This is my track (green line) from April 29 - May 1 this year. There is a counter-current along the north coast of Cuba
that will help you heading west. My plan was to stay 15 miles off Cuba
around the west end and head
south until due east of Isla before turning. But we lucked out in that the wind
filled in real nice and we had 18-22 kts SE wind
and figured that was enough to just power
thru the current. In spite of crabbing, we still maintained 7-8 kts crossing the Yucatan
channel, even hit 10-12 surfing down a few waves.