Frank I agree that you have to be very careful, but I also think it might be done safely. I cringe every time I see someone with cinder and even concrete blocks holding up boats, especially when they are orientate the wrong direction.
Do you have more pictures so we could get a better view of the trailer. Whole trailer, front, bunks, etc..
Until I see the pictures I don't want to say for sure what I would do, but treat it similar to how we lift our Macs off just use heavier materials and be very wise about it. It sounds like it doesn't have to come all the way off the trailer at one time.
If it doesn't then the first thing I would do would be to work around the trailer with blocks using your jacks on the trailer. Work it up in increments. Small ones like 2 X 4 blocks laid flat on top of larger ones. Don't end up with a pile of 2 X 4's. After you get the trailer 6 inches higher or so replace the 2 X 4's with thicker blocking. I would try and block the frame where the bunks/load is on the frame rails.
Once the trailer is about a foot higher then you could block the boat at ONE END ONLY. Then lower the trailer, rotate it down, at that end and work on the one set of bunks that is lower. While you are doing this the boat is still on the other bunk. This is if the bunks are far enough apart.
While you are doing this I would rent or buy regular boat stands to support the boat on the one end. If you bought enough of them you could support the whole boat, pull the wheels/tires off the trailer and drop it down on the ground to work on it. When working under vehicles I never count on one thing to protect me. I'll jack a vehicle and use jack stands, never the jack itself and then I'll put wheels, blocks, etc. under the vehicle just in case it was to come off the jack stands.
Just some ideas, but I really need to see more and better pictures. As everyone has said it is something that has to be done right, but I would tackle it. The trick I think is to lift the trailer and then support the boat with real boat stands. You will probably need them for the other boat and for the future, so why not spend the money on them now.
c ya and be very careful,
Sum
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