Kathy Waldman
Independent Travel Advisor
Picture of Kathy Waldman and family in front of the Acropolis in Athens
Some of Kathy’s most valuable life lessons have come from her travels around the world. Her first international adventure took her to Brazil at age 11, where she explored Rio, Curitiba, and the breathtaking Iguazú Falls. During her junior year at Vanderbilt University, she participated in Semester at Sea, sailing 25,000 miles and visiting 12 countries—a transformative experience that deepened her love for global exploration.
After graduation, Kathy was awarded a fellowship in London, working as an aviation insurance broker at Lloyd’s of London. She remained abroad to earn her MSc from the London School of Economics, using her time in the UK as a gateway to explore Europe. Since then, she has continued to embrace adventure, overpack, and renew her passport—a true luxury travel expert with firsthand experience in multi-destination itineraries.
Kathy and her husband, Matt, share a deep passion for travel and have made it a priority for their family. After 18 years in Chicago, they recently returned to Boston, where she is excited to rediscover the East Coast—though Martha’s Vineyard will always be home in the summer.
As a Luxury Travel Advisor, Kathy brings enthusiasm, expertise, and meticulous organization to every itinerary she designs. She takes pride in curating seamless, meaningful journeys that create lasting memories for her clients and their families.
Kathy also serves as a Trustee of the U.S. Olympic and Paralympic Foundation.
Recently Visited:
Croatia, Punta Mita, Lake District (England), London, Martha's Vineyard, Nantucket, Crete, Greece, and Rome.
Best Adventures:
Motorcycle ride in Taroko Gorge in Taiwan, haggling in the Grand Bazaar in Istanbul, Walking the Great Wall of China, boat touring around Capri, Fell walking in the Lake District, UK, tea ceremony in Kyoto, and seeing the ancient sites in Israel.
Bucket List:
ASafari, Australia, New Zealand, Galapagos, and a return trip to Japan - but really this list is endless.