People sometimes ask me about Sailing charters in the local area. There are basically two ways to go. I highly recommend them both.
One is the catamaran sunset cruise that takes you and about 20 people out in the afternoon. You sail to a snorkelling spot and dive for a while. Snacks and drinks are included. You return just as the sun sets. This is a nice afternoon of cruising and I recommend it. lazylizardsailing.com/wp
If you want to go with a private charter there is a sailing charter that goes for $500 for the afternoon run by Jack Warmenhoven. Jack will take you and your small group anywhere. This is a much more personal tour, again with snacks and drinks included. If you have at least 5 people it is well worth it to be on the private tour. Contact Jack at sailingflamingo.com