Your Ultimate Guide to Long-Term Travel Planning

What does Long-Term Travel Planning mean?

Long-term travel isn’t for everyone so if it’s something you’re considering then this Ultimate Guide to Long-term Travel Planning is for you. Long-term travel doesn’t have a strict definition.

For some, it means being on the road for 3 to 6 months, while others define it as traveling for 1 to 2 years. The duration often depends on personal preferences and goals, but generally, it refers to extended travel beyond typical vacations.

Six years ago I quit my job sold all my belongings and set out to try traveling solo and leaving for one year; now
this wasn’t an impulsive decision but a well-thought-out plan that led to the life I’m living today. I did a ton of research, planning, and self-reflection deciding if I was gonna do this.

The Importance of Long-Term Travel Planning

So let’s talk about the importance of Long-term travel planning for a successful and stress-free experience. There is no perfect way to plan something like this but it’s good to at least have an idea of what to expect.

6 years ago there wasn’t as much information available as there is today now that so many people are living this type of lifestyle. I had one book and some YouTube channels that helped give me an idea of what to expect and what to plan for.

In 2017 I discovered Matt Kepnes’s travel blog at the time he was running a contest for his new book How to Travel the World on $50 a Day where he was giving away $18,000 ($50 a day x 30 days) to go towards traveling and you had to submit your story and why you think you deserve it. I entered hoping I’d win (hint – I didn’t) and this is what made me realize that I was serious about actually doing this.

Then I discovered this one YouTuber who quit her job to travel the world for a year with only $12,000. She did it in the most basic, backpacker way possible and I thought. Hey! If she can do it, and do it with only 12k and solo then why can’t I? So with these two combos, I got started on the long-term travel planning process. I did a deep dive on what I needed to do to get ready.

Setting Your Goals & Priorities For Long-Term Travel Planning

When thinking of your travel goals for long-term travel, consider what type of experience you want.

Are you looking to immerse yourself in a new culture or visit as many countries as possible? Maybe you’re seeking work opportunities like teaching abroad or freelancing, or craving time for relaxation and adventure.

It’s essential to be clear about the purpose of your trip. This will influence where you go, how long you stay, and what you pack.

Essential Factors for Planning Your Ideal Trip:

• Cultural experiences: Do you want to learn a new language, dive into local traditions, or just have the experience of visiting different countries?
• Work: Planning to work remotely? First, ensure the country you’re considering has reliable internet for your work needs. Second, check if they offer a digital nomad visa. Then decide if it makes sense to apply, as it could ease your long-term stay.
• Relaxation: Are you seeking retreats or quiet time in nature? Consider if this fits within your budget.
• Adventure: Are you into hiking mountains, trying out outdoor activities, or seeking a thrill with some extreme activities?
• Timeframe: Long-term travel can range from a few months to over a year. This affects budgeting, packing, and whether you’ll return to the same place or explore multiple destinations.
  
  Planning according to these goals will help you structure your travel better. It’s about creating a balance between your desires and practical needs, such as accommodations, budgets, and routes.

Budgeting for Long-term Travel

First of course you need to know how much money you’re going to have for the time you’re traveling. Once you know that you need to figure out the type of travel experience you’re after.

Are you looking for luxury, budget backpacking, or maybe an ultimate adventure? Are you ok with staying in hostels vs hotels? Whatever it is, plan around it early.

When I first started, I aimed for cheap travel because I had a set amount that needed to last a year. I knew Europe would cost more than Southeast Asia, so I budgeted $75 a day.

I ended up spending around $4,000 in two months. That was way less than I expected and that was for everything flights, food, accommodation, and activities. That was back in 2018 when it was possible to travel on that budget.

In Southeast Asia, my goal was to stay closer to $50 a day. I managed that most of the time, but sometimes I spent more than expected. The lesson I learned the hard way: you can plan all you want, but unexpected costs will happen.

That said, I still stretched my savings and managed to travel for the rest of the year. Budget travel is still possible, but it looks a little different nowadays. We’ll get into more details on that later.

