I went ahead and bought the tickets yesterday. They had the flight times I wanted on the days I wanted them, and I was "OK" with $197 r/t, so I booked them. Out of Detroit on Northwest, December 7-12.
Chances are good that prices will drop now that I already bought the tickets, but I didn't want to have to deal with the chore of checking prices everyday. In the past we could normally find cheaper rates, but it was with late evening flights to MCO and early morning flights back home. Other than my 2 kids I'm taking my sister, parents and grandparents (for a total of 8 of us) - it was important for me to have all 8 tickets at the flight times we wanted. Now I can focus 100% of my attention on the next step - dining reservations for 8 people!!
I guess it all comes down to finding the price you're comfortable with and how flexible you are with flight times and dates. Good luck to all of you - I hope you get fabulous flight times and fares!!!