As Love Island’s new season is going to begin on 9 June 2025, we have something in mind for the readers. We have come up with a marvelous idea of creating a timeline where all the Love Island winners’ names will be shown. Yes! This is for all the fans of Love Island who always wondered what the previous winners are doing in their lives.
ITV2’s hit reality show Love Island returned in 2015 but why a return? The show was earlier known as the Celebrity Love Islands back in 2001-2002 but was removed from ITV2 after 2006. So, we’ve tried to add the winners of a few of those years as well in our timeline to Love Island.
The Timeline of Love Island History
Let us brief you how the timeline will continue down the street. From the data we could get, we have combined the winners of 2005 and 2006 in the timeline, after which we will have a leap to the year 2015. The timeline would then run from 2015 to 2024, the latest season till yet.
Also read: Love Island USA Season 7 Recap: Drama, Romance & Winners
2005 Winners- Jayne Middlemiss and Fran Cosgrave

Jayne Middlemiss and Fran Cosgrave won the title of Celebrity Love Island in the year 2005 but didn’t take their bond further. After the show, Jayne got occupied with her television work and handled her modeling profession. She also participated in TV shows like Celebrity Masterchef and Pointless and gained fame and recognition through her contributions. At present, she is working as a Radio Presenter, which is quite satisfying.
On the other hand, Fran Cosgrave used to work as a Westside bodyguard, as his physique tells us. Later on, he began his TV show with Calum Best and Paul Danan’s contributions. He released his autobiography in 2006, which is quite a remarkable accomplishment. He has been dating Natasha Hamilton during that time and shared a daughter with her. Unfortunately, due to unfavorable circumstances, the lovely couple separated their ways. Since then, Cosgrave has likely disappeared from the glances of cameras on the street.
2006 Winners- Calum Best and Bianca Gascoigne

Calum Best and Bianca Gascoigne were not romantically involved inside and outside the villa. Thus, they didn’t maintain touch after getting out of the villa, either. While a few disappear from the limelight after reality shows, Calum has never let himself step down from it. He has been actively participating in television. He has picked up many projects such as Celebrity Big Brother, Famously Single, appearance in Celebrity Ex on the Beach, etc. Other than these, he worked on a documentary about his late father, George Best, in his memories. The documentary was named George Best: True Genius, which shows his love and respect for him.
On the other hand, the sweetheart Bianca Gascoigne achieved heights right after she left the show. She has been an active participant in shows like Gladiators, Celebrity Big Brother, and Celebrity Coach Trip, and auditioned for getting in The X Factor.
Biana was in a relationship with Kris Boyson earlier but broke up with him just after a year. On the other hand, she is sharing a daughter with Arron Writt named Blake Sunshine, as she is the sunshine in their lives.
Also read: Crunchyroll Anime Awards 2025: Complete Winners List & Highlights
2015 Winners- Jess Hayes and Max Morley

Jess Hayes and Max Morley were the hottest couple of the renewal season of Love Island and won the show with their sparking chemistry. However, the couple broke up soon after the show ended breaking the hearts of their admirers.
Jess Hayes took a long time to recover from the loss but found her love, Dan Lawry. The couple is an inspiration of a healthy relationship and are already the parents of a baby girl. The little one is called Presley James Lawry, the elder sister of the newcomer, Zendaya-Rose.
Meanwhile, Max vanished from the spotlight after the show and has recently shocked everyone with the news of a baby boy.
2016 Winners- Cara De la Hoyde and Nathan Massey

They are the realest couple I’ve ever seen in Love Island. The couple are not just good-looking but also are very caring about each other. Even after winning the show, they did not disconnect from each other while they have the chance. Moreover, they did get separated for a while but ultimately came back together stronger than ever. The couple shared a baby girl, Freddie, and again a baby girl Delilah in 2020.
Also read: iHeartRadio Music Awards 2025: Full Winners List & Best Moments
2017 Winners- Kem Cetinay and Amber Davies