Travel Expense Breakdown

• Transportation: Flights, buses, trains, or car rentals, plus local transit.
• Accommodation: Hotels, hostels, Airbnb, or homestays.
• Food: Dining out, groceries, and snacks.
• Activities: Tours, museum fees, adventure activities, and more.
• Travel Insurance: Coverage for health, cancellations, and emergencies
• Miscellaneous: Souvenirs, laundry, tips, or any unexpected expenses.

Savings Strategy

If you’re serious about saving for your dream trip, it’s important to set a clear goal. Whether you’re saving $1,200 or $12,000, breaking it down into monthly targets will keep you on track.

Additionally, tracking your expenses is essential. Use budgeting apps to categorize spending and see where you can make adjustments. The more you understand your financial habits, the easier it will be to create a savings plan.

Start cutting unnecessary costs by eliminating extras like dining out or unused subscriptions. Instead of letting your money sit idle, transfer it into a high-yield savings account to maximize your earnings. This will also keep you motivated as you watch your travel fund grow.

If possible, find ways to increase your income. Whether it’s through freelance work, selling items, or teaching online, funnel any extra cash into your travel savings.

It’s all about consistency, so automate your savings whenever you can and stay disciplined about avoiding impulse purchases. Visual reminders like a savings tracker or pictures of your travel destinations can help you stay motivated. I dive deeper into this in my blog post How to Build a Travel Fund.

Travel Hacking Best Credit Cards – Tips To Keep In Mind

When it comes to travel hacking with credit cards, don’t be afraid to embrace them during your travels. First off, you’re way more protected using credit cards than debit cards, especially abroad.

Plus, why not earn points that can pay for future travel?

You’re spending the money anyway might as well rack up rewards while doing it! My go-to for the last six years has been the Chase Sapphire Preferred, which I absolutely love. It’s a game-changer for earning points on dining and travel.

Also, many travel credit cards provide perks like free travel insurance, trip cancellation protection, and baggage insurance, making them invaluable for travelers.

Maximizing Points & Rewards

To maximize your rewards, target cards that offer elevated points in categories like dining, groceries, and travel. Some cards also provide bonus points on rotating categories or when booking directly with airlines or hotels. It’s about using your everyday purchases to your advantage.

Card Recommendations Based on Lifestyle

For frequent travelers, the Chase Sapphire Reserve and Amex Platinum are top choices because of their luxury benefits, such as lounge access. However, they come with higher annual fees.

The key is using these cards strategically to make the most of their perks, which can far outweigh the cost. If you’re maximizing benefits like travel credits and rewards, you’ll likely get more value than what you pay in fees.

But, if you’re not comfortable with high fees, there are still plenty of cards with lower fees that offer excellent value.

For budget travelers, look into cards like Discover It Miles or Bank of America Travel Rewards, which offer no annual fees but still provide valuable rewards and no foreign transaction fees.

Choosing the Right Travel Credit Card

When choosing which credit card is right for you remember to prioritize cards without foreign transaction fees, as they can save you around 3% on purchases abroad.

Cards like the Chase Sapphire Preferred or Capital One Venture Rewards Credit Card are known for their excellent travel benefits, such as high earning rates on travel and dining, and access to exclusive perks like lounge access.

Tips for Responsible Credit Use

The key to travel hacking responsibly is to always pay off your balance in full to avoid interest.

Make sure you’re not spending more just to chase points, as interest charges can easily outweigh rewards earned. Setting a budget and tracking your spending is crucial for staying on top of this.

If you’re planning your trip early, it’s a good idea to start using your travel credit card right away. Instead of using your debit card for everyday purchases like groceries, switch to your credit card and begin earning points now.

The points you accumulate can be used later to save on travel expenses. Starting early gives you time to build up a healthy balance of points, which can help reduce the costs of your upcoming trips.

