
Caroline Kelly
Luxury Travel Advisor
Caroline is a passionate traveler turned travel advisor who brings a wealth of firsthand travel experience, a meticulous eye for detail, and a deep love for discovering new places to every itinerary she creates. Having explored destinations across Europe, Africa, the Caribbean, and the U.S., she knows what it takes to make a trip truly unforgettable—from the big-picture planning to the small, personal touches.
Caroline specializes in crafting seamless, stress-free travel experiences that reflect her clients’ unique preferences, needs, and budgets. Whether you're dreaming of a relaxing beach getaway, an adventurous mountain trek, or an immersive cultural journey, Caroline is dedicated to turning your travel dreams into reality. She also loves sharing personal recommendations for local eats and hidden-gem activities that add authentic flair to every trip.
Some of her favorite destinations include Ireland, Spain, Norway, Switzerland, South Africa, Hawaii, the British Virgin Islands, Cape Cod, and the Adirondack Mountains.
Before entering the world of luxury travel, Caroline spent over a decade in commercial real estate capital markets where she was involved in the aggregate sale of over $2.5 billion across the New York metro area. At Cushman & Wakefield (formerly Massey Knakal Realty Services), Caroline was a member of one of the firm's top-producing sales teams, where she managed the day-to-day operations and helped drive significant deal volume. One of her standout achievements was securing the opportunity to pitch the largest sales presentation in Massey Knakal's history—World Wide Plaza, a landmark billion-dollar property. This marked a strategic shift for the firm, which had traditionally focused on mid-market deals under $50 million.
Currently, she resides in Westchester, NY with her husband and three children. When she's not planning travel—either for clients or her own family—she enjoys cooking, staying active, family movie nights, and cheering on her kids at their sporting events.
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