Lisbon airport ?: don't know from personal experience, but VERY unlikely, as so few US registered vehicles enter Europe thru Portugal.
(Re)-entering Spain from Morocco ?: don't know from personal experience, but VERY unlikely.
In addition to the 110 Euro/ month option, there's a marginally less expensive option for Euro Green Card here:
How does Non European Green Card Insurance work?
15 days - Euro 70
Unless someone can absolutely confirm an on-site Lisbon or Spanish border source, you really need to get it before leaving US--even if only for 2 days riding.
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