13 Questions You Should Ask Before Traveling Long Term

2. When Should I Go?

Deciding when to leave is extremely important, as timing can have an enormous impact on the quality of your trip. For instance, if you end in India during the monsoon season or the Philippines during the typhoon season, you probably won’t enjoy it so much.

Prices fluctuate throughout the year, and of course, it’s cheaper to travel during the “off season” wherever you happen to be. It’s also important to take into consideration local festivals and holidays. If you go to Brazil during Carnival or to Vietnam during the Chinese New Year (Tet), you’ll struggle to find a place to sleep and probably pay sky-high prices for everything.

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3. Do I Need a Budget?

As a rule of thumb, yes, you do need a budget. If you’re lucky enough to be super rich or have someone sponsor your travels, then there isn’t much to worry about. However, if that’s not the case, it’s essential to calculate a daily or weekly budget and stick to it.

It’s not uncommon for young backpackers to reach a new location, such as Southeast Asia, see how cheap it is, and think they’re millionaires. But if you go out drinking every night or try all the available activities, you’ll quickly find out there won’t be much money left for the rest of your trip.

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4. Should I Go by Myself?

If you’re asking this question because you’re afraid you might be lonely most of the time, then don’t worry, it’ll never happen! In fact, if you choose to stay in hostels, it’s actually quite hard to find time for yourself. There’s always something going on.

But if you decide to go with a friend or a partner, it’s important to understand the realities of life on the road. You’ll be together 24/7, so you’ll need to give each other room to breathe. Otherwise, you’ll be getting stressed all the time.

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