Prince Harry will meet his royal relatives during his visit to the UK this week to attend WellChild Awards on September 8, which coincides with the third anniversary of Queen Elizabeth II's death.
A meeting between Harry and his father seems likely, with royal commentator Jennie Bond suggesting it's long overdue.
On the other hand, King Charles is also reportedly seeking to mend their relationship as part of a broader effort to heal divisions within the royal family.
Royal experts also believe the Duke may reconnect with his cousins, who have maintained close ties with him and Meghan.
However, his meeting with his brother Prince William is unlikely due to deep-seated rifts, which will take time to heal.
The Duke's trip to London is already fraught with controversy, as he prepares to potentially meet with his estranged royal relatives who are wary of him.
Harry's visit comes amid the royal family's summer break at Scotland's Balmoral Castle, making a reunion even more challenging.
"Harry’s team is pushing for an answer, but Palace insiders stress that diaries are ‘tight’ due to the family’s gathering at Balmoral, and there is nervousness about what Harry might expect," according to Radar Online.
"There’s no appetite for confrontation. But equally, they know Harry is determined – and that makes things tricky," the source spilled.
Harry remains deeply estranged from his brother and sister-in-law after trashing them in his memoir.
"One of the most sensitive sticking points is whether Harry should meet with William and Kate. Harry has always felt Kate was a bridge between him and William. If he can get her on side and win her over, he feels the rest will follow," said the source.