Try the Orbitz flexible search, and perhaps put in the code for the airport closest to you (Worcester is ORH, Hanscom is BED and Portsmouth NH is PSM for example), and check the box to look at airports within 70 miles on both ends. Right now is pretty late for booking April vacation week fares, as many people had these already months ago. For your search I plugged in Worcester to Orlando and all airports within 70 miles of either end; the dates searched were 3 days either side of 4/17 going down and 3 days either side of 4/23. The best I was able to do was 4/14 (very early) to 4/22 @$197 each, two different airlines with a stopover each way. Other dates might be 4/15 to 4/26 @$242 each on Continental via Cleveland.
This is looking awefully complicated. Since there are 7 of you, it might just pay to pack up the minivan and drive it. That way you get exactly the dates you want, and at a decent price for such a big party. Good luck!