The power couple of the third series won the show together in 2017, but it didn’t take much time for them to break up. The couple broke up before Christmas 2017 but claim that their friendship is still intact.
Kem hasn’t disappeared from the limelight after Love Island and has been a part of Dancing On Ice. Other than that, he appeared as the show reporter of This Morning with his charismatic presence. In 2019, he made history by becoming the first male ambassador of Primark by now. Moreover, he has been active in Soccer Aid since 2021.
Amber Davies wasn’t seen romantically involved with anyone else than Kem until 2020. She always wanted to pursue her dream of presenting her talent on stage. Moreover, she grabbed her dream from both her hands as she got the role in Dolly Parton’s West End Musical 9 to 5. And to be clear, she got incredible reviews from her peers and fans.
2018 Winners- Jack Fincham and Dani Dyer

Jack Fincham and Dani Dyer were loved and cherished by the nation for their cute chemistry on the show Love Island. However, the couple officially announced their breakup in 2019.
Dani Dyer gets back with her ex only after a few weeks of separation from Jack. The couple had a baby together named Santiago in 2021 which made fans question her real feelings for Jack. However, the couple broke up soon after Sammy was imprisoned for 3 years. If we talk about her profession, she has made $1 billion since she started making deals and started her own eyelashes business.
After the breakup, Jack joined a show called Celebs Go Dating to find a girl for himself. He has signed several deals with brands like McDonald’s but hasn’t gained much limelight. He had a daughter with his friend Casey Ranger while hooking up but is now romantically involved with Chloe Brockett.
2019 Winners- Amber Gill and Greg O’Shea

Amber Gill and Greg O’Shea hadn’t known each other much when they won the show. Moreover, this led the couple to split up four weeks after the show ended. Amber signed her deals with a clothing brand MissPap and earned $1 billion through it, while Greg completed his law degree. He later moved into rugby and has constantly shown excellence in the game including the Olympics.
Also read: ACM Awards 2025 Winners: Full List & Highlights
2020 Winners- Paige Turley and Finn Tap

Paige Turley and Finn Tapp fell in love at the beginning of the show and continued to date each other later. They moved in together in the UK and lived peacefully until they broke up in 2023. The fans were disappointed and got suspicious when both appeared again in Celebrity Ex on the Beach. Moreover, Paige shut their mouth over the rumors and objectification of the audience.
2021 Winners- Millie Court and Liam Reardon

They are one of those couples who succeed in love outside the show. The couple fell in love with the show and became official while they were there. After the show was over, they moved in together in the UK, however, they announced their breakup in 2022. Moreover, the couple got together again and are in a happy relationship now.
2022 Winners- Ekin-Su Culculoglu and Davide Sanclimenti

The relationship between these two was complicated from the beginning, but it ultimately led to their breakup 11 months after they moved out of the villa. But this is not the end. The couple paired up and broke up a lot more times than we usually do. However, their last parting and Ekin-Su’s reappearance on Love Island confirmed the end of their relationship. Meanwhile, Davide announced that he is in love again on Instagram.
2023 Winners- Sanam Harrinanan and Kai Fagan

The lovely couple looked so in love on the show and won the show Winter Love Island together in 2023. In addition, Sanam was declared the winner of the first Casa Amor Bombshell, who also won the Love Island show. The beautiful couple is still together, which is so cute and admirable in this generation.
2023 Winners- Jess Harding and Sammy Root

The official Love Island got a beautiful couple Jess Harding and Sammy Root who won the title in 2023. Moreover, the love they had faded as quickly as it nurtured and they broke up after a few months of the show.
2024 Winners- Mimii Ngulube and Josh Oyinsan

The beautiful couple was declared the winner of the 2024 Love Island title for their admirable chemistry and love in their eyes. However, they declared their breakup just after a few months of crowning.
Also read: Grammy Winners 2025 – Full List of Award Recipients
Conclusion
The Timeline was indeed a lengthy one but there you go with the latest updates on the lives of former winners of the show. The couple who master the art of loving, caring, and understanding their partners can only reach the shore.