A comedy about the unlikely friendship that kindles between a struggling stand-up comedian from L.A., forced to move back home to Eastern Long Island with his tail between his legs, and a tragically flawed, but charming and charismatic, alcoholic dermatologist. Discovering to be kindred spirits, each helps the other find healing, in addition to the confidence to face the "failures" in their lives.

Four best friends from boarding school decide to attend a massive blow-out High School graduation party on Block Island. After missing the last ferry they decide to hire a fishing boat to take them on what should be a simple journey. What they get is the trip from hell, with a captain and his first mate that have no intention of taking the kids to Block Island, putting them into a fight to survive and to simply make it back to land... any land.