Raising The Bar: How The ‘Tipsy Trio’ Sisters Turned A Horse Trailer Into A Business Dream

The Spirited Journey of the Tipsy Trio Sisters

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Tipsy Trio

In an age dominated by screens and social media, inspiration can strike from the most unexpected corners. For three South Florida sisters, it was a casual scroll through TikTok during the height of the Covid-19 pandemic that ignited the spark of entrepreneurship. Meet Abby, Evelyn, and Jenny, the dynamic trio behind “Tipsy Trio“, who turned a horse trailer into “The Rose”, a sought-after mobile bar.

From Equestrian to Elixirs

The idea, quirky and yet intriguing, caught Abby’s eye first. “During Covid, we stumbled upon this concept on TikTok. The thought was, ‘We can do this!’, and a spirited discussion later, Tipsy Trio was born.” Finding a dilapidated horse trailer on auction was the next step, and with collective energy and their husbands’ unwavering support, the transformation began. Over a year of hard work and perseverance, what once was a rusted trailer metamorphosed into a picturesque mobile bar.

A Family Affair

Working with family can often be a double-edged sword, but for the Tipsy Trio sisters, their relationship is their strength. Their camaraderie is palpable. “It’s amazing! We motivate, support, and uplift each other daily, often spending whole days together and yet longing for more family time after,” they shared, illustrating the depth of their bond. Even the name “The Rose” has a personal touch, named in honor of their middle sister, Jenny Rose, the nurturing force among them.

The Teaching Edge

All three sisters are seasoned educators, having spent over 15 years in Palm Beach County schools. This experience, they say, has instilled multitasking, patience, and adaptability — invaluable skills that have translated seamlessly into their business. “Being educators has shaped our problem-solving approach and has helped us wear different hats effectively,” Abby reflected.

Divide and Conquer

Abby oversees the business logistics, while Evelyn and Jenny handle the creative aspects, from designing drink menus to curating bar decor. Their complementary strengths ensure that each event is memorable, from the drink names to the garnishes that resonate with the theme. And their approach is not just about serving drinks. “It’s about the experience,” they emphasize. “Our clients get three passionate women who ensure an atmosphere of positive vibes and top-tier service.”

Flavors of South Florida

Drawing inspiration from their sunny South Florida surroundings, their beverages are a tropical delight, fresh and vibrant. Their location also exposes them to diverse clientele, allowing them to cater to different events, from bachelorette parties to weddings.

Challenges and Triumphs

Their journey has not been without hurdles. Juggling their startup with full-time jobs, family commitments, and personal lives was exhausting. But their mantra remained consistent: uplift each other. “Whenever one of us faltered, the other two stepped in. That’s how we work. We build each other up,” they shared.

One of their most memorable experiences was bartending a charitable event for a hospice foundation. Their willingness to offer their services for free highlighted their commitment to community and solidarity.

Future Ambitions and Sustainability

As for the future, the Tipsy Trio aims high. They plan to expand their fleet and continue to incorporate sustainable practices. Their first event remains a poignant memory, marking the realization of their collective dream and epitomizing their sisterly bond.

For those considering the Tipsy Trio for their events, they offer a unique promise: an unparalleled experience infused with familial warmth and expert craftsmanship.

In a world brimming with aspiring entrepreneurs, the sisters’ advice is clear and resonant: “Just do it! Don’t let doubts hinder your journey.”

The story of the Tipsy Trio is a testament to the magic that unfolds when passion meets determination, and family bonds become the foundation of entrepreneurial success. The horse trailer, now The Rose, is not just a business for them. It’s a symbol of their indomitable spirit, their love for each other, and their shared dream blossoming into reality.