I would tend to agree with those calling for a migration to WMF while
they have resources available rather than delaying the migration. We
obviously don't want to announce to the world that the new site is up
and running if it isn't ready, but if we simply transfer hosts without
any major announcements and include site notices that state something
like "Help tag/transfer xx,000 images so that Wikivoyage can complete
its migration to Wikimedia!" then we may attract experienced help from
other Wikimedia projects who read WMF mailing lists and can assist with
the process, and we'll also begin getting them familiar with Wikivoyage
in the process. Meanwhile we begin benefiting from WMF hosting,
software updates, shared infrastructure, shared user accounts, global
spam blacklists, etc, etc.
In a perfect world there would be unlimited resources to ensure that
everything is transferred flawlessly and the migration is done without
anyone noticing, but in the real world it seems (to me) to make more
sense to complete the migration while WMF has technical resources
available who are focused solely on getting the new site up and running,
rather than holding off until a time when we may not have the same
resources at our disposal.
My two cents.
Ryan