Macy Fleming

“We keep moving forward, opening new doors, and doing new things, because we’re curious… and curiosity keeps leading us down new paths.” — Walt Disney

That sense of curiosity and adventure is exactly what inspires me as a travel advisor. I believe that travel has a special way of connecting people—helping families grow closer, couples reconnect, and friends create lifelong memories. My passion is helping travelers take those meaningful moments from dream to reality, while making the process simple, stress-free, and fun.

I specialize in Family and Couple travel, focusing on destinations and experiences that offer the perfect blend of excitement, relaxation, and connection. Whether it’s the magic of Walt Disney World, the thrills of Universal Orlando, the luxury of Sandals and Beaches Resorts, the laid-back freedom of Virgin Voyages, or an All-Inclusive Caribbean escape or International Tour, I help travelers discover the places that best fit their unique style and priorities.

For families, that might mean creating a getaway that balances adventure and downtime so that everyone, from toddlers to grandparents, can find something to love. For couples, it’s about crafting vacations that rekindle connection, whether that’s a romantic beach retreat, a cruise filled with fun and freedom, or an immersive journey abroad. My goal is always the same: to remove the overwhelm, handle the details, and ensure that each traveler feels cared for from the moment we start planning to the moment they return home.

While I primarily focus on families and couples, I also enjoy planning group travel experiences. There’s something unforgettable about sharing a vacation with friends or extended family, and I’ve seen firsthand how special those moments can be. A highlight for me was hosting a Virgin Voyages group sailing with friends—an amazing time filled with laughter, incredible dining, and unforgettable memories at sea. It reminded me that travel truly is best when shared.

My clients trust me to guide them through the planning process with care, expertise, and a personal touch. I’ve explored the destinations I recommend, toured the resorts, and sailed the ships, so every suggestion comes from real experience. From insider tips to thoughtful communication, I strive to make my clients feel confident, supported, and excited every step of the way.

At the heart of my work is the belief that travel is an investment in joy. It’s a chance to step away from the ordinary and into something extraordinary. Whether it’s a family’s first Disney vacation, a couple’s romantic escape, or friends reuniting on the open sea, I’m honored to play a part in creating those experiences.

Because, as Walt Disney said, curiosity keeps us moving forward—and there’s always another magical path waiting to be explored.