I think that I could get bored if I was riding through endless miles of featureless Kansas but I've done rides up to 14.5 hours in the UK and not been bored for a moment. If I thought that I needed to listen to music when riding a bike, I wouldn't ride a bike...
Yep. Good mulling-over time.
Also, I like Urban cycling, there's always something to see/ogle with the added bonus of other road-users trying to kill you... which keeps you sharp...
Riding a bike over long distances is as much about being mentally strong as it is about being physically strong.
Try breaking your ride up into smaller parts.
If you are only riding 25 miles you could build in some different types of riding i.e: sprinting, climbing, interval training etc
Say to yourself "in 3 miles I'll have a drink" in another 3 miles i'll have something to eat.
When you ride do you ride a set loop? Do you always ride the same roads?
Try varying your route so you have new things to see.
I hope this helps.
How do I keep SANE? Easy! I just greet rabbits with a friendly, "Hullo!", shout obscenities at inanimate objects, stare into automobiles, wave at utility workers on poles, (or, sometimes, just wave at the pole), point at potholes and piles of glass to warn following riders (even when there are no other riders), and, in general, just enjoy the ride. But WATCH OUT for SQUIRRELS! They're out to get us. They're ALL out to get us!
Maybe those that don't have a problem staying sane on the bike are, in fact, not sane in the first place.
I had to stop this morning to watch a couple of ragondin...
...swim across a pond then scramble out onto the bank and disappear into the undergrowth. Incredible stuff. The first time I saw one of the little (well, not so little really!) creatures, I thought it was a beaver. Then I saw the tail and thought it was the biggest rat I'd ever seen. It was sitting by the side of the road. It regarded me slowly as I approached then ambled off into the field - no urgency. I could never get bored of such things.
To the OP. I hear you. I get a little nutsy on solo efforts, but it only really kicks in after 50+ miles. I don't mind it. It just gets a little loud in my head sometimes, and I have to concentrate on the pedals until the voices die down a little. I prefer to take someone along for the ride, as it stops me thinking about whether this might be a bad thing.
For rides >50 miles or so, I find it helps greatly to have an objective/location to reach. For me, it will be an interesting landmark or a great cafe or something. On the >100 rides, this is essential for me as 5+ hours in the saddle alone can be boring, even in fantastic countryside.
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