I have thought about dropping the keel. I would need to bring a flatbed trailer to haul it easily. That makes the most sense: 2 trips, no over-weight trailer. I could build a stand for the keel, lift the boat on jacks off the keel, put the boat on the trailer, and come back for the keel.
Hmmm... ?
What does everyone think? I have only ever dropped a swing keel, so what do I need to know about dropping the fin keel? Gotta be some grinding involved, big nuts, a long breaker bar, a 2x4 wood stand? Then I could bring a rolling 2 ton lift and lift the stand and keel into a trailer, strap it down tight, and carry it home...
Without having to do major modifications to the trailer (adding higher rater springs, new higher rated load tires, bearings etc), dropping the keel would be your safest bet to run two loads. Be prepared for a couple of days work, and besides the tools you already listed you'll need the dissolver liquid for 5200 and several steel wedges to coax the keel to drop. Don't forget a nice big hammer to pound on those wedges. There are few videos out there on keel drops showing this procedure.
I see two big bonus factors here, the aforementioned safety factory of not overloading your existing trailer being the first, and second; in the long run if the keel joint or bolts needed attention anyway you are going ahead and getting the hard part done in advance. Anything that needs to be done to the keel stub is now in reach... I don't think that boat has any plywood in the stub core, but in any case the bilge can be cleaned, inspected, core repair, glass added, backing plates made, etc. etc...
The keel can be re-attached last after you complete your restoration and re-fit at home. There are a bunch of videos on youtube and tons of info on the J/30 class association website about how to template the keel for better hydrodynamics... all of which could be easier to do with the keel off.
A huge benefit of keel off for a keel boat... invert the hull for a complete bottom job. trust me, I've done it and its worth it. I can't imagine having to do the same job on my back! Strip the bottom down completely (not necessary to peel the gelcoat, but you could) and let it dry several months to ensure you'll never have blister issues. Seal with 2 coats of epoxy resin and then barrier coat with Interlux Interprotect 2000.... possibly overkill but you have this once chance to have the keel off and invert the hull. Invest in six boat stands, but I have a feeling you already have those.