Long-term travel planning: here’s how you should do it
When I first thought of the possibility of traveling long-term, I didn’t have anyone to tell me how to do it. Everything was based on individual research which will make your browser pop millions of tabs (reading long-term travel tips etc) so I thought, why is there not one article that will tell you everything you need to know?
Long-term travel planning is very stressful. It will make you anxious and in the middle of it, you might think of backing out. It’s just too much information to handle at once. I struggled in this department but you don’t have to. You know I am obsessed with your long-term travel dreams, right?
This post will tell you all the essentials in long-term travel planning. I wanted to create a huge resource but I figured to have individual articles for it so that it will be easier for you to absorb. If you are not sure how to start, this one is for you!
What’s in this post?
Choosing your destination
I am sure sometimes you sit down on your computer and find yourself spending hours on Pinterest. Why do I want to see so many places?! I know it gets overwhelming sometimes but let me tell you that this is the only way to go = your goals and desires + your budget. Combining these two important factors will help you narrow down the long list you’ve been looking at for weeks.
Below are a few things to consider when choosing your destination:
I know it’s still a lot of factors to think about but this will determine not only your travel destination but your willingness to stay there for a long time. When I plan for my long-term travels, the best trick I do is picking one country and then seeing their neighbouring countries. Choosing your long-term travel destination by region gives you a more realistic approach and a more doable style in long-term travel.
Below are my top 3 area/region suggestions that is doable for first-time long-term travelers:
1. Southeast Asia[us_iconbox icon=”fa-globe” size=”24px” iconpos=”left” title=”What countries will I visit if I take this route?” title_tag=”h6″]Indonesia, Thailand, Vietnam, Singapore, Philippines, Cambodia, Myanmar, Laos, Brunei, East Timor[/us_iconbox]
Southeast Asia Route Resources
- Marek of Indie traveler’s Southeast Asia Itinerary Suggestions For 2 Weeks To 2 Months will give you a thorough advice for planning a trip to Southeast Asia, in particular the mainland (Thailand, Laos, Cambodia or Vietnam)
- This is how Nomadic Matt planned his itinerary throughout Southeast Asia.
- Read through Gap Year’s forum thread where a lot of people answered the question: What’s the best route around Southeast Asia?
- Where to go, how long to stay there, where to go next, east or west, north or south? How long have you got? How long do you need? This Southeast Asia itinerary by Travel Fish will be a big help!
2. Central America[us_iconbox icon=”fa-globe” size=”24px” iconpos=”left” title=”What countries will I visit if I take this route?” title_tag=”h6″]Belize, Costa Rica, El Salvador, Guatemala, Honduras, Mexico, Nicaragua, Panama. You can also add Mexico even if they are labeled a North American country in political geography.[/us_iconbox]
3. South America[us_iconbox icon=”fa-globe” size=”24px” iconpos=”left” title=”What countries will I visit if I take this route?” title_tag=”h6″]Brasil, Venezuela, Argentina, Peru, Colombia, Chile, Ecuador, Bolivia, Uruguay, Paraguay, French Guyana, Suriname[/us_iconbox]
Intermediate to Professional Round The World Travel Routes[us_iconbox icon=”fa-angle-double-right” size=”18px” iconpos=”left” title=”Euro Trip” title_tag=”h6″]More popular in Western Europe: Portugal, Spain, France, Belgium, Netherlands, Germany, Italy, etc.[/us_iconbox]
The not so fun part of my long-term travel life: visas. I’ve had my fair share of struggles with visa applications that is why early next year, I vowed to myself to only travel visa-free countries for Filipinos. Since then, everything has been easier for me but here are some ways on how I was able to survive:
- Select a region where you are 60% visa-free. I chose South America because I can enter 7/13 visa-free countries.
