How to Plan a Tuscany Wedding Weekend Itinerary

Dreaming of a full wedding weekend in Tuscany? A 3-day Tuscany wedding itinerary is the perfect way to slow down, savor the magic, and create an unforgettable experience for you and your guests. Discover how to plan the perfect 3-day Tuscany wedding itinerary with tips from a destination wedding photographer — including golden hour portraits, pizza parties, and poolside farewells.

How to Plan a 3-Day Tuscany Wedding Weekend Itinerary

As a wedding photographer, I’ve captured many of these weddings. They help people connect more and tell better stories. Plus, they make everything feel more relaxed than a single-day wedding. Here’s how to plan the perfect 3-day Tuscany wedding itinerary.

As a destination wedding photographer, I’ve captured dozens of these kinds of celebrations. Not only do they allow for deeper connection and better storytelling, but they also create a relaxed vibe that no single-day wedding can match. Here’s how to plan the perfect Tuscany wedding weekend itinerary.


🗓️ Day One: Arrival & Setting the Tone

Pizza Party or Rehearsal Dinner

The first evening is all about welcoming your guests. This can be a rustic pizza night with string lights and long wooden tables, or a cozy rehearsal dinner with wine pairings and local specialties. Either way, keep it relaxed and full of warmth.

One of my favorite weddings kicked off with a build-your-own pizza station in a vineyard. Kids were running around, grandparents were sipping wine, and the couple had time to chat with every guest without the pressure of a schedule.

Photography Tip: I start capturing from the first hugs. These moments are raw, joyful, and set the tone for your story.


💍 Day Two: The Wedding Day

A Calm Morning with Room to Breathe

The beauty of a 3-day Tuscany wedding itinerary is that your timeline can be generous. Sleep in, enjoy a long breakfast, and take your time getting ready. I’ll often pop in to photograph details and prep moments — think laughter with your best friend, your dress hanging in the sunlight, or a quiet moment of nerves.

A Ceremony with a View

Whether it’s a villa terrace, an olive grove, or a medieval church, Tuscany has no shortage of unforgettable ceremony spots. Schedule it late afternoon for golden light and cooler temperatures.

At one wedding near Siena, the couple said their vows overlooking vineyards as the sun dipped low. It was emotional, cinematic, and naturally lit — every photographer’s dream.

Aperitivo Hour + Dinner Under the Stars

After the ceremony, it’s all about food, music, and mingling. Guests sip prosecco and nibble on bruschetta as the sun sets. Then comes a multi-course dinner, heartfelt speeches, and maybe a gelato cart or late-night espresso bar.

Photography Tip: I love to photograph these scenes from afar — the flicker of candlelight, clinking glasses, hands held across the table.

Dance the Night Away

Bring on the DJ or live band and let the party begin. Some venues have noise curfews, so double-check if you can take the party indoors after a certain hour. Pro tip: barefoot dancing on old stone tiles? 10/10 photo moment.


🌞 Day Three: The Chill-Down

Lazy Brunch and Pool Party

This is where the magic of a three-day wedding really shines. Guests can sleep in, recover, and reconvene by the pool for one final shared memory.

Brunch spreads with local pastries, Aperol spritz by noon, and relaxed conversations make for a perfect send-off. Some couples organize yoga, wine tastings, or Vespa rides. Others keep it low-key.

Photography Tip: The goodbye hugs and poolside candids from this day often become some of the couple’s favorite photos.

Day-After Portrait Session

With the pressure of the wedding day behind you, a post-wedding photo session lets you explore Tuscany in a whole new way — maybe in your wedding outfits, maybe something casual and fun.

I love shooting these because it blends the intimacy of an elopement with the excitement of a wedding. Plus, we can chase the best light without worrying about timelines.


📸 A Photographer’s Take: Why Three Days = Better Photos

I absolutely love photographing full wedding weekends. It allows me to become part of the celebration — your guests know me, feel comfortable around the camera, and that creates more natural, emotional imagery.

When I’m there from day one, I get to know the family dynamics, the inside jokes, the personalities. By day three, I’m not just your photographer — I’m part of the story.

And don’t sleep on day-after sessions. They’re becoming a new trend for a reason. You get romantic, editorial-style portraits in the best light without the pressure of a timeline. It’s like having a wedding and an elopement all in one.


📚 Want to Dive Deeper?

Planning the perfect Tuscany wedding itinerary starts with timing and vision. Be sure to check out:

For couples visiting Tuscany for the first time, it’s helpful to have a solid travel guide to make the most of your time in this beautiful region. Check out the Tuscany Travel Guide – Visit Tuscany for all the essential travel tips, recommendations for the best spots, and must-see destinations while you’re there.

💎 Why a Multi-Day Tuscany Wedding Is a Worthwhile Investment

Choosing a multi-day wedding celebration in Tuscany isn’t just a trend — it’s a smart, intentional way to turn your wedding into a full experience. When you spread your celebration across three days, you allow for:

  • Deeper connections with your guests (and more time to enjoy them!)
  • A relaxed, stress-free timeline that lets you savor every moment
  • More story-rich photography with candid moments, quiet interactions, and scenic portraits you might miss on a single-day schedule

You’re not just getting married — you’re hosting a once-in-a-lifetime journey. One that unfolds slowly, beautifully, and with plenty of Aperol in hand.

If you’re looking to create a truly unforgettable Tuscany wedding weekend itinerary, this is the way to do it.

💬 Final Thoughts: Make It a Celebration Worth Remembering

Planning a Tuscany wedding weekend isn’t about doing more. It’s about having more fun. More special moments. More time to connect.

If you’re dreaming of a celebration that feels fun and unforgettable, this is the way to do it. And if you’re looking for a photographer who’ll capture it all — from the welcome pizza night to the lazy poolside goodbyes — I’d love to be there for it.

👉 Let’s talk about your vision and how we can make it happen in three days in the heart of Tuscany.

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