The vacation jaunts to Greenport started in 1936. After ten years, John and Alexandria Drossos decided to make Greenport their home. John opened and owned the Coronet Luncheonette on Front and Main Street, and after a year, Alexandria opened the Fashion Dress Shop.

What originally started as a "bed and breakfast" was later transformed into the Drossos Motel and the Tick Tock Miniature Golf, which has become a North Fork landmark. A restaurant and cocktail lounge were added to the property by their son Nick.

In the summer of 1980, Min and Gus Costas (John and Alexandria's daughter and son-in-law) retired from their city careers to take over the day to day operation of the Motel. They added their own touches, such as a frozen custard stand and full service snack bar. Today, the Drossos Motel has 15 units on a beautiful landscape and a relaxing atmosphere.