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Writer's pictureKarol Kru

How to Plan Your First Hiking Trip: Everything You Need to Know


Thinking about hitting the trails for the first time? Awesome! Hiking is a great way to explore the outdoors, challenge yourself, and reconnect with nature. But planning your first hiking trip can feel overwhelming if you don't know where to start. Don't worry! This guide will help you confidently plan and execute your first hike, whether you’re going solo, with a group, or dreaming of a multi-day adventure.


Is It Possible to Go Hiking on Your Own?

Absolutely! You don’t need a guide to enjoy hiking on your own. In fact, plenty of people hit the trails without a guide all the time. The key is good preparation and knowing what you’re getting into. When hiking without a guide, it’s up to you to do the research. Choose a trail that matches your fitness level and experience, but also one that gets you excited. And hey, you’re already off to a great start by reading this article!



How to Find and Choose a Trail

Finding the right trail for your first hike is crucial. You want something that’s manageable but still enjoyable. Instagram and blogs are fantastic places to get inspired. Search for stunning hiking photos or blog posts like Madeira TOP-5 Best Hiking Trails to see what trails catch your eye. Before heading out, be sure to check out reviews, watch YouTube videos, and scroll through photos from other hikers. This will give you a solid idea of what to expect and help you choose a trail you'll actually enjoy.


As a beginner, look for shorter hikes with moderate elevation gain. Aim for trails under 10 kilometers with an incline below 500 meters. Anything over 1,000 meters of elevation gain is usually considered quite challenging. Also, consider how close the trail is to where you're staying, and check where are facilities like restrooms and parking in the area.



What a Regular Hiking Path Looks Like

Most trails are dirt paths that can be rocky or uneven. They might take you through forests, across ridges, or even along rivers. Some trails, especially near tourist hotspots or ski resorts, might be paved and doable in sneakers—but trust me, even budget hiking boots will give you way more comfort and support than sport shoes.


Popular hiking trails usually have signs at every crossroad, making it easy to stay on track. Along the way, you’ll probably spot markers like painted rocks or poles to reassure you that you're heading in the right direction. On exposed parts of the trail, you might see handrails, and on steeper sections, there could be chains to help you steady yourself or clip into, depending on the trail’s difficulty. Most trails won’t require climbing with your hands, but every now and then you may encounter a big boulder to walk around or a steep section where grabbing a tree for balance comes in handy. It’s all part of the adventure!



How to Know Where to Go When Hiking

Navigating your first trail might seem intimidating at first, but most well-maintained hikes are easy to follow. One of the best things you can do is download a local hiking app ahead of time. These apps usually let you download maps for offline use, which is super helpful if you lose signal. And hey, carrying a paper map isn’t outdated—it’s a reliable backup and a great way to track your progress along the trail.


When I mention maps and navigation, I don’t mean anything complicated like a treasure hunt. It’s actually really simple. Trails are usually marked by colorful lines on the map, and sometimes they intersect. With an app or map, you can easily figure out which turn to take at each crossroad. Popular hikes often have signs at intersections that point toward the next landmark or the final destination, giving you extra peace of mind that you’re on the right track.



Types of Hikes

There are all kinds of hikes depending on how much time you have and what kind of adventure you're looking for. Let’s break down a few of the most common types:

Day Hikes – These are ideal for beginners. Day hikes typically last a few hours, making them a great way to test your endurance without lugging around heavy gear. You get to explore the trail, enjoy the views, and then head back to your starting point or a nearby accommodation like a hotel, B&B, or campsite at the end of the day. It’s hiking with all the fun and none of the extra gear.


Hut-to-Hut Hikes – Want something a bit more immersive but without the hassle of carrying camping gear? Hut-to-hut hikes are perfect. You hike from one mountain hut to another, where you’ll get food, shelter, and a bed. These hikes are common in places like the Alps and give you a comfortable way to enjoy multi-day adventures. Don’t worry, we’ll touch on how to book these spots a bit later.


Multi-Day Hikes (Camping or Backpacking) – Now, this might not be the go-to option for first-timers, but if you're looking for the ultimate adventure, multi-day hikes are it. You’ll carry everything you need on your back—tent, sleeping bag, food, water, and more—and camp along the trail at designated campsites or wilderness areas. This is where you really get to embrace the wild and immerse yourself in the full outdoor experience.



Types of Trails

Loop Trails – As the name suggests, loop trails start and end at the same spot, forming a loop. The best thing about them is, that you usually don’t have to cover the same ground twice, so you’ll get fresh scenery throughout the entire hike.


Out-and-Back Trails – These also start and end at the same location, but you’ll follow the same trail in both directions. You hike to a certain point, then turn around and retrace your steps back to the start. It’s simple and straightforward, and a great option if you want a quick and easy route.


Point-to-Point Trails – Unlike out-and-back trails, point-to-point trails start and end in different locations. The start and end points are usually far apart, making it tough to return in the same day. These types of trails are often part of a multi-day hiking trip or segments of long-distance trails, so you’ll need to plan transportation or accommodation at both ends.



