Originally Posted by
QRC3288
RT in Y to Boston from SFO should do it I think (does AA fly to Hawaii from SFO? If not they probably connect through LAX), depending on what the PRECISE # of miles you need are. It will be close. You can buy internet on the plane anyway it's not that bad.
Thanks for correcting me QRC3288, BOS-SFO is 2704 miles I believe which would be enough for the OP. However, the seats on the 757 on this route is consider the most uncomfortable of all of AA mainline. And internet is not available on the 757. Internet at the moment is on all 762 and some of the MD80s. For him to be on a 762, he will need to fly on SFO-JFK or LAX-JFK.
Reminder - AA FTers sometimes post discount codes for gogo internet so check often