Cheltenham Town captured De Vita’s signature on the 25th September 2014 and after a brief stint making thirteen appearances, he was released in December paving the way for a move up north to the Scottish Highlands. Ross County signed Raf on the penultimate day of the January transfer window in 2015 and it was a big change moving to Dingwall having spent time at Bradford and Cheltenham in the previous two seasons. It took time to adjust to the new surroundings and the fact that away games were so far away, however, Raffaele soon got used to it and was made to feel very welcome by manager Jim McIntyre.
"It was a big shock because obviously the Highlands are a unique place in terms of where they are on the map. I remember the first time I went up there, I just couldn’t believe how long it took me to get there and I felt like it was the other side of the world, to be honest. I think if you’ve got your family and kids there and you don’t need to move it’s a brilliant place to live. It's different down here because I mean if you are based in Glasgow there are people living all over the place in like Edinburgh and Dundee whereas up there its easier to bond because a lot of people are out for coffees or meals at night but I got used to it and I was really close to a lot of the lads as we all lived together."