My sentiments, exactly. LGA is a nightmare to get to, and get around. JFK is not so bad, but I'm not crazy about long-term parking there. The cost of round trip car service (plus tip) is approximately $180, which would eat up the money saved by flying Jet Blue vs. Southwest.
So - all things considered - the convenience and lack of stress is why I'd much rather pay a higher price for a SW flight out of Islip. Twenty minutes, door-to-door, and a practically non-existent security line...what's not to like?!
My game plan is to purchase tickets this week for the flight down, at (hopefully) $144 per person. I'm going to hold off on purchasing the return tickets for a month or two, in the hopes that prices drop and I can apply the credit received for the price differential in the outbound tickets toward the purchase price of the return flights. We have some flexibility on the date of our return, so I'm not really worried about not getting on a flight.
And if the prices go up, instead of drop...well, then I have no one to blame but myself!