But this time it looks to be for good.
The pair, who triumphed in last summer's series, briefly parted ways last December before reuniting.
However today (April 3), Jack took to Instagram to post a statement seeming to announce their relationship was now over.
He wrote: "There is no easy way to say this and it isn't going to be an easy time but me and Dani are not in a relationship anymore.
"We will always care a lot for each other and have love for each other and I mean that from the bottom of my heart and I wish her nothing but happiness."
He added: "We have some amazing memories together and have been through a lot but sometimes things aren't meant to be and we really did try to make it work but it unfortunately didn't and that is life.
"That's all I have to say, a break up is hard enough as it is for both of us let alone in the public eye so I hope everyone is considerate and understands this."
Dani has yet to comment or react to Jack's comments.
At the weekend in an appearance on The Jonathan Ross show, she claimed the pair were "fine".
"We love each other, we are trying to build a relationship from a show where we met which is so bizarre and you have so much attention from it, and you have so many opinions and people go ‘It’s all money, it’s all for fame.’," she said.
Dani continued: "It’s just like, ‘Relax, chill, we are just trying to be happy.’ Life is tough so we’re just trying to make it work, that’s all we’re trying to do. We are together, we are soooo together, we are fine.”
On their current living arrangements, Dani said: “When we first came out of Love Island, we moved into a flat together and we started filming [our own] show and it was sort of way too much and our flat became a work home. It was really hard because we weren’t having those exciting times where you miss each other…
"The things I like about [living apart] is that when I come home, I know it’ll be clean. With Jack, I didn’t know what was going to have happened.
"I rang his mum and I said, ‘I don’t know how you’ve dealt with him’... He’ll drink a can of coke and then leave it in the fridge... Then I would get so upset about it and we’d be rowing over a towel, the row would be over a towel because I’d be like, ‘Where is your respect for me?’ It’s always over something silly.”
Love Island will return for a brand new series this summer on ITV2.