Choosing Destinations For Long-Term Travel

Visa Requirements

As of 2024, U.S. passport holders can travel to about 183 countries visa-free or with visa-on-arrival access, which gives you a lot of freedom when planning your next trip.

However, it’s important to note that some places, like Europe’s Schengen Area, will soon require an ETIAS travel authorization starting in 2025. So, always double-check visa requirements before booking, because things can change depending on the country and current regulations.

While a U.S. passport offers great freedom there are 29 countries where you’ll need to apply for a visa ahead of time. Some of the big ones include places like China, Russia, India, and Australia.

While some countries might offer visas on arrival, it’s usually better to handle it before you go just to avoid any unexpected delays at the border.

Keep in mind that entry requirements can change depending on where you’re headed and the time of year, so always double-check before booking your trip!

The bottom line is that a U.S. passport offers great flexibility, but it’s good to stay informed on any new rules that might pop up!

Climate and seasonal factors

When planning for long-term travel, there are a few essential factors to consider to make your journey as smooth as possible.

This includes budgeting, packing essentials for varying climates, planning accommodation and transportation, and managing health and safety requirements specific to each destination. Proper planning on these fronts ensures you’re prepared for both the expected and unexpected, setting you up for a rewarding experience.

Essential Tips for Long-Term Travel Planning

Weather Conditions: When choosing where to go, think about the weather since it can shape your travel experience. For instance, Southeast Asia’s rainy season might restrict your outdoor activities, while Europe’s winter could mean shorter days and more challenging weather.

Cost Efficiency: Traveling in peak times, like holidays or August in Europe, often means higher costs due to demand, while in Asia, summer can bring both busy crowds and the rainy season, which may limit activities.

Instead, traveling in off-peak seasons can be a great strategy to save on accommodations, transportation, and activities, as prices generally drop when there are fewer tourists around.

Packing and Preparation: Knowing the weather at your destination is essential for smart packing. Colder spots require bulkier clothes, which can make getting around harder.

If you’re visiting multiple climates, prioritize packing for the place you’ll spend the most time. Always bring a good pair of comfy sneakers or boots (but not both!) and a lightweight jacket, which works in any weather.

For colder spots, you can grab extra layers from a secondhand store along the way. Overpacking—especially on long trips—just isn’t worth the hassle, trust me!

Cultural and Festival Considerations: Festivals and cultural celebrations can be magical experiences, so if you want to dive into the local vibe, plan your trip around them! Timing your travel to sync with these events can really amplify your cultural adventure.

Just a heads-up attending during high festival seasons might mean higher prices and more crowds.

Accommodation & Housing – Budget Friendly Options

Be sure to leave room in your budget especially for your long-term travel planning to cover any unexpected expenses. The biggest cost you’ll have when traveling is accommodation.

It’s the biggest reason why I mostly stayed in hostels while traveling. I wanted to stay in the cheapest accommodations possible so that I could stretch my budget a little longer.

You may not be willing to make the same sacrifices as me and stay in hostels so make sure you save at least 1/3 of your budget is saved for accommodations.

Homestays

There are ways to save huge besides staying in hostels, if you’re an independent traveler looking for unique, affordable accommodation, a homestay might be the perfect fit.

This is like an Airbnb alternative because of the connection it gives you to stay with locals. Staying with a local gives you an authentic experience of your destination, offering a deeper connection to the culture and lifestyle.

Whether you’re looking for a short or long-term stay, homestays are budget-friendly. That way you’ll have more to spend on enjoying your adventures. Plus, you get the added bonus of local tips and insight from your host to help make your trip more memorable!

Work-Exchanges

One of the biggest best ways to save on accommodation is doing some type of work exchange. Work exchanges are an awesome way to travel on a budget while really getting to know the place you’re visiting.

Basically, you work a few hours a day in exchange for free accommodation and sometimes meals. It could be anything from helping out on a farm to teaching English or contributing your skills to help them out.

You’ll save money, meet locals, and get a much deeper experience than just passing through. It’s perfect for long-term travelers looking to stretch their budget. Some great platforms to find these opportunities are Worldpacker and Workaway.

