From Gloucester you could do a lot worse (now this is going to sound wrong) than head into Wales. I'm pretty sure the Head Plod who hated bikers has moved on and the new Chief is actually a biker. The roads are amazing as I'm sure you know. Go up through Snowdonia and then turn around at Anglesey after doing the coastal course You could make a fantastic 3 days out of that.
Head south and see how many laps of the M25 you can do in three days. You could stay in a different Travel Lodge every night and could even try going round clockwise and anti -clockwise!
You bunch of bastards!!!! Knew i could rely on you for some ideas Was toyin with I.O.M but the ferry aint that cheap! Think ur suggestion Klink is bang on, we don't want to bust a gut getting somewhere then straight back. Want to have a good ride up, beer and more beer in the evening then some good riding the next day. Anyone more than welcome, the more the merrier to me!!!
Now those are good suggestions from the money grabbing bastard that has sunk our economy. Let me know if you turnips can venture overseas (Uk passport, which requires both parents and electronic tag removed ) and I will see if I can tag along from Dover.