One of the many pleasures of spending the winter in the Caribbean is
the opportunity to see the classic wooden sailing vessels that
participate in the Antigua Classic Boat Regatta. We have been
fortunate to be there twice, once in the winter of 2010 and again 4
years ago in 2013. It's quite a spectacle to see these large old
boats under full sail and racing each other full tilt for bragging
rights at the bar.

Here's a good write up with some pictures:

http://www.bbc.com/news/world-latin-america-38972136