Honestly, if I had a time machine, I wouldn't limit myself to any particular date ... but would pick the best throughout history ...
First would be to the Colonial Days - of course armed with a few modern day sticks and rods and plugs, etc. ... go to many coastal areas - be it Cape Cod, Cuttyhunk, Block Island - whatever moved for the particular day ... catch my fish on plugs, grab a few 80-100 pounders and come back and weigh them in at Surfland.
The days I would select would have no indigenous species or crazy wild animals around on the hunt, so I don't have to worry about that.
The other spots would be the Florida Keys and Everglades with a couple of flats skiffs, plenty of fly gear and go fishing for tarpon, bonefish, permit, redfish back in the days before white man settled in the keys - late 1800s possibly - again, zoom in, fish and come back for lunch, then go back for an afternoon of fishing and back for dinner and fun, back down ... you get the picture. Bring a couple of cameras and modern gear, food and medicine, leave nothing behind.
that to me is how I'd use the time machine.
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