Cuprill and Lidia traveled extensively throughout the North American Continent, Europe, Asia, Latin America, the Caribbean, and the Middle East.

Cuprill had a special retreat called "Monticello" in the majestic mountains of Puerto Rico, where he enjoyed spending time with friends and family.

He took a temporary leave of absence from attending the University of Puerto Rico School of Law in 1941-1942 when he was asked to serve in the United States Army during World War II as a 2nd lieutenant in Company "L" of the 65th Infantry Regiment.

After World War II ended, he was honorably discharged from active duty military service in 1946 with the rank of major, at the age of 30, to resume the pursuit of a Juris Doctor degree and a law career.

In 1950-1953, Cuprill Oppenheimer was ordered to return to military active duty with the Puerto Rico National Guard during the Korean War, which interrupted his law practice once again.

He later became the Commanding Officer of the Henry Barracks Army base in Cayey, Puerto Rico, where United States' draftees were trained before being sent as replacements to the 65th Infantry Regiment.

He was proud to have founded the Ponce Chapter of the Military Order of the World Wars (MOWW) along with his son Hector, of which both are life members.

[citation needed] Cuprill was a two-time president of Phi Sigma Alpha[2] and "Hermano Emeritus" Medal holder[3] of the Fraternity.

His oldest son, Charles A. Cuprill Hernandez, is a prominent bankruptcy business reorganization specialist involved in thoroughbred racing.

His youngest son, Raymond Warren Cuprill Hernandez, retired from the Legal Division of the National Highway Administration in D.C. Badges: