Had a great time with Captain Billy, Dale and the crew of Danger Charters. The sail and sunset were well worth the trip. The wine was pretty good and the apps were just ok - I did expect more for $75 per person. The 8 wines are served back to back, so you drink or toss it overboard when the next bottle arrives. They are pretty generous with 2nd glasses. We opted for the smaller sail - max of 22 and I'm very glad that we did. We sat right under the sails and we were free to move around.
I heard that Danger is great from day tours of dive/snorkel/kayak. We used Dive Key West, but Danger was recommended, too.