Sergio Calderon, the actor recognizable fromPirates of the Caribbean: At Worlds End,Men In BlackandThe Ruinsand many other projects over course of his six-decade career in films and television, died this morning surrounded by family, his spokesperson confirmed to Deadline.

He was 77.

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InAt Worlds End, Calderon played one of the films Pirate Lords, Captain Eduardo Villanueva of the Adriatic Sea.

Sergio Calderón

Sergio Calderón in 2022Phillip Faraone/WireImage

The actor posted photos to social media of himself and franchise star Johnny Depp as well as rock star Keith Richards, who played the Pirate Lord of Madagascar and Depps father in the film.

If someone tries to take your gun, it better be someone like#KeithRichardsa true#Legend!pic.twitter.com/Yx4YbB3qTk

InMIB, Calderon played Jose, the character whose head is displayed on the end of a sword to Tommy Lee Jones K, another image which Calerdon proudly posted on social media.

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Mickey holding up my head for hours during the shooting of#MeninBlackwith@imWilISmithand#tommyleejohnespic.twitter.com/4nXvzSXtq5

More recently, the actor appeared inThe Ruins,Little Fockersand, last year, the FX seriesBetter Thingsas well as an episode of PeacocksThe Resort.

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In addition to directors such as Gore Verbinski (Pirates) and Barry Sonnenfeld (MIB), Calderon worked with Sergio Leone in his 1971 filmDuck, You Sucker!and John Huston (twice) inThe Bridge in the JungleandUnder the Volcano.

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