Where to start with single malt?

[Alderton]

New on the forums so hello everyone.

Now, whisky is my drink of choice but I'm somewhat of a newbie when it comes to single malt and have not had the pleasure of sampling many brands.

Jack Daniels has been my drink of choice up until now and I'd like to treat myself to a good bottle of single malt. What I'm really looking for is something with a smoky, fruity taste and am also a big fan of vanilla, however I'm spoilt for choice as far as brands go and have little whisky experience apart from good ol' Jack.

So, based on what I'm looking for could anyone give any recommendations?

Thanks.