We have dined several times at both YSH and Shula's. While we enjoy YSH, their menu has been pared down so much there aren't many choices. So, these days we always pick Shula's. We have never been disappointed.
I have to say, on our last visit to Shula's a few months ago, I had the filet mignon and it was without a doubt the best steak I have ever eaten (other than the Japanese wagyu beef at V&A which is no longer offered there but used to carry something like a $75 supplement.) Dh had the stone crab entree because stone crabs were in season. The crabs were huge, sweet with a pleasantly salty edge. They were delicious and better than the ones at Fulton's.
The appetizers, sides and desserts are also top notch at Shula's. We love the beefsteak tomato salad, the barbeque shrimp, the creamed spinach and the chocolate souffle. The portions are large, so we share everything except the entree.
Sorry I can't comment on the white wine or pina colada. We always drink red with steaks. We think they have a pretty good wine list although somewhat overpriced. On our last visit, Dh found a reasonably priced Caymus cab kind of hidden on the list and we really enjoyed it.
One other consideration -- you are likely to run into fewer children at Shula's! Convention groups can also be noisy, but when you check in ask for a quiet and romantic table for two in the back room. We've always been happy with these tables.