Anonymous
5/28/2025, 6:19:47 AM No.2821511
What's up my bros - was wondering if people with similar experiences or insight could chime in on some of the mad schemes I'm going to try to pull off
I grew up in and live in the Canadian Maritimes. 30 years old. I have a good buddy who makes great money as a pilot who is in the process of buying a good comfortable long range blue water cruiser and the dream is to live aboard and sail south for the fall, winter, and early spring. We have both had enough of Canadian winters and his work will fly him back and forth. I have a pretty crazy good bartending, hospitality, service management resume with a couple of years experience sailing tall ships. What is the feasibility of finding work in the Caribbean or even the Florida Keys? I've been doing a lot of research on how difficult it can be to find legit work in the islands but a lot of Caribbean bros I'm friends with up here seem to think it won't be that hard for a fit young white dude to find something. Any recommendations for places to go - businesses to contact - things to start working on, etc. I've started reaching out to major players like club med and other resorts as that seems like the easiest way to get legit work
I grew up in and live in the Canadian Maritimes. 30 years old. I have a good buddy who makes great money as a pilot who is in the process of buying a good comfortable long range blue water cruiser and the dream is to live aboard and sail south for the fall, winter, and early spring. We have both had enough of Canadian winters and his work will fly him back and forth. I have a pretty crazy good bartending, hospitality, service management resume with a couple of years experience sailing tall ships. What is the feasibility of finding work in the Caribbean or even the Florida Keys? I've been doing a lot of research on how difficult it can be to find legit work in the islands but a lot of Caribbean bros I'm friends with up here seem to think it won't be that hard for a fit young white dude to find something. Any recommendations for places to go - businesses to contact - things to start working on, etc. I've started reaching out to major players like club med and other resorts as that seems like the easiest way to get legit work