Physical Preparation

Hiking is way more demanding than walking around the city. Even short hikes can feel much tougher due to uneven terrain and elevation changes, so be ready for a challenge. But the great thing about hiking is how much you learn about your body—how to pace yourself, recognize your limits, and push through when it feels tough. It’s important to listen to your body. Know when it’s time to power through and when it’s smarter to turn back and save it for another day.


If you’ve got a hike coming up, it’s a good idea to start getting your body ready now. Go for walks, run, or hit the gym to build up endurance and strength. The more fit you are, the more you’ll enjoy your outdoor adventure.



Gear and Packing Essentials for Your First Hike

Footwear – Hiking boots are your number one priority. They give you the support and protection you need on rocky, uneven ground, unlike sneakers that don’t have the grip or structure to handle tougher terrain. When choosing boots, look for a waterproof pair that can handle shallow puddles and water crossings with no problem. And don’t forget—break them in before your hike to avoid painful blisters.


Backpack – Your backpack is the next essential. For a day hike, a 30L backpack is perfect for carrying all your essentials without weighing you down. If you’re planning a multi-day hike, go for something larger, like 50-65L, to fit your sleeping gear and extra food.

Clothing – Always dress in layers so you can easily adjust to changing weather. Opt for moisture-wicking, thermo-active clothing to keep sweat off your skin, and pack a windproof jacket and hat to stay comfortable in different conditions.

Accessories – A headlamp or torch is something I never go without, especially for early sunrise starts or late returns. It’s easy to underestimate how long a trail will take, so a reliable light source is a must if you find yourself hiking in the dark.

Water and snacks – Bring plenty of water or a filtration system if you're hiking a longer trail. High-energy snacks like energy bars, or dried fruit will keep you fuelled along the way. If your hike takes you past a mountain hut, you can even plan to stop for lunch—many huts double as restaurants.

First Aid Kit – A small first aid kit is a lifesaver, even if it’s just for a blister. It’s always better to have one with you than to be caught without it when something unexpected happens.



Where to Stay on Different Hikes

When planning your hiking trip, it’s a good idea to look for a hiking base—a town or area that offers easy access to trailheads via shuttle buses or tours. Hiking is super popular, and many places have built up services to cater to hikers, making your experience easier and more enjoyable. For a day hike, it’s best to book accommodation at a hotel, campsite, or Airbnb near the trailhead or shuttle stop. That way, you’ll save time and energy getting to and from your hike.

Sleeping on so called "dirt" in one of the shelters in Tatra Mountains, Poland.
Sleeping on so called "dirt" in one of the shelters in Tatra Mountains, Poland.

For Hut-to-Hut Hikes, you’ll stay in mountain huts along the trail. These huts often require reservations, as they can get busy, especially during peak hiking season. Most huts offer dormitory-style rooms, meals, and even showers and laundry services. While it’s usually possible to get accommodation without a reservation (if they’re not full), it’s a good idea to call ahead and confirm availability. If the huts are fully booked, some will let you sleep on the floor if you’re carrying your own sleeping bag and mat, so it’s important to always bring those along just in case.


For Multi-Day Hikes (Camping or Backpacking), make sure to pack the right gear and know the rules about where you can camp. Some areas require permits for campsites, and there might be regulations around campfires or designated camping areas, so be sure to research those before you head out.



Leave No Trace Principles

Hiking is all about enjoying nature, but it’s just as much about protecting it. Follow Leave No Trace principles by staying on marked trails, carrying out all your trash, and respecting wildlife. The goal is to leave the environment as beautiful as you found it—or even better.



Safety Tips

For your safety, always let a friend or family member know where you’re going and when you plan to return. If possible, hike with a buddy, especially as a first-timer. Hiking without a guide is perfectly fine, but having someone with you is safer and makes the experience more enjoyable.


Also, keep an eye on the weather forecast—it can change quickly, especially in mountainous areas. A light drizzle might be fine if you’re dressed for it, but try to avoid hiking in bad weather or after heavy rain. Trails, even well-maintained ones, can become slippery, muddy, or even flooded. Being in high-elevation areas during thunderstorms is especially dangerous because of the risk of lightning strikes.



Maria having a hard time while fighting her fear of heights on the way to Cadini di Misurina Viewpoint.
Maria having a hard time while fighting her fear of heights on the way to Cadini di Misurina Viewpoint.

Building Confidence as a New Hiker

Start with easy trails and gradually challenge yourself with more difficult ones. Over time, you’ll build confidence and feel more comfortable exploring new areas. You’ll find that hiking isn’t as tough as it seems—it’s all about pacing yourself, knowing your limits, and enjoying the journey.

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We are Maria and Karol,

travel photographers sharing our six-year journey of continuous world travel. We lead a digital nomad lifestyle and prefer staying longer in the destinations we visit. This gives us the opportunity to collect many insightful tips about the places we explore, which we later share on our blog or YouTube channel - Picture the World.

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