What happens when a couple trades a big hometown bash for an intimate week in the Italian countryside? You get a Tuscan villa wedding like Jack and Allie’s—laid-back, nontraditional, and full of heartfelt moments. Their Italian celebration felt less like a production and more like an experience, surrounded by their closest people in an unforgettable setting.
Choosing to host a destination wedding gave them more than just postcard-perfect views. “They realized early in the planning process that they could get more value and a better overall experience by getting married in Italy instead of Colorado,” Junebug vendor Stephanie of Hennessy Photo Co shared. “And they made it completely their own, from DIY signage to having family help with hair and makeup.”
What We Love About This Tuscan Villa Wedding:
- A breathtaking ceremony overlooking the mountains
- A week-long celebration with 24 close friends and family in two guest houses
- Emotional moments, including a tearful first look between Allie and her dad
- DIY details, like handmade signage that added a personal touch
- A villa owner-turned-unofficial guest, who joined the reception fun
Featured Vendor:
Hennessy Photo Co
A Venue That Simplified Planning and Maximized Meaning
The couple found their venue online, and it turned out to be the perfect fit. “As most Italian villas, it included a planner, lodging, floral, and onsite catering, which handled most of their major planning aspects without needing to do much additional,” Stephanie explained.
The all-inclusive nature of the venue meant they didn’t have to worry about coordinating dozens of vendors from afar. With the essentials taken care of, Jack and Allie could focus on creating a warm, laid-back atmosphere, and spend real time with the people they love.
Meaningful Moments in a Stunning Setting
Allie shared a quiet, emotional first look with her dad—a moment Stephanie described as especially powerful. Jack and Allie waited to see each other until the aisle, which made their ceremony entrance even more moving.
Perched high above the Tuscan hills, with sweeping views of Lucca as the backdrop, the couple chose a location that felt both emotionally powerful and visually stunning. “They wanted the ceremony to be impactful both emotionally and physically with their surroundings, to showcase the beautiful country they chose to get married in.”
A Week-Long Tuscan Villa Wedding Celebration Instead of a One-Day Event
Jack and Allie’s guest list was intentionally small—just 24 people—and everyone stayed on the villa property across two guest houses. Instead of one fast-paced day, the wedding stretched into a multi-day celebration full of shared meals, laughter, and the kind of quality time that’s hard to come by at traditional weddings.
“They chose to prioritize the week-long experience with their close knit chosen family and friends that they invited on the trip, rather than a bigger wedding that was less intentional in Colorado,” Stephanie noted. That choice shaped everything else, from the setting to the pacing of the day.
A Hands-On Approach to Their Tuscan Villa Wedding with a Personal Touch
Despite having a planning-inclusive venue, Jack and Allie still found ways to weave personal touches into their nontraditional Tuscan villa wedding. “The couple added lots of DIY pieces to their day (like their wedding signage), and sourced family members to help with hair and makeup to make it a more sentimental part of the day.”
It wasn’t about Pinterest-perfect details—it was about creating something that reflected them, with help from the people they love most.
Finding Vendors That Felt Like the Right Fit
Allie discovered Hennessy Photo Co while browsing online and felt instantly connected to the style and ethos. “She found my website and was immediately drawn to the non-traditional aspect of the work and therefore felt like a great fit for their day,” Stephanie shared.
That same mindset shaped the rest of their team. They approached the rest of their vendors picks the same way—looking for people who felt like a natural fit and truly got what they were going for.
And perhaps the most unexpected team member? The villa owner himself. Though he didn’t speak English, he became an unforgettable part of the day—helping pour drinks, assisting with the cake cutting, and introducing guests to the donkeys on the property. “The effort was fun and hilarious and made for a great memory for everyone on the property.”
Choosing Meaning Over Tradition at Their Tuscan Villa Wedding
Jack and Allie’s Tuscan villa wedding wasn’t just beautiful, it was intentional. By stepping away from the traditional wedding playbook and embracing an experience rooted in connection and simplicity, they created something truly unforgettable.
The venue, the people, the emotions, and even the donkeys—all came together to make a celebration that reflected exactly who they are. And that, more than anything, is what made it magic.
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The Wedding Team:
Photography – Hennessy Photo Co
Event Planning + Venue + Catering – Tuscan Retreats
Floral Design – Rebel Rebel Italia
Wedding Dress – The Altar Bridal
Bridal Accessories – Doc Marten’s
Groom’s Apparel – TruClothing Uk
Rings – Decazi