READING TIME: 4 min 48 sec
PUBLICATION DATE: 02/11/2026
UPDATED: 02/11/2026
In the landscape of Italian destination weddings, where iconic locations meet centuries-old traditions, true distinction comes from personalization. The Different Twins was created with that exact belief at its core — that no two weddings should ever feel the same.
Founded in 2012 by Roberta Pompeo, The Different Twins is a boutique wedding planning company dedicated to crafting highly tailored celebrations for international couples dreaming of Italy. With more than fourteen years in the wedding industry, Roberta has planned weddings across Tuscany, Lake Como, Lake Garda, the Amalfi Coast, Puglia, Sicily, and many other Italian regions — always guided by a balance of creativity, structure, and human connection.
Roberta’s journey into wedding planning began long before her company was founded. “I started my career working behind the scenes in the event and hospitality world,” she explains. That experience gave her a strong foundation in logistics, guest experience, and the importance of seamless coordination.
What ultimately drew her into weddings was the unique nature of the work. “Weddings require creativity, organization, and deep emotional awareness,” she says. “That combination immediately resonated with me.”
The very first wedding she planned was a destination celebration for an international couple choosing Italy for one of the most important moments of their lives. “It was complex and emotional,” Roberta recalls. “Working across different cultures, languages, and expectations was challenging, but incredibly rewarding.” That experience confirmed her calling — helping couples feel at home while celebrating far from it.
With 14 years of experience, Roberta still approaches every wedding with the same dedication she had at the beginning.
“What continues to inspire me is creating celebrations that truly reflect each couple’s story, culture, and values,” she shares. Through The Different Twins, her goal has always been to offer a boutique-style planning experience — one where couples feel understood, supported, and guided from the big picture down to the smallest details.
Italian beauty, trusted local partners, and thoughtful planning come together to create weddings that feel effortless on the surface, yet carefully orchestrated behind the scenes.
For Roberta, wedding planning lives at the intersection of people and problem-solving.
“I love the combination of creativity, strategic thinking, and human connection,” she explains. Every couple brings a different background and vision, and translating that into a meaningful celebration is what drives her.
She is especially passionate about guiding couples through the planning process in a foreign country. “Helping them feel confident and stress-free while navigating logistics, traditions, and cultural differences is incredibly rewarding,” she says.
Seeing everything come together on the wedding day — knowing it became a once-in-a-lifetime memory — is what keeps inspiring me.
The philosophy behind The Different Twins is clear: weddings should never follow a template.
“I strongly believe that no two weddings should ever feel the same,” Roberta says. Each celebration is designed to reflect the couple’s identity, values, and story — not a predefined formula.
The weddings she loves planning most are destination weddings for international couples who want more than a beautiful setting. Multi-day celebrations, cultural elements, and immersive guest experiences are where her creativity thrives. “I love weddings where guests truly connect — with Italy and with the couple’s story,” she adds.
Rather than offering rigid packages, Roberta takes a flexible, tailored approach to planning.
Her core services include full wedding planning and coordination, with the level of involvement adapted to each couple’s needs, timeline, and priorities. “After understanding their vision and expectations, I prepare a personalized proposal,” she explains. “That way, couples receive exactly the support they need — nothing more, nothing less.”
This custom approach ensures clarity, trust, and a planning process that feels aligned rather than overwhelming.
Among the many weddings Roberta has planned, one multi-day destination wedding stands out. Guests traveled from several countries to celebrate across multiple locations, with a welcome event, wedding day, and farewell brunch.
“What made it unforgettable was the complexity behind the scenes,” she says. Coordinating logistics, vendors, transportation, and guest experiences — all while making everything feel relaxed — required precision and foresight.
“The most rewarding part was seeing how connected everyone felt by the end,” Roberta reflects.
It became a shared experience, not just a wedding.
Roberta’s approach to working with clients is both collaborative and structured.
“I always start by listening,” she explains. Understanding priorities, expectations, and the desired guest experience allows her to translate ideas into a clear, realistic plan. Honest advice, transparent communication, and proactive problem-solving guide every step.
“My clients know I’m always thinking a few steps ahead,” she says. Anticipating challenges, managing details quietly, and staying aligned allows couples to enjoy the journey without feeling overwhelmed.
Rather than limiting her work to a fixed list of venues, Roberta values flexibility.
She regularly collaborates with villas, estates, and luxury venues across Tuscany, Lake Como, Lake Garda, the Amalfi Coast, Puglia, and Sicily. Long-standing relationships help ensure smooth collaboration, but her priority remains matching each couple with the venue that best fits their vision, guest experience, and budget.
Some of the biggest challenges Roberta has faced came from circumstances beyond anyone’s control — sudden weather changes or last-minute vendor issues.
“The real challenge is not just solving the problem,” she says, “but keeping the couple calm and confident.” Her role in those moments is to absorb stress, activate backup plans, and make fast, informed decisions — all while preserving the experience.
Staying on budget begins with realism. Roberta creates a detailed budget breakdown from the start, tracks expenses closely, and provides regular updates.
“My main advice is to prioritize what matters most to you as a couple,” she says. With experience and a trusted vendor network, she helps couples achieve the best quality within budget — while preventing surprises.
“Start with a clear vision and priorities,” Roberta advises. Whether it’s location, guest experience, or cultural elements, those priorities should guide every decision.
She also emphasizes organization and professional support — especially for destination weddings. “Planning should feel exciting and joyful,” she says. “Focus on the moments that will create lasting memories.”
If she could advise herself at the start of her career, Roberta would emphasize trust and patience.
“Build strong relationships, invest in your network, and learn to delegate,” she says. Creating a clear brand identity and niche early on also shaped her long-term success.
“Growth doesn’t happen overnight,” she reflects.
But with dedication and attention to detail, you can build a business that creates meaningful experiences — and that’s the most rewarding part.
For Roberta, dream venues are defined by character, history, and breathtaking surroundings — places where architecture and landscape create instant emotion.
When it comes to vendors, she confidently recommends professionals she has personally worked with across Italy. “I only recommend partners who consistently meet the standards I set for my clients,” she says.
