I'm going to Bermuda later this Summer so I was thinking about cute things to wear when I've had enough of the beach and want to go over to Hamilton to do some shopping and have lunch...
This dress from Milly looks great even just to toss on over a bathing suit. I'm not usually so colorful, but for Summer I think it's appropriate... and especially when you are away, somewhere festive.
$340 at Net-a-porter.
I'd wear it with some cute brown leather flip flops, like these that I have from a couple seasons ago from J. Crew.
They have a more simple version this year for $49.50. They're nice too, made in Italy with leather soles and footbed.
I'd bring along my trusty floppy hat from Eric Javits.
They usually have these at Neiman Marcus, but their selection is somewhat limited right now. I found it online at bagshop.com for $190. It's such a great hat because it looks like straw but it's not, you can fold it in half and then roll it for packing.
Then of course everyone needs the requisite pair of ridiculously large sunglasses. I don't have any of these yet, I always feel like I look silly when I try them on because they overwhelm my face (but that doesn't seem to stop anyone else). These from Gucci might be a good compromise because they don't seem to be that big, but it's hard to tell from the picture.
These are $275 at gucci.com.
Last of all, a shopping tote... Ballard Designs has an amazing value on a jute tote with leather handles and a free monogram. The large one is just $25.95 and is big enough to also serve as a beach bag for a big towel etc.
And there are tons of monogram style options.