Picture this: a long table under a pergola, candles flickering, glasses of Chianti being topped up as the sun sinks behind a row of cypress trees. If that’s the wedding you keep coming back to, Tuscany is calling.
Few places on earth do romance quite like this corner of Italy. Think honey-coloured stone villas, vineyards rolling to the horizon, hilltop towns that look painted rather than built, and food so good your guests will still be talking about it years later. Add Renaissance art, medieval castles, and summer evenings that stretch well past midnight, and it’s no surprise couples from all over the world choose to say “I do” here.
Some couples want the grandeur of a Florentine palazzo. Others want a barefoot, boho weekend at a countryside estate. And some want a castle, because why not? Tuscany can do all three, often within an hour of each other.
We’ve rounded up 15 of the most stunning venues across Florence, Chianti, Siena, the Val d’Orcia, and beyond.
Our Favourite Tuscany Wedding Venues
1. Villa Cora, Florence
Tucked into private parkland just above the Oltrarno, this 19th-century villa feels like a secret world, yet the Ponte Vecchio is only minutes away. Inside, it’s all chandeliers, gilded ceilings, and old-world glamour.
Airport: Florence Airport, ~20 mins
Why we love it:
- Palace-level interiors without leaving the city
- A peaceful garden hideaway in the middle of Florence
- Guests can explore the city between celebrations
Perfect for: Glamorous city weddings, black-tie celebrations, culture lovers.
2. Villa San Michele, Fiesole
Once a Franciscan monastery, now one of Italy’s most romantic hotels. From its hillside terraces, the whole of Florence spreads out below you, with Brunelleschi’s dome front and centre.
Airport: Florence Airport, ~25 mins
Why we love it:
- That view, especially at golden hour
- Intimate cloisters and a centuries-old loggia
- Impeccable, discreet service
Perfect for: Small luxury weddings, elopements, couples who want the wow factor.
3. Castello di Vincigliata, Fiesole
A medieval castle perched on the wooded hills above Florence, lovingly restored in the 19th century and once visited by Queen Victoria herself. Crenellated towers, a stone courtyard, and cypress-lined paths make it feel like a fairytale, yet Florence is only a short drive away.
Airport: Florence Airport, ~30 mins
Why we love it:
- A real castle with Florence on the horizon
- A torchlit stone courtyard made for long-table dinners
- Grand halls for candlelit dinners and dancing
Perfect for: Fairytale romantics, history lovers, the best of city and countryside.
4. Villa Medicea di Lilliano, Florence Hills
A true Renaissance treasure with Medici history, surrounded by vines and manicured gardens. It feels a world away from everything, yet Florence is barely half an hour’s drive.
Airport: Florence Airport, ~30 mins
Why we love it:
- Genuine Renaissance character in every corner
- Ceremonies framed by the estate’s own vineyards
- Options for every size, from elopements to full weddings
Perfect for: Wine lovers, history buffs, grand-but-personal celebrations.
5. Le Filigare, Chianti
This is the Chianti you’ve seen in the pictures: vines in every direction, silvery olive trees, and a hilltop setting with views that stop guests in their tracks. The atmosphere is warm, unfussy, and wonderfully Italian.
Airport: Florence Airport, ~45 mins
Why we love it:
- A ceremony spot with a view you’ll never forget
- Characterful apartments with terracotta floors and wooden beams
- A reliable indoor option if the weather changes its mind
Perfect for: Relaxed countryside weddings, wine tastings with guests, long weekends.
6. Villa Catignano, Chianti
Rustic charm meets old-world elegance at this estate in the Chianti hills. It’s cosy enough to feel personal but has plenty of room for a proper Italian feast.
Airport: Florence Airport, ~1 hour
Why we love it:
- Garden terraces overlooking the Tuscan hills
- Everyone can stay on-site, so there’s no taxi shuffle
- A sweet spot for mid-sized guest lists
Perfect for: Countryside romance, family-style weddings, laid-back elegance.
7. Il Borgo di Vignamaggio, Greve in Chianti
A lovingly restored hamlet on one of Chianti’s oldest wine estates, a place tied to the story of the Mona Lisa. You essentially get your own tiny village for the weekend.
Airport: Florence Airport, ~45 mins
Why we love it:
- A private chapel for your ceremony
- Your own little borgo to share with guests
- Vineyard views around every corner
Perfect for: Exclusive-use celebrations, heritage lovers, wine country dreamers.
8. Villa Cetinale, Sovicille (Siena)
Often called one of the most beautiful villas in Italy, and honestly, it’s hard to argue. This Baroque masterpiece comes with sculpted gardens, a dramatic avenue, and a sense of theatre that is simply unmatched.
Airport: Florence Airport, ~1 hour 15 mins
Why we love it:
- Show-stopping 17th-century architecture
- Gardens made for grand entrances
- Truly timeless photographs
Perfect for: Editorial-style weddings, architecture lovers, couples who want to make a statement.
9. Castello di San Fabiano, Siena Area
Yes, you can get married in a real medieval castle. Its red-brick tower rises above the Sienese countryside, surrounded by gardens, a pool, and lots of space to celebrate.
Airport: Florence Airport, ~1 hour
Why we love it:
- A genuine castle with bags of character
- Bridal suite and guest rooms on-site
- Adapts to both small and large weddings
Perfect for: Fairytale fans, big parties, multi-day celebrations.
