The Best Places to Get Married in Tuscany: An Area by Area Guide

So whether you are dreaming of saying your vows inside a Renaissance palazzo or on a sun-drenched hillside vineyard at golden hour, this guide breaks down the best places to get married in Tuscany area by area, so you can find the perfect setting that actually feels like you.

 

Melissa and Lee, married in Fiesole with the entire Florence skyline as their backdrop.

Florence: The Grand Stage

If there is one city in the world that was practically designed for a wedding, it is Florence. Walking through the Piazza della Signoria at dusk with Palazzo Vecchio glowing behind you, or crossing Ponte Vecchio with the Arno glittering below, it is difficult not to feel like you are living inside a Renaissance painting. Which, to be honest, is entirely the point!

Florence is one of the best places to get married in Tuscany if you want the full city experience. Civil ceremonies can be held inside Palazzo Vecchio itself, in rooms like the frescoed Sala di Lorenzo or the monumental Salone dei Cinquecento, where Michelangelo and Leonardo da Vinci once competed to paint the walls. For Catholic ceremonies, the city offers everything from intimate oratories to the full grandeur of the Basilica di Santa Croce.

For couples who want to stay close to the city but wake up somewhere extraordinary, the hills surrounding Florence are spectacular. In Fiesole, directly above the city, TuscanDream’s Florence Wedding Villa offers something that very few venues anywhere in the world can claim: the entire Florence skyline as your wedding backdrop. The Duomo, the rooftops, the Arno below, all of it spread out beneath you as you say your vows.

On the southern side of the city, just twenty minutes from the centre in the village of Grassina, sits one of the most historical properties in the region. TuscanDream’s Medicean Villa is an 11th-century former watchtower that was transformed over the centuries into a Medici family residence and today operates as a working wine estate. The history here is genuinely extraordinary. You are not just getting married on a beautiful estate. You are getting married in a place that shaped the Renaissance.

Further into the Florentine hills, the Viesca estate, owned by the famous Ferragamo family, brings that unmistakable Italian instinct for beauty, craftsmanship, and elegance to every corner of the property. This is a place where the same eye for detail that defined one of Italy’s greatest fashion dynasties shows up in the architecture, the gardens, and the entire experience of being a guest.

Good to know: Florence is a working city with busy streets and a lot of tourist traffic, especially in summer. If you want total privacy, the villas in the Florentine hills just outside the city give you that best-of-both feeling: close enough for a day trip in, peaceful enough to wind down from all the wedding excitement.

Vignamaggio estate, Chianti. Cypress trees, olive groves, vineyards, and a hilltop villa. This is the landscape you’d expect from Chianti.

Chianti: The Heart of the Postcard

Let us be completely honest. The Tuscany you are picturing when you close your eyes? That is almost certainly Chianti.

Stretched across the hills between Florence and Siena, Chianti is the most iconic, most photographed, and most beloved of all the best places to get married in Tuscany. It is indeed the place that graces almost every postcard or book cover of Tuscany – the rolling ridges covered in vines meet ancient stone farmhouses. It is where the cypresses line the white gravel roads (those are called strade bianche, and yes, they are exactly as beautiful as they look). It is where even rival families like the Medici and Pazzi would pause from their warring ways to enjoy the hills. Here, you can have your ceremony in the vineyards at golden hour and your reception dinner in a 13th-century wine cellar by candlelight, with bottles from the estate’s own harvest on every table.

The region centers around the towns of Greve in Chianti, Panzano, Radda, Gaiole, and Castellina, each one charming, each one surrounded by properties with serious wow factor. Villa Vignamaggio, set across more than 400 hectares between Greve and Panzano, has one of the most magnificent gardens in the region. Villa Mangiacane is a Renaissance beauty near Florence with the sweeping Chianti hills as its backdrop.

For couples who want wine as a genuine guest experience rather than just a detail, Chianti is unmatched. Private tastings led by the estate sommelier, Chianti Classico poured from bottles made on the property, a cellar full of Sangiovese ageing in barrels right beneath the dance floor. It does not get more Tuscan than that.

Good to know: Many Chianti estates offer private wine tastings as part of the wedding weekend experience. If your venue produces its own Chianti Classico, ask about incorporating a cellar tour and tasting into your welcome dinner or the morning after.

