Caroline spent her summers on Shelter Island, New York, learning to sail with her family from infancy and then at the Shelter Island Yacht Club on various dinghies and keel boats into young adulthood. Eventually, she began teaching sailing, to kids and adults of all ages throughout high school and college. After graduating from Connecticut College with a decree in Economics and Studio Art,  she spent some time working in a Public Relations position in New York City, but was eventually drawn back to life by the water and has been with East Coast Yacht Sales since 2015. She enjoys getting out on the water racing in the SIYC H12 fleet in the summers.