I have done this before. About 7 years ago I rode a Superjet from Oceanside Harbor to Catalina Island which is about 60 miles one way. The conditions where fairly calm when I crossed, however it still took about 5 hrs to complete, mostly because the chase boat that escorted me had a top speed of around 12 mph. Other than the endurance part, the trip was no big deal, but riding in a straight line for 60 miles can get pretty boring. After you’ve jumped the chase boats wake about 50,000 times there’s not really anything else to do other than to stick with it so you can claim bragging rights. The most challenging part of the ride was trying to keep the salt water out of the skis fuel tank during the 3 times I had to refuel in the middle of the ocean.
Also, don’t even think about doing this without a chase boat, stuff can go wrong very quickly out in the Ocean. Make sure your chase boat is ultra-reliable, has a radio and at least 2 GPS systems.
If you put this together, and you don’t mind an old guy tagging along, maybe I will join you.