Hi @Jan—sounds fun 🙂
Since there are only five of you, I would not necessarily over-optimize the voting method. The harder problem is probably not the final vote, but reducing a large game list into a manageable and legible shortlist.
For choosing which games to bring, I would start with a simple structured survey. For each game, collect a few pieces of information, such as owner(s), expected duration, genre, who already knows it, who wants to play it, and maybe a 0–5 interest score from each person.
Then I would use that information to filter the list before doing any final selection. For example, remove games with very low total interest, games that are too long or too short for the trip, games too many people strongly dislike, or games that duplicate the same niche unless several people want them. If you can define those niches, you could even rank the games in each niche to help with pruning.
Since you want each person to bring the same number of games, you could then choose the top-rated games within each owner’s collection, with some manual adjustment to avoid too much overlap. Once you have a proposed list, you could also let the group ratify it before finalizing, using a simple majority or supermajority vote (or better yet, unanimous consensus), with room for minor adjustments.
For deciding what to play once you are there, I’d use something simple: score voting, approval voting, or even “everyone rates their current interest from 0–5, play the highest total unless there is an obvious objection.” Because the group is small and friendly, post-vote discussion is still cheap and probably useful. In the off-chance there’s a stalemate or something, you could have a fallback voting method.
In other words, I would use voting to organize preferences and as a fallback, not to replace conversation and negotiation. A formal voting method matters much more when the electorate is large, strategic, or anonymous, i.e. when collective conversation is untenable. For five friends, a transparent scoring/filtering process plus ordinary negotiation is probably better than a complicated multiwinner rule, in my opinion.
Still, using a voting system and seeing how things shake out can be fun in itself. So if you do want to go down that route, I’m sure others here would be able to offer interesting suggestions, especially on the PR front. And if you proceed with any voting systems, it would be interesting to hear about how you decided to manage the selection and any of the results!