Just to throw a spanner in the works, upgrading from 3.4 to 4.x is an utter nightmare and I wouldn't try it. Even 3.4 to 4.0 is a pain.
3.4 to 3.5 is very simple though, and 3.5 to 4.anything is also quite easy. I've even done 3.5 to 5.0 on a small simple installation without any significant hiccups (I'd still recommend going via 4 though)
But seriously, go via 3.5.17. I'd test 3.4 to 4.something, but if you have even a hint of a problem, plan for 3.5 first.
According to Confluence's docs, don't skip a major version when upgrading. Go from 3.x to 4.x. Then go from 4.x to 5.x More info here:
https://confluence.atlassian.com/display/DOC/Upgrading+Confluence
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if you want to move from Confluence 3.x to Confluence 5.x, you should first upgrade from 3.x to 4.x, then from 4.x to 5.x. Note that there is no need for incremental upgrading when moving from one minor or point release to another within the same series. For example, you can move from Confluence 4.0.x directly to Confluence 4.3.x.
check this document for more information
https://confluence.atlassian.com/display/DOC/Upgrading+Confluence
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