Worldpackers has a yearly fee of €49 for one person and €59 for two and Workaway has a yearly fee of €29.50 for one person and if you’re a couple or traveling with a friend it’s €59.

Both platforms are excellent for long-term travel and provide travelers with a meaningful way to give back while saving on accommodation costs.

Facebook Group For Women Travelers

I also highly recommend joining these groups Host-a-Sister and Host-a-Sister Pet Sitting. Host a Sister is a global community for women travelers, where you can connect with like-minded women from around the world.

Whether you’re looking to make new friends on your travels or even stay with someone for free as part of a cultural exchange, this community has got your back.

Open to all women 18 and older, regardless of gender at birth, it’s all about creating a supportive space where women can share their homes, stories, and experiences, building friendships that span the globe.

Housesitting & Petsitting

Trusted House Sitters and Pet Sitters International both offer solutions for travelers who love animals and want to travel affordably by taking care of pets and someone’s homes while the owners are away.

Trusted House Sitters connects pet owners with travelers who are willing to take care of their pets and home in exchange for free accommodation.

It’s a win-win travelers save money on lodging while enjoying the company of animals, and pet owners get peace of mind knowing their pets are well cared for in their absence.

The platform allows members to browse and apply for house-sitting opportunities worldwide, while reviews and profiles help ensure trust on both sides.

Pet Sitters International is a global network primarily for professional pet sitters and dog walkers, though it’s also a resource for travelers looking to house or pet-sit.

It offers training, resources, and certifications for those in the pet-care industry, but can also be useful for those looking to explore pet sitting as a way to travel.

Unlike Trusted House Sitters, it’s more geared towards building a career in pet sitting, offering a trusted directory for pet owners looking for experienced, certified care.

Packing for the Long Haul

When it comes to packing, I get it we all want to bring our entire wardrobe and every beauty product we own. But here’s the harsh truth: you can’t.

On a short vacation, sure, overpacking doesn’t feel like such a big deal since you’re just hauling your stuff between the airport and the hotel. But if you’re planning on traveling for months at a time, trust me, you’ll regret lugging around a massive suitcase.

After years of travel (and a few overpacking mistakes along the way), here are my top tips for packing smarter, especially for long-term adventures. I promise you’ll thank yourself later for leaving some of that stuff behind!

Travel Essentials

When it comes to versatile travel essentials, I’ve got my non-negotiables. These are absolute must-haves that go with me no matter where I am in the world.

First up, a large scarf or shawl. Even if you’re headed somewhere hot, you’re going to need it. Not only does it come in handy when visiting religious sites like churches or temples (where covering your shoulders or legs is often required), but it’s also a lifesaver on long bus rides when the AC is blasting. Trust me, you don’t want to be caught without one!

Next, pack a lightweight cardigan. If you’re traveling in Southeast Asia, hauling a bulky jacket around is a hassle, and you likely won’t need one. But a cardigan? Perfect for chilly moments without weighing you down.

Also, proper footwear is an absolute must. If you’re moving around a lot, one comfy pair of walking shoes or boots and maybe a pair of walking sandals will be a lifesaver.

Lastly, soap and tissue especially if you’re heading to Asia. Public bathrooms often don’t have either! I swear by these disposable soap sheets I found on Amazon. They’re small and lightweight, and I couldn’t imagine traveling without them. Total game-changer!

If you’re looking for any other travel essentials that you can use for your travels, I created a list of my must-haves travel gear and travel resources that you can’t live without.

These non-essentials are easy to replace on the road or just not necessary

• Excessive Clothing: You don’t need a full wardrobe! My rule is if you buy one item of clothing then get rid of one item of clothing. It helps keep your load light.
• Skincare Products: Opt for travel-sized versions or items you can easily restock on the road.
• Too Many Gadgets: Unless you’re working remotely or have a specific need, try to limit yourself to just your phone, a lightweight laptop or tablet, and chargers with travel adapters you’ll need.

