Originally Posted by Rogue Wave
there is an awful lot of boats on the water that night, mostly under the influence of booze so be careful! also if yo must do it then go via Yarmouth and the Needles first
That's top quality advice. If you head west from Cowes you'll be away from the riffraff in ten minutes.
Not sure that I'd intentionally make a night passage round the back of the island - there's a lot of junk in the water! If there's a lot of cloud cover you might want to consider your options...
Anyway, have a good passage and stay well offshore.