Romaine was born and raised on Nantucket Island in Massachusetts. After graduating from the University of Massachusetts in Amherst with a degree in business and marketing, she spent time traveling in the US and abroad, lived in San Diego, CA, Breckenridge CO, and spent many years living on St. Thomas & St. John, US Virgin Islands before finally settling in the Hamptons 18 years ago.
Prior to becoming involved in real estate, Romaine was an owner/partner in a decorating & design firm with a home base in Bridgehampton NY and worked on projects up and down the East Coast. The company participated in multiple Hamptons showhouses as well as a showhouse in Greenwich, CT where her own line of custom designed fabrics were featured.