Another beer add from the 90s

Sounds vaguely familiar. Bacardi maybe? It was heavily advertised in the late 90s/early 00s and the ads always had a Cuban themed setting. Cuban, Havana settings seemed to be all the rage for a while in a lot of drink ads.

Even Caffreys tried to get in on the act.

That Guinness one with the horse riders is on YouTube but its hard to find. Searching for it invariably brings up the surfers one.

That rings a bell, his sort of ghostly doppelganger appears next to him and there's all electricity coursing through him.

I remember an ad for Tia Maria which was constantly being shown in the cinema circa 96_97. Bald barman addressing the camera and narrating the tale of "Larry" who smiles at this witchy sexy woman then as barman guy explains "she split him into three Larrys , because she could".

Thats probably why you're thinking of Tia Maria but it's not the main you're thinking of cos I can vaguely remember it and it was definetly not that.

Came across another Guinness ad which was clearly part of the same series. An Irish (?) fella out in Africa playing the drums with the locals and his twin back home having a similar freakout to yer man in the Havanna one. Its the second ad in this upload. For years I had bits of this half remembered in my head and couldn't for the life of me recall what it was for. Its pretty weird.

Edit: The guy in it is Jason Flemying, I thought he looked familiar.

Yes, I think its him all right. Just before he did Lock Stock.