Well, firstly you will love Jays. It's run by a lovely couple, Judith and Jay. For many of the questions you have regarding driver/tour guides, etc., they will be able to point you in the right direction as they have some great connections... people that they use regularly or they have been put on to by past guests, friends, etc. They are in a great location if you like to walk. Right in the middle of both the 7 mile beach and the cliffs... walking is definitely the way to go. I'm not familiar with Orange Hill but did go to Blue Hole in November. It is a fairly new and unspoiled location for now. I went with a group of about 12...adults and kids. You do have to pay a small fee to go in whether it is just to swim in the mineral spring fed pool and/or to actually go down into the Blue Hole itself. They serve refreshments and cook to order.
Don't be nervous... just be aware. You will meet many wonderful people. Enjoy your time. You're sure to love it!! Em..