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@Dropout
Guys, when you're at Blackgang look out for the disturbing memorial bench dedicated to an IOW motorcyclist called Pat Death..... it's by the cruddy amusement park.
Are you starting at Ryde? The roll over the planked-pier to Ryde Harbour is mildly diverting too: gaps between the planks exactly spaced to catch 23 rims! though you can take the train over the pier.
Would love to join you lot for the day, but am going to have to work some pretty impressive charms on my boss.