Books
Before getting to into watching YouTube, you would be wise to invest in a sailing book. As far as books go, there are two that I recommend over all others.
The first is The Complete Sailing Manual. This is the book I started with and is used in some sailing classes, but not as many as my second choice, Sailing Made Easy. So why do I recommend it over the ASA’s official book when I think that sailing lessons should be taken, good question.
Sailing Made Easy is the book that you will have to buy and read if you take an ASA sailing class. But the reality is it is only for the 101 level class. If you want to take the 103 level class, that is another book entirely. The 104 level class, yep, another book.
The Complete Sailing Manual is only one book and covers the majority of information you will need to know for everything. It is so close to the ASA books that when I took the classes, I thought I was just reading the same book, almost verbatim. But it is only one book to keep on the shelf for reference.
Even though I had to buy the ASA books later, I would still recommend buying The Complete Sailing Manual first. If you want the ASA books now, I would recommend you buy both Sailing Made Easy and Coastal Cruising Made Easy.