50nm out and 50nm back to get a 2kt lift over a distance of perhaps 500nm. +100 nm extra distance traveled. I don't see a clear return on that, especially if the wind turns to any quadrant with an N. Approximate RBL rumbline is ~525 nm? I don't know your average boat speed through the water, but on a Pearson 37 perhaps 5-6k?When I brought my boat up from Ft. Lauderdale in June 2008, I laid out my track to follow the Gulf stream north and peeled out on about a 50-NM radius off Cape Hatteras. Got as much as a 2-kt bump in speed over the ground.