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Navy blazer in a light weight, I agree that something seersucker is always fun, several pairs of different color trousers (have some fun with colors like red, yellow, even pink)...will try and think what else
A nice beach chair (w/drink holder?)
hat (too many different kinds to mention)
games for out in the sun (f*%#ing boring just sitting there)
clothing magazines (or light summer reading - nothing too deep or you'll forget to flip over, or even worse, miss the girl in bikini)
good swimming trunks (patagonia)
sneakers, flip flops?/sandals?
t-shirts, polos, a light jacket (for those cool nights)
Finally, khakis and a decent pair of denim.
I've almost completely stopped wearing shorts this summer and replaced them with linen pants. I love them so far, they actually seem cooler than something like cotton cargo shorts. A nice pair of sunglasses is also a must. I just had perscription lenses put in my favorite sunglasses; I don't know how I lived without them before. I've been wearing long sleeve polos a lot this summer. I really like them for going out in the evening.