Kristen Leggiero

Biography

For as long as I can remember, travel has been part of who I am. Growing up, my parents often took me to the Caribbean, and those early experiences sparked a curiosity about the world that never left me. Later, a student exchange program in France opened the door to Europe, and during college I studied abroad in Italy, where I immersed myself in different cultures, lifestyles, and perspectives. That experience changed everything for me — I realized travel wasn’t just a vacation, it was a way to truly experience the world.

Since then, I’ve been fortunate to travel extensively, from iconic destinations to places far off the beaten path. Along the way, I’ve discovered incredible people, unforgettable food, and cultures that have expanded my appreciation for the world around us.

For years, friends encouraged me to turn my passion for travel into a profession. After spending more than 20 years on Wall Street in operational and client-focused roles, I realized I had the perfect foundation to do just that. My background taught me the importance of details, thoughtful planning, organization, and truly listening to clients’ needs, which are skills that translate naturally into creating exceptional travel experiences. I love hearing about people’s travel dreams, and nothing makes me happier than learning that a destination or experience I recommended completely blew them away.

I genuinely believe travel gives us perspective, understanding, and memories that stay with us forever. It also provides that much-needed respite we all look forward to in our busy lives. My motto: Always have something booked to look forward to. So, where are we going next?