. As night falls, celebrations move between the terrace and gazebo, with music, laughter, and one more glass of wine shared under the stars. Beyond the wedding day itself, guests can lose themselves in the charm of Lucca’s historic streets, savour local wine and cheese tastings, escape to the beaches of Versilia, or explore the rolling hills that make this corner of Tuscany so captivating.
Budget: Wedding packages start from €19,900, based on 50 guests, including exclusive use of the venue and three nights’ accommodation for 38 guests.
Location: Lucca, Piedmont (50 minutes from Pisa Airport)
Best for: Sophisticated, Tuscan Castle celebrations.
What makes it stand out: It’s 16th century grandeur and the flexibility to bring your own wedding suppliers.
Castello di Galbino feels like the Tuscany of your imagination. Hidden among the rolling hills near Anghiari, this historic castle balances old-world character with a relaxed sense of home. Manicured gardens and panoramic terraces set the scene for long aperitivos and alfresco celebrations, while the elegant Limonaia offers a beautiful covered space that keeps the party flowing whatever the weather.
Add in the warmth of Italian hospitality, with private chef breakfasts and family-style feasts shared late into the evening, and Galbino becomes the kind of place where a wedding naturally comes together within an unforgettable countryside escape.
Budget: Exclusive use of Galbino across 3 nights starts at €14,100.
Location: Anghiari, Arezzo (1 hour from Perugia Airport)
Best for: Luxurious, estate weddings near Florence.
What makes it stand out: It’s private consecrated chapel, centuries-old botanical gardens, and historic theatre.
Villa Bibbiani is set high on the southern slopes of Montalbano Hill near Florence, this extraordinary estate carries over 1,300 years of history, yet feels wonderfully alive with possibility. Picture vows exchanged beneath the late afternoon glow beside the iconic Arco dell’Uomo, followed by aperitivos by the pool and within the Italian gardens as the Tuscan countryside slips into golden hour.
Beyond the wedding day itself, Villa Bibbiani offers a celebration rich in experience. Wander through the estate’s 18-hectare botanical park, home to rare exotic plants and centuries-old trees, sample wines from its cutting-edge winery, or spend the days surrounding your wedding truffle hunting, exploring by Vespa, enjoying a yoga session, or indulging in a spa treatment.
Budget: The minimum spend requirement for the villa is €45,000, which includes three nights’ accommodation and access to designated wedding spaces.
Location: Capraia e Limite, Florence (under 1 hour from Florence Airport)
Best for: Spiritual weddings at the world-famous Vitaleta Chapel.
What makes it stand out: It’s UNESCO heritage site setting.
Vitaleta Chapel looks like it’s been pulled straight from the pages of a Tuscan daydream. Surrounded by the rolling landscapes of Val d’Orcia, with winding cypress-lined roads leading towards it from every direction, this tiny iconic chapel has become one of Italy’s most photographed spots, and for very good reason.
Perched quietly on a hilltop, its delicate bell tower and simple stone façade let the scenery do the talking. The whole setting feels cinematic in the best possible way: golden light across the hills, long countryside shadows, and that unmistakable Tuscany glow that makes everything feel a little softer, slower, and more romantic.
Budget: Exclusive use of both Vitaleta Ristoro Cafeteria and Vitaleta Gourmet restaurant and rental of the Chapel area for the entire duration of the ceremony or dinner starts at €4,000.
Location: San Quirico d’Orcia, Siena (Under 2 hours from Florence Airport)
Best for: Family-filled weddings in a peaceful hamlet.
What makes it stand out: It’s 103 hectares backdrop of olive groves and the nearby quaint village of Montepulciano.
Borgo Tre Rose captures the easy rhythm of Tuscan living, where vineyard views, exceptional food, and warm hospitality set the tone for a wedding that feels exceptional. With an experienced wedding planner guiding every detail, from florals and photography to styling and ceremony arrangements, couples can focus on soaking up every moment here.
Guests can settle into charming accommodation filled with terracotta floors and exposed beams, spend slow afternoons by the pool, explore the estate by e-bike, or challenge one another to a game of tennis before gathering for generous Tuscan feasts paired with the estate’s own wines.
Budget: Prices starts from €15,000, with a 2 night minimum stay required, accommodating up to 110 guests.
Location: Montepulciano, Siena (40 minutes from Perugia Airport)
Best for: Weddings with artistic energy.
What makes it stand out: It’s sustainable, yet luxury, and romantic approach.
Spread across 750 acres between Volterra and San Gimignano, this remarkable country estate offers a picture of Tuscany at its most captivating: rolling hills, ancient olive groves, vineyards stretching towards the horizon, and a sense of space that encourages everyone to slow down and savour the moment. Every wedding here is thoughtfully shaped around the couple at its heart.
Guests can settle into elegant suites within the main villa, romantic hideaways beside the ancient Church of San Bartolomeo, or charming maisonettes designed for families and friends gathering for a multi-day stay. For those seeking complete seclusion, the estate’s private villas, each with its own swimming pool and sweeping countryside views, offer an extraordinary retreat. At Borgo Pignano, a wedding becomes more than a single day; it’s an invitation to immerse yourselves in the beauty, generosity, and understated luxury of the Tuscan landscape.
Budget: €55,00 daily price includes all accommodations, organic buffet breakfast, access to pools, gym, tennis and basketball courts
Location: Volterra, Pisa (1 hour from Pisa Airport)
Written by
Charlotte Ingham, co-founder of Wedinspire and a destination wedding bride. With over a decade in the wedding industry, Charlotte began her career in the world of high-end jewellery before turning her expertise to marketing premium wedding venues across Europe. She specialises in connecting distinctive venues with an international audience of young, affluent couples, celebrating the allure of jet-set weddings.