The first thing to realize is that 99% of the captains approaching you for sailing trips are running “for profit” sailing routes. This is a business and the prices will reflect that. Most of the ships in the Caribbean though are not in the chartering business.
Thousands of expats and retirees have made a life out of sailing these waters full time. These are the people most likely to give you a free (or cheap) lift in exchange for some help on the boat or a share of the gas and food.
So, how can you actually get the chance to sail for free around the Caribbean?
Chelsea Schmidt (to be continued)