Maintenance is the best prevention. “Prevention is the best medicine, and if you’re taking care of your equipment it’s super key. Bikes don’t just fail. If they’re in really good working condition and you clean them at night, and you’re religious about it, bikes are kind of like cars — they’ll start talking to you if something is getting worn or getting creaky or needs to be replaced.”
As you mentioned, it is surprising how often you can get multiple flat tires on while riding, particularly on longer sprints. The tip about bringing a patch kit in your bike repair kit can be incredibly helpful if you’ve already had one flat tire. I agree that all you listed seems like an awful lot to carry, but it’s always better to be safe than sorry, isn’t it?
All multi-tools are not created equal, but most with a plethora of features will get plenty of the jobs done. I personally like, and use often, the Lezyne RAP-21 LED tool, which will run you around $30. I like it because not only is it a high quality construction, but it has just about everything you’ll need, plus a sweet mini light. This will give you a chain breaker, spoke wrench, disc brake wedge, and all the most often used Allen keys and drivers. We’re talking a decent number of tools for 1/4 of what they would cost buying them separately.
We rented a tandem bike from here for an hour, and they were super chill! We dropped by on a Sunday and decided to go eat first; Andy, one of the owners, was awesome about holding the bike for us while we went to eat before renting. We enjoyed our ride for just over an hr, but Andy was also super relaxed about our return time and only charged us for an hour. We had a fantastic time and would definitely recommend renting bikes from here!

A plastic garbage bag, or $2 disposable poncho:  Just in case of an unexpected downpour or getting caught out after dark.   More than once, I’ve gone for a ride on a beautiful day with a perfect forecast, not taken a jacket and had the weather go south on me.  Being able to cover up can mean the difference between just mild discomfort or a freezing cold, shivering ride home!

Pedals are important because the serve as the contact point between the rider and the bike’s transmission. Clip-less pedals systems come in a variety of designs favoured by individual manufacturers, but the mechanics of all styles are roughly the same. Tiny adjustments in the position of the show cleat – that snaps into position on the pedal – can make a big difference to the comfort and health of the rider.
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