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I did an early summer Boundary Waters/Quetico trip with my dad that ranks as one of my favorite vacations ever --- the unbearably long drive with good music, then the fishing, camping, portaging, being chased by a forest fire....  Whatever it is you do, and not knowing his/your personalities or interests, I'd recommend trying to do something where he unplugs (I think that'll be an incredibly important skill to learn, and know he possesses).

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