Originally Posted by Lambkin55

I have done a version of the OP's question.


We live in the middle of "flyover country". We can ride for hundreds of miles in any directions without coming to a geographic barrier. (Like oceans, mountains and Metropolitan areas that are death to ride through.)

In my youth a number of us did a tail wind ride for 5 days straight. The rule was easy, every day we would ride about 100 miles but always with the wind. So if the wind was from the west in the morning we rode would pick a town 90 miles east and head that way. BUT if the wind shifted we had to find another goal. After 5 days we would rent a car and drive home.


It was great fun. We ended up spending the night in towns I would never have visited otherwise. The secret is good riding buddies, in a deal like this! Because the wind kept shifting around on us we only ended up about 200 miles from home after 5 days.