I guess it depends upon when you decide to go if Weymouth restricted zone active etc - not an issue though if you route from Bournemouth.
Get an up-to-date Pooleys/vfr guide which should have flight plan instructions for your flight to Jersey - I think it routes ORTAC - Jersey is like another country - if you know what I mean?
It's all been done before as far as flight planning is concerned.
PS Good article in Gasco Flight Safety Issue Summer 12 re Ditching