Simon Cowell's Christmas: Ex-Girlfriend Joins Family Holiday in Barbados
Cowell's festive Barbados trip includes ex-girlfriend

While festive family gatherings can sometimes be a recipe for tension, Simon Cowell has taken a uniquely harmonious approach this Christmas. The music mogul orchestrated a sun-drenched holiday in Barbados, bringing together his fiancée, his son, and his former long-term girlfriend.

A Relaxed Beach Stroll Captures the Mood

Simon Cowell, 66, swapped the UK winter for the Caribbean shores of Barbados with his partner Lauren Silverman, 48. In a move that defines their modern family dynamic, they were joined by Cowell's ex-girlfriend, entertainment reporter Terri Seymour, 51. The X Factor creator maintained a low profile, but the women were photographed enjoying a leisurely walk along the beach at the exclusive Sandy Lane resort.

The images showed a pair completely at ease. Laughing and chatting barefoot in the sand, there was no sign of awkwardness. Terri Seymour looked stylish in a striped swimsuit paired with oversized white trousers and sunglasses, her long hair down. Lauren Silverman, who became engaged to Cowell in 2021 after eight years together, opted for green swimwear with a patterned sarong and her hair in a ponytail.

A Long-Standing Family Friendship

The trio's holiday is not a one-off event but part of an enduring bond. Cowell and Seymour, who is British but works in US television, were a couple for six years before splitting amicably in 2008. Despite the end of their romance, Seymour has remained a trusted friend and an important figure in the life of Cowell and Silverman's son, Eric, 11.

Lauren Silverman has publicly referred to Seymour as 'family' and stressed that rivalry has never been an issue. This close connection was evident as the two women paused during their walk to take cheerful selfies together, documenting their festive outing. Their celebrations reportedly continued into the evening at an open-air bar, with Cowell later pictured relaxing on an outdoor sofa surrounded by his extended circle.

Prior Holidays and Family Values

This Barbados getaway continues a pattern of shared holidays. The group also spent Easter together in both 2023 and 2024. Cowell, who frequently speaks about the centrality of family, especially since becoming a father, appears to have cultivated a remarkably supportive and blended inner circle.

The holiday underscores a mature and enduring friendship that has seamlessly integrated into Cowell's current family life. It presents a high-profile example of ex-partners maintaining a positive, platonic relationship for years after a romance ends, centred around mutual respect and shared history.