That is only a choice you can make. Start looking at what freelance openings there are but also do some research about how much competition there is in the area, what the going rates for services are, and what are standard contracts that are easily available. Also heavily consider are you up to taking a regular job for awhile before you get the actual freelance work in Orlando? It seems you already have a name and business in your home state so think back to what you had to do to get where you are now and really consider if you are willing through all of that again. Now you say you work with clients all over. Are you able to continue working with those same clients so you can maintain your portion of the equation or are you still reporting to someone else just as a freelancer so while your clients are all over your work has to be turned in to the office? There are so many different set ups for freelance that no one can be sure if what you are doing will carry over to Orlando.
Also consider if you are willing to go back to working for someone else or start driving for Uber or something like that to make up the difference in income while you try to establish yourself in the greater Orlando community.
Dreams Unlimited is a dream for a lot of people but just remember their Unplug team is relatively small and the
travel agent team requires travel agent experience and is a 24/7 day a week job. I would suggest their recent podcast where they say exactly what it takes to work for Dreams.
I want to solidify that I am not trying to discourage you I am just trying to bring up real considerations that you and your fiance have to look at before making such a leap especially as freelancers. You don't want to get all the way to Orlando and sever ties with your current clients then find out there just isn't enough work in Orlando.