Villa Cetinale: Built for a Pope, restored by an aristocrat, and still one of the most quietly glamorous properties in Italy.

Siena: Medieval Grandeur and the Famous Cypress Hills

Siena and Florence spent centuries as bitter rivals, competing over trade, power, and the soul of Tuscany itself. These days the rivalry is more civilized, and the question couples ask is a far better one: can Siena match Florence as a wedding destination? Depending on what you are after, it might quietly win.

There is a reason Siena keeps appearing on lists of the most beautiful cities in the world. The medieval centro storico, a UNESCO World Heritage Site, is built in warm burnt-orange brick (or as Winsor & Newton calls it, Burnt Siena) across three converging hills, with the extraordinary Piazza del Campo at its heart and the striped marble Duomo rising above it all. It is one of those cities that makes you feel slightly breathless the first time you see it, and that feeling does not really go away.

Siena sits at the southern edge of Chianti and the northern edge of Val d’Orcia, which means the countryside surrounding it draws from both. The hills here are some of the most classically Tuscan in the region: cypress trees, silver-green olive groves, vine rows running to the horizon, and properties with centuries of history behind them.

The wedding venues around Siena are among the most impressive in all of Tuscany.

Villa Cetinale, just outside the city near Sovicille, is one of the most famous estate properties in the country. The villa is owned by Lord Antony Lambton, a former British government minister who fled to Tuscany after a rather colorful personal scandal, and under his ownership the villa became one of the most glamorous houses in Italy. The guest list over the years included Princess Margaret, Prince Charles, Mick Jagger, Hugh Grant, Rupert Everett, Tony Blair, and Kate Moss. Built in the 17th century and set within one of Tuscany’s great formal gardens, it has a grandeur that is difficult to overstate – the famous cypress-lined road leading to the villa, the baroque architecture, the sense of deep, old-money Italian history.

For couples who want a wedding with genuine cultural weight, Siena and its surroundings are among the best places to get married in Tuscany. The city itself is close enough for an evening visit, and the countryside around it offers a range of villa styles from formal baroque estates to more intimate stone farmhouses, depending on the scale and atmosphere you are after.

Good to know: Siena’s Palio horse race takes place twice a year, on 2 July and 16 August. The city fills up completely during these periods and accommodation within a wide radius becomes extremely difficult to find. If your wedding dates fall anywhere near either of those weekends, plan well in advance!

Villa Luigi, one of our Val d’Orcia properties really captures the essence of this UNESCO Heritage site – vine rows, a private lake, and rolling hills in every direction.

Val d’Orcia: The UNESCO Landscape You Cannot Stop Photographing

If Chianti is the heart of Tuscany, Val d’Orcia is its soul. This is the landscape that UNESCO declared a World Heritage Site in 2004, and once you see it in person, you understand immediately why.

South of Siena, Val d’Orcia opens into wide rolling hills, ancient cypress-lined tracks, and medieval villages that look genuinely untouched by time. Pienza, one of the most romantic small towns in Italy, has streets literally named Via dell’Amore and Via del Bacio. Montalcino, home of the legendary Brunello wine, sits above the valley with views that stretch for miles in every direction. The Cappella di Vitaleta near San Quirico d’Orcia, with its double row of cypresses leading to a tiny rural chapel, is one of the most photographed scenes in the entire world.

Val d’Orcia is among the best places to get married in Tuscany for couples who want that genuinely cinematic landscape. The venues here tend to be more secluded than in Chianti: intimate boutique hotels converted from medieval villages, restored farmhouses with private pools, castle-style retreats where your guests stay on site and feel completely transported. Catering tends towards the exceptional too, with Brunello di Montalcino, Pecorino di Pienza, and local truffles all coming from essentially next door.

Good to know + Worth planning ahead: Val d’Orcia is further from Florence and Pisa than Chianti, so guest travel logistics need a little more thought. Most couples arrange private transfers or suggest guests hire a car. The payoff is a landscape that genuinely takes your breath away every single morning.

 Lucca’s Piazza dell’Anfiteatro at golden hour. The oval shape follows the footprint of a Roman amphitheatre that stood here almost two thousand years ago.

The scene that made half the world want to buy a crumbling villa in Tuscany. Under the Tuscan Sun, filmed in Cortona – and Villa Laura, the property its filmed on, is available to book through TuscanDream.