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@TM
I did 103 miles (manchester 100) in 5 1/2 hours on my old road bike - it was hard graft!
Also done 515 miles accross 6 days paris to blackpool for charity recently, which was pretty hard too.
Maintaining average speed of 18-19 mph riding with one other person is very hard work - bigger the group - easier and faster you'll do it.
If you want a marathon, liverpool to leeds along the canal - 127 miles of shitty toe path - I attempted it on my own but was cursed with rain all day and some bad luck with the bike - only made it 85 miles but still incredibly hard work.