'Michael' star Jaafar Jackson and fiancée Maddie Simpson spotted getting cosy on a yacht in Italy
ETimes | July 29, 2026 12:39 PM CST
Michael Jackson ’s nephew, Jaafar Jackson , who recently rose to fame following his debut film, ‘Michael’, was recently spotted in public with his fiancée. Jaafar and his partner, singer Maddie Simpson , were recently spotted cruising on a private yacht over the weekend. The couple seemed to be vacationing and relaxing in Capri, Italy.
Jaafar Jackson and Maddie Simpson spotted in ItalyOver the weekend, Jaafar Jackson and Maddie Simpson were spotted spending some time together on a private yacht. Photos shared online by BACKGRID showed the two basking in the sun, sitting together on the deck wearing swimwear. While the actor sported a pair of striped swimming trunks, his partner wore a black two-piece set. The two were spotted having quality time while vacationing in Capri, Italy.
Jaafar and Maddie were seen getting cosy in the photos, smiling and laughing at one another. Another photo showed the two talking on the deck; Jackson showed his fiancée something on his phone. The two have been travelling for quite some time, stopping in London before landing in Italy. The two have also been keeping active on Instagram and other social media accounts, Sharing GMC's of their relationship with fans and netizens alike.
Jaafar Jackson and Maddie Simpson post about their time togetherEarlier, the two had been spotted in London, joining the long roster of fellow celebrities who attended the Wimbledon event earlier this month. Simpson had also taken to her Instagram account to share a photo of herself standing in front of a red phone booth. The photo was shared online along with the caption, “I love love love London.”
More about Maddie Simpson and Jaafar JacksonJaafar Jackson’s fiancée Maddie Simpson professionally works as a singer. Raised and based out of Los Angeles, the star made her official debut in the music industry in 2018 with her single titled ‘Love Me Loud.’ Maddy and Jackson have been together since 2016 and made their relationship Instagram official within the first few weeks of being together. Over the years, the couple has celebrated many anniversaries, of which both Simpson and Jaafar have posted about. While it is unclear when the couple officially got engaged, it was reported last year that the actor had gotten down on one knee and proposed to her with a yellow cut diamond. The celebrated the occasion with their family and friends.
Jaafar Jackson and Maddie Simpson spotted in ItalyOver the weekend, Jaafar Jackson and Maddie Simpson were spotted spending some time together on a private yacht. Photos shared online by BACKGRID showed the two basking in the sun, sitting together on the deck wearing swimwear. While the actor sported a pair of striped swimming trunks, his partner wore a black two-piece set. The two were spotted having quality time while vacationing in Capri, Italy.
Jaafar and Maddie were seen getting cosy in the photos, smiling and laughing at one another. Another photo showed the two talking on the deck; Jackson showed his fiancée something on his phone. The two have been travelling for quite some time, stopping in London before landing in Italy. The two have also been keeping active on Instagram and other social media accounts, Sharing GMC's of their relationship with fans and netizens alike.
Jaafar Jackson and Maddie Simpson post about their time togetherEarlier, the two had been spotted in London, joining the long roster of fellow celebrities who attended the Wimbledon event earlier this month. Simpson had also taken to her Instagram account to share a photo of herself standing in front of a red phone booth. The photo was shared online along with the caption, “I love love love London.”
In June, the two had attended the Japan premiere events for his film, ‘Michael’. The singer had also posted about the same, and had shared glimpses from the event. She had added the post along with the caption, “Japan, so wonderful to experience the love and excitement this magical place has for Michael.” The two officially made their red carpet debut in April while attending the first premiere for ‘Michael’ in Berlin, which also held a limited and specialised screening for a select number of fans.
More about Maddie Simpson and Jaafar JacksonJaafar Jackson’s fiancée Maddie Simpson professionally works as a singer. Raised and based out of Los Angeles, the star made her official debut in the music industry in 2018 with her single titled ‘Love Me Loud.’ Maddy and Jackson have been together since 2016 and made their relationship Instagram official within the first few weeks of being together. Over the years, the couple has celebrated many anniversaries, of which both Simpson and Jaafar have posted about. While it is unclear when the couple officially got engaged, it was reported last year that the actor had gotten down on one knee and proposed to her with a yellow cut diamond. The celebrated the occasion with their family and friends.
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