Harry's journey began at Luanda Airport, after which he boarded a series of light aircraft headed for the remote areas marked for mine clearance.
The duke hopes his visit will draw attention to the cause and encourage the Angolan government to increase its financial backing for the organization's work.
"Usually, these trips help to drive a bit more money from the government," the insider noted.
When Harry became a patron of the Halo Trust in 2019, the Angolan government committed £46 million [$61.5 million] towards building wildlife corridors and safeguarding endangered species in protected areas.
The country also set an ambitious goal to rid its land of all landmines by 2025, a target Harry reportedly hopes to help accelerate with his latest visit.
Angola, a nation on Africa's southwest coast, endured a devastating 27-year civil war that ended in 2002.
Decades later, the scars of conflict remain, with vast stretches of countryside still littered with hidden landmines.
Since 1994, the Halo Trust has cleared over 123,000 mines in Angola, working to convert former battlegrounds into farmland, nature reserves, and "safe" villages.
Harry's visit is expected to echo the powerful moment his mother, Princess Diana, created in 1997 when she famously walked through a minefield wearing protective Halo gear.
The images of that bold act captured global attention, especially as Diana tragically died in a car crash later that same year.
Although some speculated that Meghan would join the trip, sources close to the duke confirm that won't be happening. According to insiders, beyond concerns for Meghan's safety, Prince Harry prefers to keep his involvement with the Halo Trust personal and somewhat private.
"Halo is really his thing, it means so much to him to be patron, and he just wants to keep his work with them to himself," a source shared.
Harry's latest trip also comes at a time when he's eager to shift attention away from ongoing tensions with the Royal Family. Instead, he hopes to spotlight Halo's innovative use of AI and drone technology, tools that are revolutionizing landmine clearance efforts.
While a speech is reportedly planned for later today, British media outlets won't be in attendance — a decision made by Halo, with Harry's approval. Yet despite the press restrictions, the visit is still expected to draw significant global attention.