Best way to show map of tagged posts?

I would suggest rolling your own.

Create a metabox that allows posts to store lats and longs on posts. Then create a page that finds all the posts with the tags that you want that can grab the lats and longs from each post meta data. Using that post meta data create a json variable in the html that includes all the lat long info for all the posts that have been returned. Whatever mapping library you use can access the outputted json variable as the data to use for plotting the locations.

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