Are you going with slapper shuttleworth.
I have been to club 15 over dec for 2 weeks. 1st day 6 sails, rest of the 2 weeks 1 sail. wrong wind etc, but thats fishing.
as for night life in Watamu. well Ocean sports has been known to throw out the odd loose one from time to time. If you have the right bait, you may bgat a bite, but I bet slapper beats you all to it.
Asd for your comment re local tallent, avoid local, go tourist. A few pommie birds that have holiday houses there, have told matt about them.