2009-10: Boyle skated for Catholic Memorial HS in Massachusetts as a sophomore. Catholic Memorial, a perennial power in the Super 8 (Massachusetts' top high school league) advanced to the Super 8 Final; falling to Boyle's hometown public school, Hingham, 1-0.
2010-11: Boyle transferred to Noble & Greenough School in the New England prep league for his junior season. He scored 3 goals with 25 assists and had 20 penalty minutes in 27 games. Noble finished with a record of 17-10 and lost to eventual prep champion Milton in a memorable three overtime game in the tournament quarterfinals.
2011-12: Boyle skated for Noble & Greenough as a senior as the Bulldogs advanced to the prep league championship game, falling to Lawrence Academy, 3-2. In 26 games he scored 6 goals with 12 assists and had 10 penalty minutes. Boyle also played for the Cape Cod Whalers in the Massachusetts Midget Select League and committed to playing college hockey at Union College in 2012-13. In his second year of draft eligibility, he was ranked 208th amongst North American skaters in Central Scouting's final rankings and was selected by Ottawa in the fourth round (106th overall).