A Beginner’s Guide to Living a More Adventurous Life

By Casey Kaplan - February 8, 2023
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Ice Climbing on Mendenhall Glacier in Juneau, Alaska

Where Adventure Begins

Living an adventurous life isn’t about doing the biggest, boldest things all the time. It’s about saying yes to new experiences, stepping outside your comfort zone, and embracing the discomfort that leads to growth. Adventure can be found in trying unfamiliar foods, exploring new places, or taking on a challenge that scares you just enough.

If you’re craving more adventure but don’t know where to start, here are a few lessons I’ve learned along the way.

1. Start Small (Think Baby Steps)

Jumping headfirst into something completely unfamiliar can feel overwhelming, so start small. Try one new thing a week, or even once a month, and gradually increase the level of challenge. Baby steps add up, and they’re often the most sustainable way to build the adventurous life you’ve been dreaming of.

Woman on bike being adventurous with dog on a biking adventure in Albuquerque, NM.
Gizmo and I on a bike tour in Albuquerque, NM

2. Try New Things

Trying new things is at the heart of adventure. Whether it’s a sport, a hobby, or a cuisine you’ve never tasted, stay open to experiences you might not have considered before.

Food is one of the easiest places to begin. Sampling unfamiliar dishes, Thai, Indian, Mexican, or something entirely unexpected, can expand your palate and increase your willingness to embrace change.

an adventurous dinner of octopus on a plate
This dish was served to me in Lisbon, Portugal without my ordering it. I usually avoid octopus because of how intelligent and beautiful they are, but declining felt rude. It turned out to be 100% delicious.

3. Keep an Open Mind

An adventurous life requires curiosity and flexibility. Be open to new perspectives, unexpected outcomes, and the possibility of making mistakes. Often, the experiences that challenge our expectations are the ones that teach us the most.

4. Embrace Change

Adventure and uncertainty go hand in hand. Embracing change, rather than resisting it, opens the door to growth. Even when something feels uncomfortable or unfamiliar, leaning into it can lead to unexpected rewards.

Tasting street food (escargot) in Casablanca, Morocco. As someone who doesn’t eat meat, this was far outside my comfort zone.

5. Step Out of Your Comfort Zone

Growth rarely happens in comfortable spaces. Challenge yourself to try an activity you’ve always been curious about but never attempted… hiking, rock climbing, kayaking, or even skydiving. You don’t need to master it; simply showing up is enough.

Rock climbing in Northern New Mexico

6. Take Risks

Risk-taking is an essential part of adventure. Whether it’s starting a new hobby, traveling solo, or saying yes to an unfamiliar opportunity, risk often leads to meaningful experiences and personal growth.

Attempting to “safely” cross a waterfall on a hike—with very real consequences if I slipped.

7. Embrace Failure

Failure is inevitable when you’re trying new things—and that’s not a bad thing. Mistakes are powerful teachers if you’re willing to learn from them.

river kayak in a rapid with two people thrown out of kayak on river rafting adventure.
After being catapulted out of a kayak, we had to swim through a rapid. A major failure on a river kayaking trip—but we survived.

8. Stay Positive (and Feel Your Feels)

A positive, can-do mindset goes a long way when things get hard. That said, staying positive doesn’t mean pretending everything is easy. It’s okay to feel frustrated, scared, or even miserable while learning something new.

I’ll admit, there have been moments when I’ve cried while doing hard things that pushed me far beyond my comfort zone. The discomfort always passes, and I’m almost always grateful I kept going.

These challenging experiences are often referred to as “type two fun.” It’s not fun in the moment, but afterward it brings a deep sense of pride, growth, and satisfaction that’s hard to replicate any other way.

john muir trail backpacker living an adventurous life.
Although there were no easy days backpacking the John Muir Trail, this was an especially mentally challenging one. I didn’t cry this time—but I wanted to.

9. Travel

Travel is one of the most powerful ways to invite adventure into your life. Experiencing new cultures, foods, and ways of living broadens perspective and challenges assumptions.

two people on camels in egypt.
A camel ride in Egypt, far outside my comfort zone, but unforgettable.

10. Plan Adventures

Adventure doesn’t always happen spontaneously. Planning trips, big or small, gives you something to look forward to and nudges you outside your comfort zone.

It might be a day trip to a nearby town, a walk on a new trail, or a multi-week backpacking trip. Even renting kayaks or booking a guided tour can open the door to something new.

two people on a kayaking adventure in Alaska.
Consider renting kayaks or taking a kayaking tour.

11. Get Outdoors

Spending time outside is one of the simplest ways to live more adventurously. Hiking, camping, paddling, or simply exploring a new park helps you reconnect with the natural world.

If you’re just getting started, check out my beginner’s guide on Micro Adventures: The Magic of Micro Adventures, Why the Little Escapes Matter.

Riding Icelandic horses through rivers and wildflower fields in Iceland.

12. Meet New People

Surrounding yourself with adventurous, open-minded people can inspire you to try things you might not attempt on your own. Join clubs, attend events, or connect through Meetup or local Facebook groups.

I’m a member of my local mountaineering club and several hiking groups, and those communities have been invaluable.

a group of snowshoers hiking and snowshoeing on the top of the Sandia mountains in albuquerque, nm.
A Meetup snowshoe event in the Sandia Mountains.

13. Celebrate Your Wins

Celebrate your adventures, no matter how big or small. Keep a record through journaling or photography so you can reflect on how far you’ve come.

a hiker on the summit of Mt. Whitney the highest peak in the US.
Celebrating summiting Mount Whitney, the highest peak in the contiguous United States.

Choose Adventure

An adventurous life requires a willingness to embrace change, take risks, and keep going even when things feel uncomfortable. Adventure doesn’t happen overnight—it’s built one step at a time.

Start small. Say yes more often. Step outside your comfort zone. Over time, those choices add up to a life filled with growth, challenge, and unforgettable memories. So go out, have fun, and make the most of the experiences waiting for you.

Ice climbing in Iceland

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photo of Casey Hi, I'm Casey. I recently retired early in pursuit of an alternative lifestyle filled with more experiences and fewer things. WAKE WANDER REPEAT is a blog chronicling my new life of adventure, travel and wellness. I hope you will want to follow along, wander with me and seek your own best life along the way.
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