The Thomas Oliver band probably uses a basic serif and adds ornaments.
Any idea's on the basic serif font?

"ZEBRA AND GIRAFFE" is a handlettring, entirely done from scratch, by Hylton Warburton (sketch here) so definitely not-a-font.
For "THOMAS OLIVER BAND", I think it's a customization of an existing typeface. If I have to reproduce it, I'd probably start with Caslon Bold, slant it, rework all serifs (to make them pointy and geometric, latin serifs), redraw /T and add some swashes and flourishes (have a look to swashes and ornaments through Adobe Caslon Pro OpenType features).

Thanks Ryuk! Great work by Hylton by the way.

Thanks for your explanation on how you would reproduce the TTOB logo. I'm going to give it a shot.
The font still looks so familiar...

It's seems it's condensed.

ITC Cheltenham perhaps?

Don't think it's Cheltenham, even condensed. Some Caslon Condensed here. Another option would be to go with Bookmania with tons of swashes and alternates. It could be a good font to base your work on (even if it looks far from your original sample).

Thanks a lot Ryuk!