The Islander (formerly known as "Captain Dave's Thimble Island Tours"), was first established back in the late 1980's by Dave Kusterer, who ran the business for 36 years! In 2018 as he eyed retirement, he began handing over the reigns of his beloved Islander (26' Oldport Launch) to another local, Captain Matt Pinckney.
Matt has had the good fortune to have been raised as a third generation Islander. He and his family and have spent every summer of their lives in the islands. During the other seasons, Captain Matt is a middle school teacher in Northern Connecticut.
Captains Em and Bob both grew up on Governors Island with Matt and began running tours part time during the 2021 season.