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Jaafar Jackson & Fiancée's European Summer Adventure
28 Jul
Summary
- Jaafar Jackson and fiancée Maddie Simpson recently vacationed in Italy.
- The couple traveled to Japan in June to promote the 'Michael' biopic.
- They made their red carpet debut in April for the 'Michael' film.

Jaafar Jackson, nephew of the iconic Michael Jackson, is currently enjoying a romantic holiday in Italy with his fiancée, Maddie Simpson. The couple was observed together on a boat in Capri on Sunday, July 26.
This Italian excursion follows a busy summer of international travel for the couple. In June, they visited Japan to promote the 2026 biopic titled "Michael," where Jaafar Jackson portrays his late uncle. Simpson shared her excitement about experiencing Japan's enthusiasm for Michael Jackson.
Their summer travels also included a stop in London, as documented by Simpson's social media. Additionally, they were seen attending the Wimbledon tennis championships approximately a week before their London visit.
The couple, who have been together since 2016, made their official red carpet debut in April at the Berlin premiere of the "Michael" film. Although the exact date of their engagement is not specified, they celebrated with a dinner party in February 2025.