- In my experience, the Schengen visa can only be applied in your home country. For example, I was traveling Northern Morocco in 2013 and wanted to cross to Spain, the consulate in Morocco did not let me apply the visa because I am not a resident of Morocco. Even if I was granted a student visa to Milan in 2010, I can’t apply for a new visa unless I am in the Philippines. For me, going back is more expensive and doesn’t guarantee that I will get the visa so I never went to Europe since 2012.
- Other countries will let you apply a visa even if you are not in your home country. Only Europe is strict.
- When applying for visas outside your home country, make sure to have all the files you need: birth certificate, bank certificate, proof of funds, travel insurance, etc. We will discuss all these later on.
- If you have a valid US visa, you can enter the whole of Central America freely without applying individual visas to Mexico, Guatemala, Costa Rica, Panama, etc.
- When I entered Georgia, I didn’t know I need a visa prior to arrival. The Internet said I can apply the visa at Tbilisi Airport but the airlines in Athens won’t let me board without the visa. Finally, when I arrived Georgia, they saw that I have a 5-year valid visa to Japan so they let me in. How did that happen? Read more about the OECD agreement between countries. Apparently, you can enter other countries if you have a visa within the agreement.
- When in doubt, always ask the nearest Embassy/Consulate near you. They can answer your questions better as it really varies. For example, the consulate of Argentina in Rio de Janeiro didn’t grant me an Argentine visa but in Montevideo, they did. Each consulate have their different rules and requirements so you better check it with them.
- Don’t take no for an answer. Remember, the Schengen visa is the only visa that you can’t apply outside your home country. Other than that, you can apply a visa for any country everywhere. They will always sa you can’t but be tenacious about it and say it’s possible. Because it really is.
- Relax and answer all questions truthfully. You are traveling long-term and you don’t want to overstay in one country, right?
- The consequences of overstaying in a country: you will be fined or worst, you will be banned. As a long-term traveler, you don’t want to have this records because it will cut your dream of traveling the world.
- In the event that you fall in love with a place and decided to stay longer, I would understand. It happened to me when I first came to Tel Aviv. 8 months later, I am still here. I am not a resident here but what I do is still follow the normal tourist visa requirements. If I am granted 90 days, I have to leave. I can always go back. I’ve done it four times already since August 2016!
- Migreat. Get help with migration and visas every step of the way, from finding a country to move to, to help from experts specialised in migration.
- VisaHQ. Do you need a visa to a country? If yes, what are the requirements? This website will tell you everything!
- Project Visa. A site to keep you up to date with visa and embassy information for all countries.
Again, it all boils down to the region you chose to travel to. In my case, I only booked flight tickets if I am to travel to another region. For example, I was in Northern Africa in 2013 when I woke up and said, “I want to go to South America.” I booked the flight a week before and set off. In my experience, the ticket goes to waste if I wanted to change my plans last minute. Remember that when you are traveling long-term, the possibility is endless, plans will always change and the timeline you made for yourself will always evolve into something different.
The Philippines is probably the only country who doesn’t allow its citizens to fly out without a return ticket. Due to the increasing cases of illegal Overseas Filipino Workers (OFWs), every time we go out, we all have to present a “proof of return” aka plane ticket back to the Philippines to make sure that we are really coming back.
I never had plans of overstaying in any country but as a Filipino citizen, I have to obey the rules. When I left for Africa, I knew I will not go back for a long time so I purchased a two-way ticket (Manila-Singapore-Manila) but only used MNL-SG. I booked my ticket to Johannesburg from Singapore. Thankfully, the airline in SG did not ask me for a ticket going out of South Africa.
The Budget Airlines Theory
I did this a lot and I always ended up paying more. Remember that if you are traveling long-term, you have to check-in and for me, the luggages make the bulk of the flight expense.
Some budget airlines will not tell you that check-in luggage is not included in your purchase and you will only find that out when you are already at the airport. It happened to me a lot and since then, I promised I will never book with low-cost airlines ever.
