May and June
We were struggling to find the motivation to do one a month, the Isle of Wight is not really full of 'remote' spots and living near the middle of the Island we are never far from home. Having started a ride out in the rain recently, and then abandoning for the lure of a warm house and cold beer in the fridge we thought we'd plan a trip further afield. If we were off the Island we'd be committed and have to carry on! As it happens the trip was over the weekend of the 30/31st May and 1st June so that's 2 months covered? We planned to ride a section of the South Downs Way. I'm afraid we opted for camp sites as not knowing the areas we'd be in at all I didn't know what the bivi options would be like, but having now ridden it, and seen yeti342's write up we could of opted to bivi, although that would of also meant no hot showers!
Day 1 involved 2 ferries, although one of them only runs from Cowes to East Cowes and this is attached to both sides by chains

The second took us from East Cowes to Southampton. We then rode national cycle route 23 to Otterbourne and cut across to Twyford and on to just east of Winchester to the first camp site.
We passed Twyford Waterworks on the way, which I must visit on an openday at some point. I have been there with work but not had a proper look round. The weather was kind to us on the first day, with clear skies if a little windy.
Day 2 saw us ride 40 miles east along the SWD in rain and wind. The going was not too bad as only one section was claggy, but with the water coming over the cranks in places it did mean wet feet all day

It did stop raining at times, and when the clouds lifted the views made all the hard work worth it.
Arrival at the camp site meant a chance to have a shower and head for the nearest village to the pub for dinner. I had not researched this as I'd thought I'd follow Stu's OPRA advice and not over plan. On arrival at the village one pub was shut and the other had stopped serving food, so we planned a liquid dinner, only to be advised they were shutting in 5 minutes

A quick pint and 2 packets of crisps each would have to do.
Day 3 saw us climb back up to the SDW (the camp site was located off the SDW at a lower level) which involved a long push as it was just too hard to ride on the loaded bike, and it also saved energy for the day ahead.
We then rode back to Portsmouth, passing near Goodwood and stopping in the first pub we found which was open and serving food

A hard ride into a headwind along the coast and we were at Portsmouth for our third ferry of of the trip. Once back on the Island is was an easy spin home. So just under 110 miles and 7900 ft of ascent in 3 days. It was the first time I'd ever ridden a bike off the Island, which aged 45 seems a long time to have waited!
Sean