GemmaTuscany is the kind of place that makes you pause mid-sentence and wonder if this is real life. Rolling hills, golden sunsets, historic villas, and vineyards that stretch as far as the eye can see—it’s no wonder couples flock here to say “I do.” But Tuscany isn’t just beautiful; it’s full of personality, charm, and those little surprises that make a wedding unforgettable. From my own personal experience, planning a wedding in Tuscany is like stepping into a living postcard—you just can’t help but fall in love with every corner.
If you’re dreaming of a wedding that blends elegance, rustic charm, and a touch of magic, Tuscany has it all. Let me show you 12 places that you truly need to see, explore, and consider for your wedding day.
1. Florence – Where Art Meets Romance
Florence is Italy’s crown jewel of Renaissance art and architecture, but it’s also a city where love feels grand. Imagine exchanging vows in a historic palazzo or a garden overlooking the Arno River, with the Duomo standing proudly in the background. You can combine your wedding with a little cultural adventure—like a private tour of the Uffizi Gallery or a stroll across the Ponte Vecchio.
Florence gives you elegance and history all in one package. Plus, after the ceremony, you can enjoy Tuscan cuisine at quaint trattorias—perfect for intimate celebrations with close friends and family.
Must-see: Boboli Gardens and Villa La Petraia for stunning outdoor ceremonies.
2. Siena – Medieval Charm in Every Corner
If cobblestones, medieval towers, and centuries-old architecture excite you, Siena is the perfect wedding backdrop. Piazza del Campo, the iconic city square, and Siena Cathedral provide dramatic settings for wedding photos that look like they belong in a magazine.
From my overall experience, Siena is one of those places where your guests will be talking about the experience for years. It’s not just a wedding; it’s a full-on historical adventure.
Must-do: Explore hidden alleyways and enjoy traditional Tuscan cuisine like pici pasta before your ceremony.
3. Chianti – Wine Lovers’ Paradise
For couples who dream of vineyards and rustic elegance, Chianti is heaven. Rolling hills dotted with vineyards, cypress trees, and stone farmhouses make it impossible to take a bad photo. Many villas in Chianti offer complete wedding packages, from wine tastings to full-course Tuscan feasts.
You’ll truly love the idea of a sunset ceremony overlooking endless rows of grapevines. And let’s be honest, nothing says “celebration” quite like a glass of Chianti in your hand while watching the sunset.
Must-see: Castello di Meleto and Villa le Corti for vineyard views and classic Tuscan charm.
4. San Gimignano – The City of Towers
San Gimignano is famous for its medieval towers, and it’s equally stunning for weddings. Its narrow streets, stone buildings, and historic piazzas give every photo an old-world fairy tale vibe. You can host a ceremony on a terrace overlooking the Tuscan countryside or inside a historic church with centuries of history around you.
Fun fact: San Gimignano is known for its gelato, so post-ceremony treats for your guests are a must.
Must-explore: Piazza della Cisterna and Torre Grossa for panoramic views.
5. Val d’Orcia – Postcard-Perfect Landscapes
Val d’Orcia is the Tuscany you see on calendars and travel magazines. Rolling hills, iconic cypress-lined roads, and small hilltop towns create the ultimate romantic setting. Hosting a wedding here is like stepping into a dream where everything feels soft, golden, and timeless.
You truly need to see the sunsets here—they’re breathtaking and make every wedding photo unforgettable. This region is ideal for outdoor ceremonies, wine and food tours, and capturing the pure essence of Tuscany.
Must-do: Explore Pienza and Montalcino for charming streets, local wines, and artisan shops.
6. Cortona – Cozy Charm with a View
Cortona might be small, but it’s overflowing with charm. Perched on a hilltop, this town offers panoramic views of the Val di Chiana. Its narrow streets, vibrant piazzas, and rustic villas make intimate weddings feel magical.
From my own personal experience, a wedding in Cortona feels like stepping into a cozy, enchanting film set. The town’s energy is warm, welcoming, and perfect for a relaxed yet elegant celebration.
Must-see: Piazza della Repubblica for ceremonies and photo ops.
