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Home > Italy

A Romantic Destination Jewish Wedding at Villa Medicea di Lilliano, Tuscany, Italy

06/11/2025 by Karen Cinnamon

Naomi and Nathan, Villa Medicea di Lilliano, Tuscany, Italy

We love a Jewish wedding in Tuscany! And Montreal couple Naomi, a luxury travel concierge and planner, and Nathan, an accountant, had one of the best.

Their big day at Villa Medicea di Lilliano featured the chicest mismatched bridesmaids, a Mamma Mia-inspired flash mob, the most incredible kosher catering by Cantina Giuliano, and so much more.

To make the celebration of their dreams a reality, the couple opted to work with Smashing The Glass Recommended Vendor Sandro Poli of The Couplers. In Naomi’s words,

If you’re Jewish and getting married in Italy he’s the guy for you!! He’s so amazing and super helpful. He really helped us with everything from A-Z. It was truly amazing working with him especially since he spoke Italian and is also Jewish so he really knew the ins and outs of everything. I couldn’t recommend him enough. He truly became family.

Sandro, who worked in fashion before becoming a wedding planner, even sewed sleeves onto Naomi’s dress 20 minutes before the chuppah!

Don’t miss the wonderfully stylish photos by Isabella Pratesi – they’re truly something special.

Read on for all the details in Naomi’s own words…

Naomi and Nathan, Villa Medicea di Lilliano, Tuscany, Italy Naomi and Nathan, Villa Medicea di Lilliano, Tuscany, Italy Naomi and Nathan, Villa Medicea di Lilliano, Tuscany, Italy Naomi and Nathan, Villa Medicea di Lilliano, Tuscany, Italy

How We Met

Naomi, the bride: Nathan and I grew up in Montreal and are the same age. The Jewish community of Montreal is incredibly special and everyone kind of knows each other. Growing up we always kind of knew of each other (we went to different Jewish schools though). The summer of 2021 my best friend suggested going on a trip to Greece with a couple of her friends. At the time she was seeing Nathan’s cousin so she invited him and he invited his friends. We ended up doing a big trip to Greece! There is where Nathan and I’s friendship started. And then once we got back we pretty much fell in love right away. We started dating two weeks later.

Funnily enough earlier that summer Nathan worked for my dad (my dad owns a kosher pizza restaurant) and Nathan was doing deliveries as a summer job! So my dad already loved him and he was accepted into the family pretty quickly. On our way back from Greece we were all supposed to go to Israel but due to Covid our flights got cancelled. Him and his friends ended up going to Paris (they are all from there) and by fluke I ended up stuck in Paris for 3 days. We hung out every day. Honestly we’ve been inseparable since.

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A Dylan Parienty Bride for a Jewish Wedding at Masseria Potenti, Puglia, Italy

15/09/2025 by Karen Cinnamon

Emma and Jeremy, Masseria Potenti, Puglia, Italy

There’s nothing like an Italian Jewish wedding – and French couple Emma, a lawyer, and Jeremy, a radiologist, truly had one for the books!

The duo opted to wed at stunning 16th-century estate Masseria Potenti in Puglia. Featuring olive groves, vineyards, and picturesque whitewashed buildings, the venue positively exudes Mediterranean charm.

It’s not easy planning a wedding abroad, and Emma and Jeremy turned to Smashing The Glass Recommended Vendor The Couplers to make their dream a reality, and they made sure every detail was perfect – don’t miss the stunning outdoor chuppah! Photographer Marco Colonna captured the day so perfectly.

Now over to Emma, who’ll fill you in on the rest…

Emma and Jeremy, Masseria Potenti, Puglia, Italy Emma and Jeremy, Masseria Potenti, Puglia, Italy Emma and Jeremy, Masseria Potenti, Puglia, Italy Emma and Jeremy, Masseria Potenti, Puglia, Italy

Venue

Emma, the bride: We got married at Masseria Potenti in Puglia. I have half my family from Tuscany, and Puglia was a region I really liked.

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A Suzanne Neville Bride for a Timelessly Classic Jewish Wedding in Tuscany at Villa Oliva, Lucca, Italy

07/07/2025 by Karen Cinnamon

Katie and Jamie, Villa Oliva, Lucca, Italy

There’s nothing like a Tuscan wedding – between the gorgeous scenery, the brilliant sunshine, and, of course, the food, there’s no wonder it’s one of the most popular destination spots for STG couples. And Katie, who works in PR for interior and lifestyle brands, and Jamie, who works in sales, had a truly unforgettable Tuscan Jewish wedding.

We were so thrilled to hear that they found their wonderful venue, Villa Oliva, right here on Smashing The Glass – and it’s easy to see why they fell in love with the verdant grounds at first sight.

Katie and Jamie’s photographer, Smashing The Glass Recommended Vendor Alessandro Colle, and videographer, Alte Vedute, “went above and beyond, and they captured every single moment possible! We trusted them and were happy to follow their lead, and we’re thrilled with the results!”

Read on for all the details of this magical day in the bride’s own words…

 Professions / notes for Emily –

Jamie works in sales, whereas i work in PR for interior and lifestyle brands.

