Rainy Day was founded in Vineyard Haven, MA, in 1973 by husband and wife team Ann Milstein and Frank Piccione.
In 1999 Heather Kochin joined the Rainy Day team as store manager. Just a few years later, in 2003 she took over ownership of Rainy Day from Ann and Frank.
In April of 2014 Rainy Day entered the next phase of its life. Husband and wife duo, Bob and Melissa Scammell, joined the team as full partners. Bob and Melissa became the sole owners in September 2018. They had enjoyed spending time on the Vineyard for many years and made it an ambition to become more involved with the year-round, local community. Finding the opportunity to join Rainy Day was the perfect match…. a stable full year cornerstone business in Vineyard Haven, which has enjoyed terrific support from both Vineyard residents and visitors alike.