When you’re overpacking, you’re not leaving. Space for items that you can add along the way, so try to keep it as minimal as possible. Plus keeping things light will help you feel more flexible along the way

Different Climates

When it comes to adapting to different climates and activities as I’ve said before pack for the climate you’re in first. Don’t stress about packing for every possible situation, especially if your next stop has a completely different climate.

You’ll be able to buy whatever you need along the way, and trust me it’s way easier than lugging around unnecessary bulky items. Overpacking will just weigh you down, both literally and mentally.

Start with the essentials for the first climate, and as your trip unfolds, pick up the extras as needed. You’ll be so much more comfortable and free to enjoy the journey!

Health & Safety

Let’s break down why having proper travel insurance and being up to date on vaccinations are key steps to take when you’re heading out to unfamiliar destinations.

Travel Insurance

When you’re traveling long-term or exploring unfamiliar places, travel insurance and vaccinations aren’t just “nice-to-haves” they’re essential for your peace of mind.

The reality is, you never know what could happen while traveling. Having travel insurance means you’re covered for the unexpected, whether it’s a medical emergency, flight cancellations, or even lost luggage.

When choosing travel insurance, make sure it covers key things like emergency medical evacuations and hospital stays, because these can cost a fortune in some countries.

I have used World Nomads and it’s one of my favorites but there are plenty you could research to see which one is right for you.

Other Travel Insurance Companies:

• Insure My Trip (Great for anyone 70 and over)
• Medjet (for additional evacuation coverage)
• Safety Wing (also great for all travelers)

And if you’re an adrenaline junkie who loves activities like hiking or diving, double-check that your insurance covers those adventures too you don’t want to be left hanging when it counts most.

Vaccinations

Now, let’s talk vaccines! Some countries actually require certain vaccines before they’ll let you in. So it’s important to check what’s mandatory before you go.

Even if some vaccines aren’t required, it’s a good idea to consider what’s recommended for the region, like hepatitis, typhoid, or malaria prevention.

Diseases might be more common in certain places, so it’s worth taking extra precautions to protect yourself. Don’t forget the basics bring bug spray, necessary meds, or anything else you think you’ll need to stay healthy!

Important Safety Tips for Solo Travelers

Whether solo or with friends no matter where you travel and what you do safety should always be a priority. Whether in a city or remote area, these road safety tips are key.

• Trust Your Gut: If something feels off, it probably is. Don’t be afraid to change plans, avoid certain areas, or walk away from situations that make you uncomfortable.
• Blend In: Try to avoid standing out as a tourist. Research local customs and dress codes to help you blend in and avoid unwanted attention.
• Stay Connected: Always let someone know your plans, especially if you’re going off the grid for a while. Keeping a friend or family member in the loop can be a lifesaver.
• Know Your Emergency Contacts: Have local emergency numbers saved in your phone. It’s also important to know the nearest embassy or consulate if you’re in a foreign country.
• Limit Distractions: Avoid walking around with your face buried in your phone or a map. Stay aware of your surroundings and pay attention to where you are and who’s around you. If you’re using Google Maps for directions use your headphones. Listen to the directions rather than have your face buried in your phone looking like a lost tourist.

Is long-term travel worth it?

For me, long-term travel became a lifeline. It wasn’t just about seeing new places or ticking countries off a list. I was at a turning point in my life, and the thought of leaving behind a routine that felt stagnant was empowering.

Researching long-term travel showed me that it was more than just an escape—it was an opportunity for personal growth, freedom, and self-discovery.

At the time, I felt a strong pull to explore life outside of my comfort zone. Leaving behind a job and relationship that didn’t fulfill me was scary, but it also opened the door to a more fulfilling, adventurous life.

I realized that making sacrifices—whether financial, career-based, or even emotional—was worth it for the freedom to experience the world on my own terms.

