The Pilgrims went 15-28 in their inaugural season of 2013, finishing with the worst record in the NECBL. Outfielder Andrew Santomauro from Lafayette College was the lone award winner from the Pilgrims, winning the Most Improved Player Award. Santomauro and pitcher Travis Stout represented the Pilgrims in the All-Star Game.
In 2014, the Pilgrims won 31 games, clinching the best record in the league and were one win away from tying the best record in NECBL history. 10 Pilgrims made the All-Star team: Pitchers Thomas Jankins, Nick Berger, Vincenzo Aiello and Danny Garcia, catchers Matt Walsh and Logan Koch, first baseman Vin Guglietti, second baseman Thomas Roulis and outfielders Mike Martin and James Bunn. The Pilgrims coaching staff also coached the Southern Division All-Stars. Outfielder Brent Rooker participated in the Home Run Derby, but was not on the roster.