  Katie and Jamie, Villa Oliva, Lucca, Italy Katie and Jamie, Villa Oliva, Lucca, Italy Katie and Jamie, Villa Oliva, Lucca, Italy Katie and Jamie, Villa Oliva, Lucca, Italy

How We Met

Katie, the bride: We first met when we were 16 on an Israel tour! We became best friends, and over time, we ended up becoming boyfriend and girlfriend. 10 years later, Jamie proposed!

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A Fairytale Jewish Wedding at Castello Bevilacqua, Verona, Italy

26/05/2025 by Karen Cinnamon

Lyndsay and Bill, Castello Bevilacqua, Verona, Italy

A magical Jewish wedding in an Italian castle? Yes, please! SoCal couple Lyndsay, the podcaster behind The Pain Game Podcast, and Bill, a radio talk show host, had the most fantastic destination wedding in Verona’s majestic Castello Bevilacqua.

They focused on bringing out the fairytale vibes of their fab venue, as well as bringing in lots of lemons, in honor of all the lemons the couple have had thrown at them – and the awesome lemonade they’ve made out of whatever’s come their way!

We also love that, to bring their far-flung guests together, Lyndsay and Bill had a mystery dinner the night before the wedding to break the ice.

When it came time to choose the perfect team to capture their big day, Lyndsay and Bill chose Smashing The Glass Recommended Vendor Collephoto. Photographer Alessando Colle, second photographer Laura Bongiorni, editor by Serena Rossi, and videographer Damiano Mariotti made up the dream team.  

Read on for the full story in Lyndsay’s own words…

Lyndsay and Bill, Castello Bevilacqua, Verona, Italy Lyndsay and Bill, Castello Bevilacqua, Verona, Italy Lyndsay and Bill, Castello Bevilacqua, Verona, Italy Lyndsay and Bill, Castello Bevilacqua, Verona, Italy

How We Met

Lyndsay, the bride: I was introduced to Bill’s morning talk show in Los Angeles about 12 years ago. Coerced by a friend that I have to listen to him. Whatever! I didn’t do talk radio. I wasn’t in the early podcast scene.  I am a musician!

But then I turned on KFI AM 640 and started listening to The Bill Handel Show based out of Burbank, CA. It is the number 1 morning drive talk show in the United States — Monday through Friday. And he also has a legal show on KFI on Saturdays as well, called Handel on the Law.

I was hooked. I started going to events where he would be, and we just started talking, and it kept going until it turned into something pretty remarkable. US.

A shorter version is: Lyndsay fell in love with Bill as a listener. Bill fell in love with Lyndsay because she was a listener. The End.

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A Lazaro Bride for an Interfaith Jewish-Catholic Wedding at Castello di Meleto, Tuscany, Italy

03/04/2025 by Karen Cinnamon

Danielle and Greg, Castello di Meleto in Gaiole, Chianti,Tuscany, Italy

We love a Tuscan wedding – and today’s is really something special. New Yorkers Danielle, a manager at a boutique management consulting firm, and Greg, the COO and CCO at a hedge fund, are passionate travelers and dreamed of a wedding surrounded by rolling vineyards and world-class wines.

It’s no easy feat to plan a wedding from thousands of miles away, and the couple turned to Smashing The Glass Recommended Vendor The Tuscan Wedding to help make the day of their dreams a reality. In Danielle’s words:

The Tuscan Wedding team truly exceeded all expectations. Daniela and Katia were our main planners, and their combined expertise, creativity, and connections brought our vision to life. Daniela’s industry knowledge and relationships paired perfectly with Katia’s fresh ideas and unwavering support. They truly listened to what we wanted and turned it into reality. Thoughtful, kind, and full of great energy, they struck the perfect balance between offering guidance and letting us shape our dream wedding. By the end of it all, they felt more like lifelong friends than just our planners.

Danielle and Greg themed their day around The Tuscan beauty surrounding them, showcasing the bold colors and stunning natural landscape. They incorporated lots of local color with details like an espresso bar after dinner and a surprise appearance by an opera singer during dinner. Their gorgeous ketubah from Smashing The Glass Recommended Vendor ketubah.com was chosen to beautifully complement the wedding’s color scheme. Don’t miss all the special details in the stunning photos and video by Aberrazioni Cromatiche Studio!

Read on for the full story in Danielle’s own words…

Danielle and Greg, Castello di Meleto in Gaiole, Chianti,Tuscany, Italy Danielle and Greg, Castello di Meleto in Gaiole, Chianti,Tuscany, Italy Danielle and Greg, Castello di Meleto in Gaiole, Chianti,Tuscany, Italy Danielle and Greg, Castello di Meleto in Gaiole, Chianti,Tuscany, Italy
How We Met

Danielle, the bride: We first met in January 2020 at Perry Street, a restaurant in the West Village, during Restaurant Week in Manhattan. Our mutual friends had organized a big dinner to take advantage of the great deals at some of the city’s best spots. After dinner, we spent the night bar-hopping through the West Village, talking, laughing, and getting to know each other. That night, we both started to feel like there was something worth exploring. A few weeks later, Greg asked Danielle on their first date—a New York Rangers game at Madison Square Garden. Sitting in the stands, caught up in the energy of the game, it became clear that this had the potential to turn into something special.Continue ReadingContinue Reading

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