Long-term travel allowed me to hit the reset button and gain a fresh perspective on who I was and what I truly wanted. If you feel that pull too, it might be time to consider if long-term travel can bring the change you’re looking for.

It’s about more than just going on a trip; it’s about opening yourself up to new possibilities, even if it means stepping into the unknown.

Final Tips for Long-Term Travel Planning

Importance of flexibility and being open to change

One of the best pieces of advice I got before I left was to stay flexible and be open to change. At the time, I didn’t fully understand the importance of this. Looking back, it’s been one of the most valuable lessons I’ve learned.

I stopped booking things too far in advance and kept my plans loose, only reserving places to stay for two or three days at a time. This gave me the freedom to extend my stay when I wanted, or even change my destination at the last minute.

More often than not, my plans shifted because I met other travelers who invited me to join them on where they were headed next.

That’s exactly how I ended up spending two incredible months in the Philippines! It wasn’t even on my original itinerary for the month that I went, but when some friends invited me, I decided to go.

The flexibility I allowed myself completely transformed that part of my trip, making it one of the highlights of my time in Asia.

The key takeaway? Don’t lock yourself into rigid, non-refundable plans. Be open to the unexpected, because sometimes the best moments happen when you least expect them. Flexibility allows you to say yes to new experiences and spontaneous opportunities, turning a good trip into an unforgettable one.

How to deal with homesickness or burnout

Homesickness didn’t hit me as hard as I thought it would, but there were moments when I missed my family. Thankfully, I stayed in touch with them regularly, even with the crazy time zone differences. Facetiming whenever I could helped me feel connected.

The best tip I can give for managing homesickness is to set up a group chat with the family or friends you want to stay in touch with the most.

It simplifies things and takes the pressure off keeping up with everyone individually. It’s a great way to stay connected without feeling overwhelmed.

Now, burnout? That’s a different story. Constantly being on the move took its toll. I was hopping from place to place for months, staying only a week or two at a time.

After about seven months, I hit a wall. I was exhausted. So, I decided to slow down and spent a few months in Malaysia to recharge. First, I stayed in an apartment for a month, then moved into a hostel for another.

Those two months of rest were exactly what I needed to get my energy back. It felt amazing to stop, breathe, and just be for a while. Once rested, I was ready to hit the road again, feeling refreshed and excited for new adventures.

Mindset Shift

When traveling, adopting a mindset that embraces the unknown is essential for growth and memorable experiences. Here’s how you can encourage mindset shifts to navigate uncertainty during your travels better.

Remember to release Control. Letting go of the fact that everything needs to go as planned. When things don’t go as you hoped it’s easy to get upset and frustrated just try to shift your perspective and think of it as opportunities for being spontaneous. Remind yourself that unpredictability can lead to some of the best travel stories

Always stay curious. Rather than being scared stay curious. Keep an open mind. Embrace new cultures, try new foods, and discover new places you haven’t thought of visiting before. When you transform fear into curiosity, it can transform your travel experience.

Trust in Adaptability the more you adapt, the more confident you’ll become in handling whatever comes your way.

Live in the Moment often, we can get caught up in sticking to itineraries or anticipating the next destination. Embracing the unknown encourages you to be more present.

Reframe Setbacks as Opportunities. It’s easy to feel frustrated when your flight gets delayed, a tour gets canceled, or an unexpected detour pops up. But instead of seeing these moments as setbacks, try to look at them as a chance to discover something new.

When you shift your mindset to roll with the changes, travel becomes more fun and meaningful. The real adventure is in embracing the unknown. That’s where the best stories happen.

Embrace the Adventure

In summary, careful long-term travel planning is essential for creating a fulfilling and stress-free adventure. Remember, the more thought and preparation you put into your journey, the more rewarding the experience will be.

As you prepare for your journey, keep an open mind and a spirit of adventure. The world is full of possibilities waiting to be explored. With careful planning, a sense of curiosity, and an open heart long-term travel can transform your life in ways you never imagined. So go for it!

FAQ – Long-Term Travel Planning

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