Damselfish
Contributor
I don't think I've ever seen the word "uptight" used in the same sentence with liveaboard. Maybe you can be more specific about what you're trying to avoid? And also budget and other desires in a trip - you can spend more and have a en-suite bath and more amenities, or go for a cheap "camping at sea" style trip, and things in between. Pretty much any Caribbean liveaboard should make a suitable first trip experience-wise, or the Kona Aggressor would be a good one too. Many boats in the Indo-Pacific can have conditions you'd want a bit more experience for.
As far as gear rental you need to check with the specific liveaboard. Most people bring their own gear on liveaboards. And there's only so much space on a boat. So just showing up and expecting them to have what you need on board isn't a good idea. Often liveaboards will request you let them know in advance what you will need so they can have it on the boat. But I would seriously think about starting to get at least some of your own gear if you're looking at doing a liveaboard. Definitely a mask and fins if you don't have those. I can't imagine showing up on a liveaboard without my own mask, and you'll enjoy the trip much more if you're not dealing with a potentially leaky mask for many dives a day. Rental fins often aren't great, and you really want fins/booties that fit well - you can do a lot of dives on a liveaboard and you don't want blisters. I would really want to have my own suit as well - at the very least a full dive skin you can wear under whatever you might rent. A dive computer is really useful on a liveaboard, and while you can probably rent one there's much to be said for having your own that you're familiar with. Basic ones are not that expensive and probably all you will ever need.
As far as gear rental you need to check with the specific liveaboard. Most people bring their own gear on liveaboards. And there's only so much space on a boat. So just showing up and expecting them to have what you need on board isn't a good idea. Often liveaboards will request you let them know in advance what you will need so they can have it on the boat. But I would seriously think about starting to get at least some of your own gear if you're looking at doing a liveaboard. Definitely a mask and fins if you don't have those. I can't imagine showing up on a liveaboard without my own mask, and you'll enjoy the trip much more if you're not dealing with a potentially leaky mask for many dives a day. Rental fins often aren't great, and you really want fins/booties that fit well - you can do a lot of dives on a liveaboard and you don't want blisters. I would really want to have my own suit as well - at the very least a full dive skin you can wear under whatever you might rent. A dive computer is really useful on a liveaboard, and while you can probably rent one there's much to be said for having your own that you're familiar with. Basic ones are not that expensive and probably all you will ever need.