Advice for my trip to Spain/Portugal

Advice for my trip to Spain/Portugal I plan on going on a 20ish day trip with 3 friends to Spain and Portugal in May. I have never went on a trip with just friends or for that long, so I have a few questions:
Should I use backpack or suitcase? (I’m okay with using a check-in and a carryon if that works best) What size backpack/suitcase? Should I pack for every day or should I plan...

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