Jaafar Jackson and his fiancée, Maddie Simpson, have been enjoying a summer escape in Italy, with the couple recently spotted relaxing aboard a boat off the picturesque island of Capri.
The pair appeared in high spirits as they soaked up the Mediterranean sunshine, enjoying a quiet day at sea during what has been a busy year for the actor following the success of his portrayal of his late uncle, Michael Jackson, in the blockbuster biographical film Michael.
Photographs from the outing showed Jackson and Simpson spending quality time together on the boat, chatting, smiling and taking in the scenic views along Italy’s famous coastline.
Their Capri getaway is the latest stop on an eventful summer that has seen the couple travel across several countries.
Earlier this month, Simpson shared snapshots from London on social media, expressing her love for the British capital. The pair were also seen attending the Wimbledon tennis championships, enjoying the action from the stands.
Before their European travels, Jackson and Simpson visited Japan to promote Michael, the highly anticipated biographical film that chronicles the life and career of the King of Pop.
Simpson documented moments from the trip on social media, sharing highlights from Tokyo and Kyoto while thanking Japanese fans for their warm welcome and enthusiasm.
Jackson and Simpson made their red carpet debut as a couple at the Berlin premiere of Michael earlier this year, marking a new milestone in their long-term relationship.
The couple have reportedly been together since 2016 and celebrated their engagement with close friends and family during a private gathering in 2025.
As Jackson’s acting career continues to gain momentum following the success of Michael, the couple appear to be making the most of their time together, balancing international promotional commitments with well-deserved moments of relaxation abroad.
Main Image: People Magazine
