I have these, at the moment:
Imperial Eagle with enhanced drives- just fun to fly
Imperial Courier with enhanced drives - fun little ship to mess around in, and a decent mission ship
Cobra MkIII - a few engineer mods for FSD range and speed. It was fast before, now it's wicked fast
Asp Ex - just because you need one sometimes. Mine has a 41LY jump range, so decent for travelling. I use it mostly for planetary stuff, tip-offs, etc.
Python - heavily modded for running missions, long FSD range, powerful shields, overcharged weapons with corrosive, dirty drives, overcharged pp, better distributor, stuff like that. It's my go-to ship for doing missions that require outpost access. It's just so versatile, and modded up it's tough and fast too.
Anaconda - set up similar to my Python, with engineer mods to shields, fsd, powerplant, distributor, weapons - it's my workhorse, for making credits, but it still has teeth for interdictors.
Corvette - my newest ship, I just love it. It handles so nicely, and wow can it fight. I'm still getting used to it. I might even search out some combat in it. Maybe. It's modded shields are next to impenetrable, at least in PVE
I'm debating getting a Cutter. I have the rank. I might get one, or save the cash for now and see what the Beluga is like. Not sure I want a passenger liner, but ya never know.