Kyle on Wheels

5 Tips to Conquer Your Fear of Bike Touring

Oct 4, 2022

David, like me, grew up in car-centric cities, and the idea of pedaling a bicycle out into the woods and camping was almost as outlandish to him as it was to me. Nonetheless, as I started going on my first bike tours and bikepacking trips, he, more than any of my friends, was the most captivated and interested by even the most mundane of stories. Even though he never said it explicitly, I knew he wanted to experience travel from the saddle of a bicycle.  

Adventure Cycling’s Bike Travel Weekend inspired me to finally invite him on a bike overnight, which I hoped would be a positive experience for him. In planning our trip, I realized some things are widely applicable to anyone looking to go on their first trip.  

Many of my thoughts can be broken down into five tips that I believe helped David conquer his fear of bike touring and could help you too.  

1. Break It Down 

Bike touring, like so many aspects of life, is a complicated activity made up of many, less complicated ones. Taken all together, it can be overwhelming, but the good news is that long before your first trip, you can practice individual activities separately. In the case of David, his biggest fear going into the trip was the distance and the elevation, because prior to this trip, he had never cycled more than 25 miles in any two-day period. He spent the weeks leading up to this trip building up his strength and endurance on an exercise bike at the gym and on day rides. 

When I first started, my biggest fear was camping and carrying all the necessary gear on a bicycle. Therefore, my first step was to acquire all the necessary gear and practice using it without depending on my bicycle. After many car camping trips, I refined what I thought I would want on a bike tour and then figured out the best way to carry it on a bicycle.  

After getting comfortable with the simple components of bike travel, it becomes much easier to put everything together and go on your first tour.

2. Stay Close to Home 

Even starting in an urban area like San Diego, California, there are almost infinite possibilities for bicycle travel, especially when you factor in riding to the train station and taking the Amtrak to a new city as a starting point.  

For this trip, we set our sights on the mountains east of the city. While they are only about 60 miles from the coast and 5,700 feet of elevation gain, it is still incredible to see the landscape change from densely populated urban areas to rural mountain communities and the forests of the Cuyamaca Rancho State Park.  

While David and I both hope to someday go on months-long trips to faraway places, there are a lot of benefits to staying close to home. Even the best planned bike tour will have its fair share of hiccups, but it is way easier to adapt and adjust when your surroundings are more familiar. Plus, every time you have a hiccup that you successfully resolve, you will become more confident that regardless of what may arise, you can find a solution. 

3. Go with a Friend 

Besides the obvious fact that all travel is generally more fun with a friend, there are some practical reasons too. In the case of our trip, David was able to rely on me to take care of most of the details so that he could focus on himself and his own experience. This included planning the route, food, hydration, and campsite. I was also able to lend David a sleeping pad and other gear as well as a rack and panniers to carry everything he needed. Plus, we could share communal equipment such as my camp kitchen and tent.  

Not only does this help alleviate the financial barriers to getting started, but it also gives you the opportunity to make sure you enjoy bike travel and to try different gear before buying your own. 

4. Learn Simple Repairs 

Flat tires and broken chains are an inevitable part of riding a bicycle as are needing to adjust your brakes and shifting and to tighten various bolts. The more you know the better, but the reality is that it wouldn’t be practical to carry tools for all situations, so mastering the basics will usually be enough. Anything beyond what can be repaired roadside with a multitool, some tire levers, a spare tube, and a pump will likely require finding a bike shop regardless. 

When David finally got his first flat tire, it could have been a huge roadblock to completing the trip. Luckily, he didn’t have to worry about it, because I was prepared for both of us. This also served as an excellent experiential learning opportunity. Not only did he get a live course on the finer nuances of fixing a flat, but he also had the chance to learn just how impactful not being prepared could have been. 

5. Have a Backup Plan 

Most of the time, this only provides us with some mental comfort knowing we have a way out if something goes wrong, but when needed, it can save your trip. Staying close to home makes this easier because it opens the possibility of calling a friend or family member to pick you up. It might also mean you feel more comfortable hitchhiking because you can communicate effectively or feel more comfortable deciding who to trust. In our case, the Trolley, San Diego’s light rail, was our backup plan. It runs parallel to the route we chose for about 16 miles, and we were thankful it was there when we needed it.  


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Bruce Bussell May 17, 2023, 12:52 PM

Great advice. The 2 most important things to me are the points about learning basic repairs and have a back up plan.

These 2 things served me well on a ride from West Texas to Florida a few years ago. I broke a spike early in the second day of my ride. This could have been a tour stopper but I had learned how to repair it and I had some spare spokes (planning ahead).

On the 3rd day I camped out near a small lake and was overwhelmed by a major storm with 5000 nearby lightning strikes. I called and had the police come rescue me only to return to my campsite the next morning to find a lot to fix to get to riding again.

On my way to my 4th stop, my body bonked out. Luckily, my backup plan had my brother close enough on this part of the ride to come get me and take me to his house to recover and to take my bike to a bike shop to make sure all was well.

Without that, the ride was doomed but the rest of the ride went off without a hitch.

Great advice. Great article

Victor DiFate November 3, 2022, 6:46 AM

Do you have hard copy for your publication. If so I would like to subscribe

Victor DiFate November 3, 2022, 6:45 AM

Do you have hard copy of your publication (magazine?) If so I would like to subscribe

Victor DiFate November 2, 2022, 4:42 PM

Can you deliver 'hard copy' via US Mail?

I will gladly pay the price for mail delivery


Victor G. DiFate, PhD

Richard November 2, 2022, 12:33 PM

Excellent advice, Kyle! As you mentioned, getting started in bicycle touring can seem daunting--from learning basic bike fixes to route planning and physical conditioning. I did a solo ride across the U.S. earlier this year -- 3,800 miles from Santa Monica to the Massachusetts coast -- with only a four-day, fully loaded practice ride from L.A. to North San Diego County and back as my previous experience. At times all the details became overwhelming. But I was blessed to hear Kobe Bryant talk about "living your dream" -- focusing on little things you can do each day to move you toward your goal. That changed my focus and made all those details part of the trip, and getting on top of them eased my anxiety about what I was attempting. I was still plenty anxious in the first days of the nearly three-month trip, but gained confidence as I went. And when challenges arose, I figured out how to get through them. At the finish, I had that wonderful mixed emotion of feeling great that I had reached the end, while also a bit sad that the routine of being on my bike every day, headed toward a destination, was over. ... After a few months absorbing what I experienced, I'm getting the itch to start working on the details of another adventure.

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