thanks for your comments, I am heading there with my girlfriend (5 years), her family and somewhat neighbors. In total there are 8 people, 4 including myself in low-mid 20s, the other 4 parents.
They might go parasailing/on a boat tour around the island and to the beach atleast one of the days. Most likely they tend to be the type of people who leave somewhere in the morning, and dont go back to the hotel until late at night - this means I will always have the camera with me, the bag is waterproof so I trust it keeping sand out at the beach but am worried that other people might take it out to use when I am not around, swimming etc.
Good relief knowing that no one here has had any problems with the airport. I will just bring a backpack and put the camera bag in that along with my other items for the plane.
I will order polarizers before I go. I am avoiding bringing my laptop for the moment, I will bring my palmpilot to just get the basic wi-fi/email and access to stock portfolio while I am away.
Ah Monocrome - I have been to boca raton several times my grandmas has had condos down there since the 50s. It sits directly across from the big pink hotel (on the beach), while there yes the beaches are fairly empty but some nice stuff to take pictures of. There is a orchid/japanese garden just outside of boca, really nice scenery/flowers + it was almost empty when I went there, might have been like 8 bucks or so to get in, cant remember - got some nice pictures with a point and shoot. The Butterfly place nearbye is a nice place to take pictures & macros of butterflies (a bit kidish but a good time).
View from my grandmas condo, taken with a really old 3.2 point and shoot 2-3 years ago. Unedited - you can see the noise in the clouds if you look closely