10. Villa di Ulignano, Volterra / San Gimignano
A hilltop villa between two of Tuscany’s most beloved towns, surrounded by gardens and centuries-old trees. It’s made for couples who want the whole weekend, not just the day.
Airport: Pisa Airport, ~1 hour 15 mins
Why we love it:
- Sleeps around 30 guests, all under one roof
- Sweeping views over the Tuscan heartland
- Welcome dinner, wedding, and recovery brunch in one place
Perfect for: Weekend-long weddings, close-knit guest lists, elegant house parties.
11. Villa Lena, Pisa Hills
Part agriturismo, part art residency, and entirely unique. Villa Lena has a creative, free-spirited energy, plus a farm-to-table kitchen that will win over every foodie at your wedding.
Airport: Pisa Airport, ~45 mins
Why we love it:
- An artsy, effortlessly cool atmosphere
- Food grown right on the estate
- Pizza nights by the pool, dinners under the stars
Perfect for: Boho couples, creatives, foodies, and relaxed weekend vibes.
12. La Foce, Val d’Orcia
This is Tuscany at its most iconic. The winding cypress road, the rolling Val d’Orcia hills, and some of Italy’s most celebrated formal gardens make every single frame look like a painting.
Airport: Florence Airport, ~1 hour 45 mins
Why we love it:
- Legendary Italian gardens with lemon trees and wisteria
- The most photographed landscape in Tuscany
- Close to Pienza, Montepulciano, and Montalcino
Perfect for: Garden weddings, exclusive estate celebrations, postcard-perfect moments.
13. Castello di Velona, Montalcino
A hilltop castle turned luxury resort in the heart of Brunello country. With 360° views and a spa on-site, it’s as good for a pre-wedding unwind as it is for the big day.
Airport: Florence Airport, ~2 hours
Why we love it:
- Castle views that seem to go on forever
- Spa days for the wedding party
- Some of Italy’s finest wine right on the doorstep
Perfect for: 5-star weddings, wine connoisseurs, luxurious weekends.
14. Villa Montanare, Cortona
Just outside the medieval town of Cortona, this villa’s vine-covered pergola was practically made for long-table dinners. It’s romantic, welcoming, and full of character.
Airport: Perugia Airport, ~45 mins
Why we love it:
- A pergola made for candlelit feasts
- Pool and guest rooms on-site
- Cortona’s cobbled streets just down the road
Perfect for: Intimate weddings, Under the Tuscan Sun dreamers, warm and relaxed celebrations.
15. Castello di Vicarello, Maremma
Far from the crowds, in Tuscany’s wild southern Maremma, this 12th-century castle is surrounded by vines, olive trees, and open farmland. It’s the kind of place guests will talk about for years.
Airport: Florence Airport, ~2 hours
Why we love it:
- Remote, peaceful, and completely unique
- A dedicated team to bring your vision to life
- Cooking classes and wine tastings to keep guests entertained
Perfect for: Boutique luxury, adventurous couples, off-the-beaten-path weddings.
Planning a Wedding in Tuscany
Falling for a venue is the easy part. Here are the practical things worth knowing before you put down a deposit.
When to get married in Tuscany
May, June, September, and early October are the sweet spot: warm days, cooler evenings, and golden light that photographers dream about. July and August are glorious but hot, often well above 30°C in the afternoon, and mid-August is Ferragosto, when much of Italy is on holiday and some suppliers close. Autumn brings the grape harvest to Chianti and Montalcino, which makes for wonderful wine tastings with guests.
Getting there
Florence and Pisa are the two main airports, and Pisa usually has more direct and budget flights. Bologna is a good alternative for northern Tuscany, and Rome works well for the Maremma and southern Val d’Orcia. Most venues are in the countryside, so plan a shuttle for the wedding day rather than leaving guests to navigate winding hill roads after dinner.
Legal or symbolic ceremony
Foreign couples can marry legally in Italy, but it takes paperwork: usually a declaration of no impediment from your own country, translated and apostilled documents, and an appointment at the local town hall shortly before the wedding. Only certain venues are licensed for civil ceremonies, so check early. Many couples choose to sign the legal papers at home and have a symbolic ceremony in Tuscany, which gives you complete freedom over where and how you say “I do”.
Budget and bookings
Many of the most beautiful Tuscan venues are exclusive-use villas and estates, priced for the whole property and often with a minimum stay of three nights, or a full week in high summer. It can sound like a lot, but it usually includes accommodation for your closest guests and turns the wedding into a long weekend. The most popular venues book up a year or more ahead for peak season. Ask about music curfews too: many rural venues ask for amplified music to move indoors or wind down around midnight.
Keeping guests happy
A Tuscan wedding is rarely just one day. A welcome aperitivo, a wine tasting, or a lazy recovery lunch by the pool gives guests who have travelled a long way a reason to stay for the whole weekend, and gives you more time with the people you love.
From Renaissance villas overlooking Florence to hilltop castles in the heart of wine country, Tuscany makes it very hard to choose just one. Whatever your style, whether that’s grand and glamorous, rustic and relaxed, or somewhere in between, there’s a Tuscan venue that feels like it was made for you. And if you’re still weighing up destinations, our guide to the best wedding venues in Andalusia is a sunny Spanish alternative.
A wedding abroad means juggling a lot of details, so we’ve made it easier with our free Wedding Planning Checklist. It covers everything from your timeline and budget to vendors and final-week to-dos, so you can spend less time stressing and more time dreaming about that first glass of prosecco.