Baseball was a prominent sport on Squirrel Island in the late 19th and early 20th centuries.

The Squirrel Island team was made up of summer residents and collegiate stars from a number of Ivy League schools.

Other ballplayers came from the Sockalexis Clan of the Penobscot Nation, who occupied a seasonal fishing encampment on the island.

Louis Sockalexis of Old Town, the first Native American to play professional baseball, and a cousin, Joseph Sockalexis, were once teamates on the Squirrel Island baseball team.