I agree about the smoother sailing by going west...Heck, the Columbus diaries tell of how he recommended getting out to sea as early as possible--and always before 9 a.m., so that the winds wouldn't blow the ships back to the shore!!
In fact, as he tried to head east, tack, tack, tack tack....., he eventually gave up and took off to th north, until he was about even with North Carolina, and then the winds headed the right way...
Going west is certainly the easiest way out of here. Perhaps a swing way south, maybe Aruba or Cura?ao, and then north....or go along the Venezuelan coast to T&T, then ride the wind up through the islands...
HB , wishing you fair winds and good luck!