2009-10: Anthony Florentino played for Xaverian Brothers HS in Massachusetts as a freshman. Xaverian reached the Super 8 tournament.
2010-11: Florentino transferred to South Kent School in Connecticut and also skated for the South Shore Kings in the Empire Junior Hockey League. In 24 games for South Kent he scored 5 goals with 10 assists. South Kent was the top team entering the New England Prep School small school tournament but was upset by 8th-seeded New Hampton in the first round of the tournament. Florentino had 1 assist with 26 penalty minutes in seven games with South Shore.
2011-12: Florentino skated for Neponset Valley in the Massachusetts select league in the fall before returning to South Kent for his junior season. In February he joined the USA U17 team for the 2012 U18 Vlad Dzurilla Tournament in Slovakia and he committed to playing college hockey at Providence in 2013-14. In 12 fall games he scored 1 goal with 6 assists and had a team-high 38 penalty minutes. In 36 games for South Kent he scored 5 goals with 14 assists and in three games at the Vlad Dzurilla tournament he had 2 assists with 4 penalty minutes. The USA U17 team finished first in the tournament. Florentino was selected by Moncton in the 10th round (170th overall) of the 2012 QMJHL Draft.
2012-13: Florentino attended USA Hockey's Select 17 Development Camp before returning to South Kent and skating for the Select Academy U18 team. Playing in the year-long program, he scored 21 goals with 32 assists and had 68 penalty minutes in 62 games. Select Academy's U18 team entered the US Elite Hockey League championship weekend as the top seed but after defeating the New Jersey Hitmen in the semifinals lost to the Junior Bruins in the championship game. Fiorentino was ranked 75th amongst North American skaters in Central Scouting's final rankings prior to the 2013 NHL Draft.
Florentino is a well-rounded prospect who is often praised for his leadership qualities and physical, hard-hitting brand of hockey. On offence, Florentino possesses a heavy point shot, which hits the net on a consistent basis, and the ability to skate pucks out of danger from his own zone. His hockey sense and technical skills need further improvement and polishing.
Florentino will skate for the up-and-coming Providence College in the upcoming season. He is expected to stay in the NCAA for a couple more years before making the pros. It is unlikely he will turn pro before the 2015-16 season.