Having done several rides tracking down post boxes I was going to switch to quarries, there are loads all over the Island, but it turns out there aren't. There have been probably hundreds of excavations across the Island but here they are to extract either chalk, sand, gravel or clay which means they are 'pits' and not quarries

There are a couple marked on the map and some local sandstone has been quarried for buildings but not much.
In a sudden bit of inspiration I came up with the idea of searching out ww2 pillboxes, I've seen a few about so with the help of a bit of internet research I found there were loads. I found a website with the grid references and plotted them all out, but only the ones with some actual remains to see. I managed to join all these up with a route of just over 70 miles and 7000 ft of climbing so that should make a good day out.
I set off first thing ish and the first stop was my mum's to drop off some potatoes and the local paper. My myog fold up rucksack has been the most useful piece of kit I have during lock-down as I can run errands and then once I've made my delivery I can roll it up and put it in the frame bag out of the way. I see Apidura now make one so it must be a good idea
Potatoes dropped off it was on to the first pillbox at Shanklin on the cliff top. The listing said it was in a private garden but I thought I'd be able to see it over the wall. It would appear that since the survey was undertaken that quite a lot of trees and shrubs have grown up so all I could see was the garden wall with trees behind
Next was further along the seafront, part way up the steps to the cliff path.
It's somewhere in the middle, above the bit with the green netting on the handrail, hidden by the trees. The third on the seafront is at the western end, by the Chine. This does still exist but is now under some steps and it looks like it has also been rebuilt at some stage as the gun slots are not visible.
There were 3 at Shanklin as it was of strategic importance with the PLUTO pipeline coming down through the Chine. Out of the 3 I'd had a glimpse of 1. Not going very well so far then. Off to Ventnor down next, so quite a climb. The heat, lack of success and perhaps the previous nights gin were eating into my resolve to visit all of the pillboixes on the Island but I pressed on anyway.
At the top of Ventnor down there should be 3 bases left where the pillboxes were demolished. These I can only assume are somewhere in the mass of gorse bushes at the location of the grid reference.

RAF Ventnor was the site of a radar station and it was bombed during the war but only the once as the Germans didn't know how important it was. There are still some lookout buildings left on the downs. The station only needed 3 pillboxes as the only way to it was up the road, which the pillboxes covered, the rest of the land around the station was mined.
I headed off to the next location which is near Rookley and an odd place for a pillbox on it's own and its a long way inland. If you were an invading army you could just march a half mile either side of it. When I arrived there was no sign of it, only an old garage partially in an earth bank and covered in vegetation. It turns out that looking at the listing description when I got home that this was likely it and it had the wall opened up and the wooden doors added
By now I had lost my enthusiasm for pillbox hunting so decided to head home. Up over one last hill for good measure and then I thought I should do my bit for local businesses, so I stopped off at Farmer Jacks shop to buy some local ale

The fold up rucksack being put into use again.
So in total I only covered 22 miles with 2000 ft of climbing, not quite the day I'd planned but I did end up with 2 bottles of Wight Squirrel so not a complete loss.
Anyone who wants to ride round the pillboxes of the Isle of Wight can find all the info you need to end up looking at hedges here
https://www.iwhistory.org.uk/HER/0805pillboxes.htm