This is not a problematic trip but you will need some time. We started from Guadeloupe
and sailed to the Azores
(direct - 30 days, 26 footer). Many boats take off thereabout, but one can take off at Trinidad if there is a good reason to do so.
Our sail was easy, but not fast. weather
closer to the Azores was (excuse me the word) but yes, it was shitty. The situation differs from year to year.
The time to start is end of May / early June. It is probably easiest in a true sailor, a true motor-sailor than in a boat in-between, which often ends up as a true motor-sailor. But if you are good at sailing light winds and have good light wind sails
then you will make it allright without burning tons of fuel
. Unless you are in the hurry.
If you want me to give you a detailed description of the trip and weather
info sources PLS contact by a private msg or e-mail.