I definitely echo the sentiment of dont over plan. Its like people who go to Europe and do Madrid, Paris and London in the same trip. It isnt a list of must do's, its a list of where can I go when the wind is out of (X) direction from where I am today.

Every island is beautiful. Every beach bar has cold beer/painkillers/bushwhackers. Every beach is pristine. Every snorkel spot is awesome.

We like to wake up on departure day, check out of the marina and see where the wind takes us comfortably so as not to spill onboard cocktails.

Its all about chilling. But, alas; I had to do it the wrong way before I figured it out on subsequent trips. Beating up the SFD Channel to get to the Baths in the order of my itinerary planned from my computer in Chicago.

Have fun!