Join Date: Sep 2004
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The last time I sailed on an S2 (in the 80s) I wasn't impressed with it's performance to weather. It seemed fine for a family charter in the VI, but I nearly had a muitiny when we tried to take the boat the 35 miles to St. Croix.
Given that the Cape Verde Islands are 2000 + miles to windard from the Caribbean islands, I wouldn't recommend them as a waypoint on the way to South America.
The problem with heading directly to SoAm from the Caribbean is that the ITCZ (Doldrums) usually sits between 6-12 deg N lat. Below that you'll have SE trades and the wind will be on the nose until you round the eastern-most point in Brazil well south of the Amazon delta. I'd recommend you get a pilot chart and have a look at the prevailing winds along this route. It would be a long ride in any boat, but in a boat with a relatively short waterline, and questionable performance to weather, it would be a long trip.
Find a copy of Cornell's "World Crusing Routes" and see what he has to say about where you should cross the equator, but my guess is you'll have to go a long way north /north east from the Caribbean before you could begin the loop to the SE and then S and then SW to Brazil.
Re the Pacific, Cornell is right to a degree, but the trip from Panama down the Pacific coast of SoAm is no picnic either. Boats headed for Patagonia normally go well off shore (Galapagos - Easter Island) to avoid contrary winds and currents along the coast. I have a friend that recently did Panama to Lima and he said it wasn't much fun. Again, check pilot charts and Cornell's book for a more comprehensive analysis of the challenges of the route.