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(Photo: Tony Anderson, Getty)
Tough Love

I Like to Be Prepared, but My Travel Partner Just Trusts That Things Will Work Out

Our difference in perspective is causing tension as we plan the next big adventure

Published: 
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(Photo: Tony Anderson, Getty)

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Welcome to Tough Love. We鈥檙e answering your questions about dating, breakups, and everything in between. Our advice giver is Blair Braverman, dogsled racer and author of and . Have a question of your own? Write to us at聽toughlove@outsideinc.com.


My sister is my travel partner. We鈥檙e both in our thirties, and have been traveling together our whole lives. She鈥檚 someone who everyone knows as a cheerful person, which is something I usually appreciate about her.聽

However, there are times when her optimism drives me crazy. For instance, she doesn鈥檛 feel the need to reserve camping spaces in advance because she 鈥渒nows that things will work out the way they鈥檙e meant to.鈥 More recently, we are planning a trip with our mom, who鈥檚 getting older, and I said we should make sure we鈥檙e near a hospital just in case, because she has some health problems. My sister accused me of being negative. I鈥檓 sure that if she were writing this letter, she鈥檇 say that her sister is pessimistic and always puts a damper on trips by anticipating the worst, or only seeing the bad side of things. But it鈥檚 getting to the point where we鈥檙e both touchy when we plan things because we anticipate the other person will have the opposite perspective. Surely there鈥檚 some middle ground?

A few years ago, I went on a long winter backcountry trip, and it rained. Instead of the sub-zero weather that we all expected, temps soared into the high thirties and low forties, and all of our gear, clothing, and shelter got soaked through. Naturally, gear that鈥檚 designed for sub-zero temps isn鈥檛 usually waterproof, so people were drenched to the bone for days. Nothing was going as planned. And yet everyone kept up a cheery facade, even when their cheeriness was patently absurd. 鈥淚t鈥檚 so beautiful here,鈥 they鈥檇 say, their eyes twitching. 鈥淲e鈥檙e lucky to be here鈥濃攚ith teeth chattering, as frigid water streamed down their face. I mean, it聽was聽beautiful, sure, because it was wilderness and all that, but it was also totally miserable. Finally someone started laughing hysterically. 鈥淚鈥檓 sorry,鈥 they said, 鈥渂ut this weather聽sucks.聽Tell me nature isn鈥檛 playing a prank on us.鈥 Then it was like the floodgates opened; suddenly everyone else started laughing, too. The person who complained about the rain wasn鈥檛 being pessimistic, but realistic, and ironically it made everybody much happier; we got to laugh at the absurdity together. We could acknowledge it, roll our eyes a little, and move on.

Of course, it’s easy to overdo it on complaining. If it鈥檚 pouring rain and someone goes around every five minutes saying, 鈥淭his rain sucks,鈥 it鈥檒l only make everyone miserable. Weather happens; it won鈥檛 always be ideal. If someone whined about it constantly, I wouldn鈥檛 go camping with them anymore. And overall, I鈥檇 probably pick a companion who鈥檚 more positive than negative.

But depending on the circumstances, false positivity, or positivity that鈥檚聽knowingly out of touch, can make people feel like they鈥檙e in a fever dream. It can be disorienting or invalidating. Not all things are equally good, and it鈥檚 OK鈥攊n fact, it’s responsible鈥攖o acknowledge that. One not-good thing is that your mom’s having health issues. That must be scary for everyone. Maybe your sister’s afraid that by acknowledging your mom’s health problems, or planning for them, she’s allowing them to be real.

Based on your examples, it seems like your sister鈥檚 positivity is less about how she views things in the moment (although maybe that鈥檚 part of it), and more about how she chooses to plan for the future. Obviously, when she鈥檚 deciding whether to pick a campsite, the stakes aren鈥檛 super high; if you get to the campground and nothing鈥檚 available, you鈥檒l just have to sleep in your car, drive elsewhere, or have a vaguely unpleasant night. But your mom鈥檚 health is much more important. You shouldn鈥檛 be compromising at all on that one; you should evaluate the situation as objectively as possible, together with your mom, then get your sister to agree. There鈥檚 more than a trip on the line.

Unless you and your sister have other conflicts, I wonder if this is something you can talk about really explicitly with her. Like: 鈥淚 know we have different viewpoints on things, and I love your positivity. I know I probably seem negative to you sometimes. But I鈥檓 not going to be able to enjoy the trip if I鈥檓 worried about Mom the whole time, and I don鈥檛 think she will, either. This is just something I can鈥檛 be flexible on.鈥

Obviously, your mom’s opinion matters most here. What are the odds that she might need medical care? What does her doctor advise? What does she聽want聽to experience? You shouldn鈥檛 just be thinking about keeping your mom safe in the worst-case scenario, but also about making sure she鈥檚 having fun in the best possible scenario. What鈥檚 comfortable for her right now, physically and mentally? What does she enjoy? If she鈥檚 the one with the most limitations, make sure that the trip is comfortably within her bounds, so that she鈥檒l be able to participate fully without worrying or straining herself. And keep in mind that her needs for comfort might be very different from yours and your sister鈥檚. Even if it鈥檚 not a matter of safety, she鈥檇 probably be much happier in a soft bed than, say, on the floor of a tent.

There鈥檚 a reason that people say to hope for the best, but prepare for the worst. In some ways, your different perspectives have probably made you and your sister good聽travel partners鈥攂ecause she鈥檚 thinking of the serendipitous things that might happen, and leaving space for them, and you鈥檙e preparing just in case things go wrong. That鈥檚 a nice balance to have represented on a trip: your sister鈥檚 helping you be a little more spontaneous, and you鈥檙e there to catch her if she falls. When it comes to your mom鈥檚 safety, there鈥檚 no compromise to be made, and I hope that your sister will have the sense to respect that. But for your other trips, well鈥攕tick some extra raincoats in the trunk, then let go and enjoy yourself. They鈥檒l be there if you need them.

Lead Photo: Tony Anderson, Getty

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