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While not exactly a cross-country trip, it was a 6 hour drive from Regina, Sask. to Winnipeg to see Paul McCartney at Winnipeg Stadium for the New World Tour (1992?) when Blair Cunningham played drums. It was a coach trip with lodging, and if I remember, I only paid $200 CDN for the package.
You can't even see McCartney now for $200 from a nosebleed section, and if he comes to Canada anymore, it's likely that he'll only come to Toronto.
A helluva show and a great bargain.
WB: Please free Tin Pan Alley Cats and Coal Black an' De Sebben Dwarfs from The Censored Eleven
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