You may find it hard to find a boat big enough to take on three crew. Much easier with one or two people. A lot of boats go to Mexico and a fair number to Panama. After that not so many. A few go as far as Ecuador and that is about it. Virtually no one goes further south than that since you are going against a very strong current and Peru has very few harbors. If people want to go further south (Chile has lots to recommend itself) they typically head offshore to Galapagos and Easter Island and then come back to coast at whatever latitude they want to be at. But the number of boats a year going this route is very small.
Heading back to Lake Ontario for this summer. Now in Bermuda and heading to Long Island Sound in the first week in May. Then on to the Hudson and the Erie Canal.