April 2016 will be our 4th April in a row going to FL. The first one my sister moved in September (we go visit her in Ft. Myers) and tickets were outrageous at that point. I live in southern CT near the CT river. I even checked the NYC airports up until the day we left, well the day before. I am from that side of the state and we could of stayed at my moms to get to NYC. So we drove (dh, me, 3 kids and my mom).
The next year we did the Autotrain and I booked it as soon as I could and it ended up being $1800 ish RT with our car (my mom flew and we just took her luggage). But we hated the AT so for April 2015 I booked flights on Delta the day they came out because I was afraid of what Jet Blues would be like. That was a mistake, flights were cheap RT about $240 but we had a connection in Atlanta both ways and we flew into Tampa as it was cheaper so we had a 2 hr drive after landing and when JB flights came out they were only about $10 more and direct and into FT. Myers.
So for April 2016, I held off until July and booked with Jet Blue the day they came out. At 9am, the site was not working and when it finally did, flights were $500 RT from BDL to RSW. I looked at Providence, LGA, JFK and HPN. They were all pretty much the same. I told my dh we were driving and he said fine (we both dreaded the drive but we didn't want to spend $2500 plus rental car). So what did I do next, I checked the dis boards and some kind soul said to check in thru google flights so I did and holy $**&#&#, the flight was $236 RT so I booked 6 tickets. Phew!
So yes I feel your pain. Our vacation week is the 18th-22nd. We are flying on the 1/2 day (I think it is a 1/2 day), the 15th and returning Monday the 25th.
My hometown of Trumbull I believe has the week before off.
I am just so relieved it is later this year because last April our vacation started with Good Friday and lets just say all the roads to the beaches and the beaches themselves were crowded. Our final Monday we went to the beach which was a new week and everyone left. We were able to drive thru the Ft. Myers Beach road with out any delays. It was so nice. So I am hoping next April it is the same...6 months, well 5 months and 3 weeks but who is counting!