although transits across Sol will always be rare and unique from Earth, i'd
like to believe multiple transits could be logistically-created from
inter-Solar system spaceflight before 13,425...maybe within the next century?

optimistically,
SaberStar

So summarise, they list three simeltaneous and near similtaneous
transits, though none of us will be witnessing them!:

13,425 (the year)
Sept 17th 0345 Venus
Sept 17th 1927 Mercury

69,163
July 26th 1647 Venus
July 26th 2031 Mercury

224,508
Mar 27th 2259 Venus
Mar 28th 0339 Mercury