This could be an annual dilema

I must have asked this last year, but now I am back I want to book for next years trip to Key West my hotel is booked from 23rd Dec to 6th Jan but I will prob stay at MIA if I can get a reward flight or wherever for a couple of nights first.
My original plan is to go to MIA then stay in Miami for 2 nights then get a limo down to the Keys in daylight as I missed the scenery last time being a night ride.
At present there are Gs up to 16th Dec to MIA I really needed 20th ish, there appear to be more available to JFK.
How easy would it be to get down to MIA from there.
Shall I wait to see if I can book a return G or bag a single now.
If push comes to shove I could pay for Zs and keep my miles but will any of them even become available........ohhhh the stress lol.
Sorry to waffle its just I am itching to book.
My original plan is to go to MIA then stay in Miami for 2 nights then get a limo down to the Keys in daylight as I missed the scenery last time being a night ride.
At present there are Gs up to 16th Dec to MIA I really needed 20th ish, there appear to be more available to JFK.
How easy would it be to get down to MIA from there.
Shall I wait to see if I can book a return G or bag a single now.
If push comes to shove I could pay for Zs and keep my miles but will any of them even become available........ohhhh the stress lol.
Sorry to waffle its just I am itching to book.