It really depends on the person, you haven't been around enough to know what your size requirements will be. For myself, 50' is just big enough for me and my Wife, and an occasional guest. But then I don't like most people very much. A charter spec yacht would be laid out for more people occupying the same space. Nice yacht Leftbrainstuff, I looked one up on yachtworld, very nice layout. At this point I would advise you to work on planning the making of the money
, and determining what you want and don't want in a vessel, that means you need to go out and sail on as many different kinds of vessels as possible. Bear in mind that by the time you have acquired the needed finances, you and your friends may have gone different directions or have different priorities, life happens, while you are making plans. After I returned from a year long voyage in the south Pacific
, I intended to go back as soon as I could and 40 years later, I have not gotten any further south in the Pacific than Hawaii
. I do have the boat now and plan on heading out come spring, at this point though, I wouldn't guarantee that is what will happen, and that is only a few months away. All the best on your adventure.