7. Lucca – Walled City Romance
Lucca is the Tuscany that feels a little like a secret. Encircled by Renaissance walls, this city offers romantic gardens, historic churches, and charming squares. You can even have your ceremony on the city walls with stunning views of the skyline and surrounding countryside.
You’ll truly love the combination of history and charm. Walking through Lucca feels like a slow dance through time—a perfect metaphor for tying the knot.
Must-do: Rent vintage bicycles for a fun pre-wedding exploration of the walls.
8. Pisa – Beyond the Leaning Tower
Pisa is famous worldwide for its Leaning Tower, but the city has much more to offer for weddings. Picture a ceremony in a historic chapel or a nearby villa with views of the Arno River and medieval streets. Pisa combines iconic architecture with a lively, vibrant energy that makes a wedding day exciting.
Must-see: Piazza dei Miracoli for breathtaking photo opportunities.
9. Montepulciano – Wine, Views, and Villas
Montepulciano is another wine lover’s paradise, perched high on a hill with panoramic views of the surrounding vineyards. Its medieval streets and historic villas offer elegant wedding settings. Imagine saying your vows in a villa courtyard surrounded by vineyards and olive trees—a true Tuscan dream.
From my overall experience, Montepulciano is perfect for couples who want a mix of rustic charm and refined elegance.
Must-explore: Cantina Contucci for wine tastings and vineyard tours with your wedding guests.
10. Arezzo – History Meets Style
Arezzo is less crowded than Florence or Siena, which makes it ideal for intimate weddings. Its piazzas, historic churches, and charming streets offer an authentic Tuscan feel. Arezzo also has beautiful antique markets and artisan workshops that can add a unique touch to your wedding day.
You’ll truly love its blend of authenticity and elegance—it feels like Tuscany without the tourist traffic.
Must-do: Visit Piazza Grande and the Basilica di San Francesco for stunning backdrops.
11. Montalcino – Castle Weddings and Wine
Montalcino is famous for Brunello wine, but it’s also perfect for castle weddings. Many villas and castles here offer exclusive ceremonies with sweeping views of vineyards and rolling hills. The combination of history, wine, and scenery makes Montalcino a dream wedding location.
From my own personal experience, planning a wedding here feels luxurious without being over the top. Guests will remember both the views and the wine for years.
Must-see: Fortress of Montalcino for an unforgettable ceremony location.
12. Pienza – A Renaissance Gem
Pienza is small but incredibly charming. Known as the “ideal city” of the Renaissance, it offers picturesque streets, historic architecture, and stunning views over Val d’Orcia. Outdoor weddings here are magical, with sunsets that turn every photo into a masterpiece.
You’ll truly love how Pienza feels intimate yet grand. It’s perfect for couples looking for elegance, history, and romance in a single location.
Must-do: Explore the city’s streets and enjoy pecorino cheese tastings—trust me, your guests will thank you.
Planning Tips for a Tuscany Wedding
Tuscany isn’t just a backdrop; it’s part of the experience. Here are a few tips to make your wedding unforgettable:
- Hire a local planner: They know hidden gems, legal requirements, and the best vendors.
- Timing is everything: Spring and fall offer mild weather and fewer tourists.
- Embrace local cuisine: Tuscan food is as much an experience as the scenery.
- Think about transport: Many venues are remote, so guest transportation matters.
- Mix indoor and outdoor options: Weather can be unpredictable, so have a backup plan.
From my overall experience, couples who immerse themselves in Tuscany’s culture, food, and scenery get the most memorable weddings. It’s not just about the location; it’s about the entire experience.
Tuscany is more than a wedding destination—it’s a place where every moment feels cinematic, every photo feels timeless, and every guest leaves with a memory etched in gold. Whether you’re dreaming of vineyards, medieval towns, Renaissance art, or hilltop views, Tuscany has a place that will capture your heart.
Pick a villa, choose a sunset terrace, toast with local wine, and dance under the stars. Your Tuscany wedding will be everything you’ve imagined—and more.
I’m Gemma, a passionate lifestyle blogger sharing my creative world with you. Gemitaliano.com is my little corner of the internet, glad you’re here.