I was in the same situation last year, zero yacht experience and lots of doubts. What helped me was realizing that you don’t have to plan everything alone. Many people start by checking https://12knots.com/en/yacht-charter/destinations/caribbean/bahamas/ to understand options, islands, and yacht types. You can choose a bareboat if you sail, or go with a skipper if not. Costs can look high, but when you split it with friends and compare it to luxury hotels, it often balances out. Plus, the freedom of moving between islands is something no resort can give you.