Attagirl! My wife first tried the topless thing about 15 years ago on a trip to South Beach - we were laying on the beach and she just nonchalantly undid her top and set it aside. Once I got over the shock, I asked her "so why now?" and she said, "well, I knew you'd like it, and I figured that no one would really notice what with all the others around here." And, of course she was right. At the resort this week, she never wore a top at the pool at all, nor generally even around the resort. Depending on the cover up she brought, she'd often just leave the top in the room - why bring it if you're not planning to wear it? But, her view is, the resort is a place to be comfortable however you're comfortable. If you're more comfortable with a top, the stay in the top. you're on vacation - no stress. And if you're seeking to "step out" a bit because you're on vacation, then, you're going to the right place to do that too. Enjoy.
My wife made the comment, I get looked in the eyes more when someone is talking to me when my top is off. When its on the eyes seem to go south. lol