Bad Bunny delivered 25,000 gifts to children at the Roberto Clemente Coliseum in Puerto Rico on Tuesday.
The singer, 28 - whose real name is Benito Martinez Ocasio - donned a yellow balaclava hat instead of a Santa hat as he spread the holiday cheer in San Juan.
The rapper grew up in Almirante Sur in Puerto Rico.
Earlier this month, his fans were turned away from his Mexico City concert after yet another issue with distribution giant Ticketmaster.
Through his foundation Good Bunny, he held the annual charity event to provide children from his native country with gifts of arts, music, and sports.
The foundation wrote on social media that the day of gift-giving was a success - full of magic and Boricuan tradition.
The Un Verano Sin Ti singer sported a casual look for the charity drive that he has done in previous years.
He donned a black hoodie and black cargo pants with light blue details.
He wore a pair of white sneakers and a bright yellow balaclava as he posed with children at the gift-giving event.
The Grammy Award-winning international star started his Good Bunny Foundation to aid and donate to a number of humanitarian efforts.
According to their mission statement, the nonprofit organization works to improve the quality of life of Puerto Rican youth and future stars through the support of youth arts and sports initiatives, in collaboration with other nonprofit organizations.
The foundation led two relief initiatives providing aid after Hurricane Maria.
After the disaster, the foundation handed out meals and completely reconstructed ten homes in the multiplatinum star's native country.
In 2018, they organized the very first annual La Nueva Tradición event to distribute gifts to 30,000 Puerto Rican children.
The foundation has also helped in the Play Ball Again initiative to restore Little League baseball fields in multiple municipalities.
In 2019, Bad Bunny said in a press release from the initiative: 'Growing up on the island, I spent a lot of time in some of these parks that are now destroyed.'
He continued, 'In parks similar to these, a lot of great athletes like Roberto Clemente, Yadier Molina, Roberto Alomar, Edgar Martinez, and Ivan Rodriguez grew up.
'Our commitment is to rebuild these parks so that we can help new athletes grow,' he said. 'This is the first step for the rebirth of sports within the island.