They are called budget airlines because they are individual flights from several airlines. Meaning, the flight booking platform will find the cheapest tickets in separate airlines and match it to your search. They are longer – it can take up to 30 hours for a $300 Europe-Asia ticket. I know we always look at the price whenever we are booking but think about this: the most ideal (and not tiring) itinerary for you will always be expensive. Sure, you booked a $240 Los Angeles-Manila flight but can you imagine how many stops that flight has? And in those stops, how many meals do you have to pay separately?
Big airlines always have meals included in the ticket price. It is also more comfortable – they have entertainment, they have blankets, eye covers, earplugs, socks, etc. You are paying for that kind of service so don’t think about cheap. There is no such thing.
My top 3 favourite airlines: Qatar Airways, Turkish Airlines and Emirates.
- Note that airports all over the world are required to deny your boarding if you only have a one-way ticket. What you can do is to reserve a dummy ticket in Tiquetes Baratos, a Colombian company which allows you to reserve and pay after 24 hours. Make sure to book it before going to the airport because the ticket will be gone the day after. Everything is legit – you’ll have a reservation code and full itinerary details that you can present to any immigration officer upon entry.
- Sign up for the Star Alliance, a group for world-class airlines where you can get points to every mileage of your trips. Points are very important because who knows, in the future, they can give you a free flight!
- Speaking of free flights, I never experienced it but my mileage with Qatar Airways earned me a business-class upgrade twice.
When I started long-term travel, I had this rule that I will never be picky about accommodations but I will never be cheap on food. Believe it or not, in 3.5 years traveling in South America, I didn’t pay for any accommodations because I always found a way to get it for free. This is how I was able to stretch my finances through free accommodations:
But sometimes, I don’t want to work. Remember that all the items above will deprive you of having your alone time. You have to talk or go out with your Couchsurfing host, do 5 hours of work when volunteering, participate in the local family stays, and watch for pets when house-sitting. All these entail a certain level of social skills and let’s admit it: sometimes, we just want to be left alone.
Below are my go-to accommodations resources:
Yes, you need it. You really really need it. I’ve ignored this for over 5 years of long-term travel but when shit went down, I realised it is really important. We usually put this in the lowest priority list because we have this mindset that nothing will happen to us (which is good, btw). Unfortunately, that’s not the case all the time. There will come a day that you will spend more if you don’t have a travel insurance.
A travel insurance is an emergency ticket when something major happens. For example, you catch dengue fever while vacationing in Sri Lanka, this insurance will have you covered. Though I am not from a country where health insurance is popular, I know the difference. Health insurance is what you have back home and serve purpose to non-major things such as a personal visit to the doctor just because you feel like it.
Most people purchase one for this but it can also cover lost/stolen/damaged luggage, missed flights, travel delay, stolen gadgets – it really depends on the plan that you are planning to avail. The following are the most common package:
- Global coverage of at least one million dollars ($1 million).
- No deductible in case of hospitalization, medical consultation and obtaining prescription drugs.
- Provisions, in case of medical repatriation or emergency medical evacuation, allowing a 100% coverage of the actual costs for up to the global coverage sum.
- In case of death abroad, expenses for return of the body.
A guarantee that your vehicle will be brought back to your residence.
- Immediate relief of acute dental pain & emergency treatment as a result of an accidental blow to the face
Each travel insurance plan is different so you should check with the company you are signing up with. They can answer all your questions better.
You can always add multiple countries/regions. In this note, it’s better to sign up with an insurance company that worldwide has worldwide coverage excluding risky countries.
Though credit cards are commonly used as a travel insurance, its coverage is limited. It is still advisable to get it from an insurance company.
Unfortunately, travel insurance only covers you when something happens to you on the road. Most of the companies will even ask about your medical condition. Make sure not to lie about this!
Some tips on purchasing a travel insurance
- Buy yours in a real travel insurance company. It usually costs more from airlines or tour operators and more often won’t give the proper coverage you need.
- Make sure to get coverage that fits the type of traveler that you are. For example, Digital Nomads need to include their gadgets in their travel insurance. Choose something that you can maximise.
