@ivorynightfall I came across the item below that you posted in 2015 asking for information on liveaboards and dive vacations.
First, let me say that you need to update your profile information; you have clearly done more than 49 dives! That's important, because people will consider your level of experience before making recommendations for destinations and LOBs.
Back when you first made that post, the expense required and time off from work were factors of concern to you in regards to dive vacations, but that situation seems to have improved, so congratulations on that!
The post linked below also suggests that you will be turning 30 soon, correct? So there may be some young folks out there that won't know how to talk to someone as old as you! Three years ago you expressed concerns that you might already be too old for the Blackbeards demographic.
I think that the advice you are getting today is pretty good; look for opportunities to hook up with younger divers and then try to coordinate vacations, and also try talking to older divers (and talk to people that are younger than you, too!) You can always start talking about diving, countries you have visited, etc., and then see what develops; you might have some interesting conversations.
Here's a couple of other suggestions. You can look for all-inclusive resorts on land that cater to singles but also offer scuba diving. It may not be the best diving, but it will give you a chance to meet people your age that like diving and perhaps form some friendships for future liveaboard trips. Or maybe a cruise ship geared toward singles, with opportunities to dive at various ports of call, could be an option.
You can also contact the liveaboard(s) you are interested in and ask if they have any charters booked that still have slots to sell? If yes, give the agent your contact info and ask to have the person arranging the charter contact you if he/she may be interested in letting someone else join their trip. Once you know more about the group and the trip, you can decide if it would be a good match for you.
Unless it is a family or other close-knit organization, charters are often looking to fill up spaces because that may bring down the price for everyone. In some cases they have had cancellations or are even in danger of having the whole trip cancelled because they don't have enough people; and they are very happy to welcome outsiders.
That happened to us twice, and we met some great people and made new friends and had wonderful trips at good prices! And we even went on future trips with some of the folks we met.
Advice for 7-9 day Nov-Jan Liveaboard?