We will be staying at Marriott Cypress Harbor from 2/17-2/24, then to OKW from 2/24 to 2/26. We are flying this time. Got great rates, but I booked very early-$200 r/t from JFK.
We usually drive, and it's not that bad. It is worth it to me to be in FLA in Feb. instead of NYC w/ cold snow! We are pros at it now. we know what to bring to entertain ourselves. We really take our time getting there. We start 2 days ahead of time -and drive to about North Carolina.
Next we drive to somewhere btwn Jacksonville and Orlando, dependeing on the time. then get up next morning for our final destination. We probably could make it all the way to Orlando/WDW on that second day, but I don't like checking in at night. I feel it is a waste of money to have a hotel for a day I won't even be there, so i rather stay at a Comfort Inn outside of the Orlando area for that night.