Bacho,
There are several 100 milers out there. If you can do that you can do 500 as long as you're up for the endurance. I can't speak for the 1,000 as I've never done it but I know that 6 days into the Tybee I was ready for more (can't say the same for the first three days).
There is also the GT if you want to do 300.
But more importantly, it's not about the mielage other than endurance and boat preparation. It's about getting out in gnarly conditions which are the worst you can imagine to make sure you can get through them. Surf launches are nice to do ahead of time but I didn't, though I still have to experience some of the surf launches I've seen on video. You figure out how to get through it and eventually figure out how to get through faster.
-Todd