Europe in 1300
Iberia
Portugal
Relatively new kingdom, created as a result of the Second Crusade. Portugal had a long-running border war with Castile.
Castile
and Leon
Navarre
Tended to look north, into France. This was Basque country. The part of Spain Charlemagne reconquered. Got heavily involved in the Hundred Years War and in the politics of France generally, lasting well into the Reformation era.
Aragon
Looked east into the Mediterranean. Mercantile activity on a par with north Italy. Involved in Majorca, Sardinia, and Sicily. Also had a long tradition of crusading.
Islamic Spain
Granada, Andalusia, southern Spain
Was not a united kingdom but was a series of emirates that were entangled with various Spanish kingdoms (especially Castile) in a shifting series of alliances and conflicts. The Spanish had enjoyed great successes in the early 1200s, but the situation by 1300 was more or less stable. That is, in constant but steady-state flux.