- Always include delayed/cancelled flight coverage in your travel insurance.
- Stop saying “it’s too expensive. Nothing’s going to happen to me anyway.” You’ll never know what will happen to you on the road so you are not in the position to say that. Learn to include this list of things to do before travelling overseas. It’s not about the word “cheap.” It’s about YOU. Just get one! It’s for your own good.
Remember when you were young, you were forced to take the pain from shtloads of needles because your mum said you need it? Your mom is right. Traveling or not, you need vaccines. Fortunately, when I left for long-term travel, I already took everything. Here are the vaccinations you need:
- Hepatitis A
- Hepatitis B
- Yellow Fever – you can read how I got my yellow fever vaccine in Brasil for free here.
- MMR booster (measles, mumps and rubella)
Vaccines are also based on destinations so in any case, before leaving home, go see a doctor and ask about the necessary vaccines you will need.
Yes, you are doing this!!!!
I know that was a lot to digest but don’t freak out! There is no perfect formula for long-term travel but there is you. Remember that your will and enthusiasm, traveling or not, is more important than the money.
1. Should you quit your job to travel?
I didn’t quit my job to do long-term travel. It was actually accidental so I just made a living out of it. There is no judgment if you really want to leave your 9-5 because there will always be something for you out there. However, you have to consider other things. I mean, let’s be honest – if you are to go to a long-term travel, you really have to find another income stream. There is no way you can leave of absence for a year because if that’s possible, everyone will do it. My friend Pamela is working in a multinational company in Singapore and she asked for a 3-month leave. It was approved. I helped her craft the letters she needed to submit to her superior, encouraged her to try and told her to be tenacious in asking for the leave. In the end, it got approved! Below are the articles of her journey:
- Traveling and not quitting your job: Dear sir, I am going away for 3 months but please don’t fire me
- Dear Sir: Thank you for letting me travel for 3 months and still keep my job
If you are to quit your job, think about the possible jobs you can do while on the road. More often than not, people with really good paying jobs won’t quit just like that because it’s so scary not to know what’s out there for you. You’ll figure something out, I swear! The salary won’t be that high but when you are out there, you will do things you never thought you could because you want to survive. Survival is human nature. Don’t you ever think you’re going to be alone or left with nothing. Try first.
Quit Your Job to Travel Inspirations
- 25 Practical Tips for long-term travel
- I Didn’t Quit My Job To Travel. I Made A Job Out of Traveling
- Why I Quit My Job To Travel the World by Jodi Ettenberg
- Why ‘Quit Your Job and Travel the World’ is the Worst Advice Ever by Nina Ragusa
- 5 Truths About Quitting Your Job to Travel the World (from a Woman Who Did It) by Ashlea Halpern
- Don’t quit your job to travel the world by Ravi Raman
- Here’s what it’s really like to quit your job to travel the world by Alex Reynolds
- 42 Ways You Can Make Money And Travel The World by Derek Baron
2. Fear is what makes you human. Embrace it.
Sometimes, I stop and think: “What did I do to deserve a life like this?” Even if there was no way to be true, I knew what the answer was: every single day, I tell myself that I am brave. And brave can take you places.
Whenever I am not sure about my so-called decisions, here’s what I do:
3. You will always be loved and supported. Even from a distance.
Like what I said, you’ll never be alone. Aside from you will meet a lot of people while traveling, doing the same thing as you, your family and friends are always here to support you. Don’t you ever forget that! There are also a lot of expat/backpacker groups on Facebook you can join. I built a Facebook Community called World Citizen Travel where I was able to meet the most inspiring and motivating people. If you feel like you’re alone, please feel free to join the group and talk to like-minded individuals! It will make you feel better.
Are you a long-term traveler? If yes, how did you do the planning?
What are the challenges you faced when you were starting? How did you overcome it? Did you have this long term travel checklist? Share your thoughts in the comment box below and motivate other people!
Trisha is on Instagram!