Ask HN: Those who quit their jobs to travel the world, how did it go?

247 points by temp_-_ ↗ HN
I seem to read so many comments on discussion threads in which individuals encourage others to "Quit your job! Travel the world!", which often comes across as shallow and even flippant to me, given that the advice is so easy to extend but the action itself can quite be difficult for one to do, whether due to concrete reasons or any personal reservations.

So, my question: those who have traveled for an extended period of time, either instead of working or by finding a new way to work, what was the experience like? What were you able to do? How did you choose to budget? What moved you to this decision, and how was the process of finding work again after your travels, if applicable? If you were to do it all again, what would you do differently?

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I've travelled a lot, and worked as a travel blogger, but never 'quit my job to travel.' It's a lot cheaper than you'd expect. You could probably do it for $10-$20k a year.

I think it's hard in that it's hard to get good at, but there's not a very sharp learning curve. You need to learn how to find deals, and how to meet people when you're tired, and how to not get ripped off, and so on. But mostly, extensive solo travel isn't that difficult. It's just about amassing common sense.

In early 1999 I'd been working as a contractor at a major Australian bank, writing VBScript, building an Intranet site. A three month contract became nine. By then I'd managed to pay off my student debt and put aside a decent amount. I quit and traveled.

Three months in southern Africa and three months in the United Kingdom.

It was my second trip to southern Africa and I enjoyed it thoroughly. Different the second time around. While I was exploring different areas, I had a much better sense of what to expect from each situation.

My first trip to the UK. I wasted a lot of time in those three months, which could have been better spent. I did see quite a lot, but generally I treated it mostly as a tools down and relaxation period. I did return to Australia, but 12 months later, I was back in the UK and lived there for a further 13 years.

Returning to Australia, it was straightforward enough to find work. I think I was offered something on my third interview. This just happened to be with a company which would go on to become a dotcom giant, survive the crash and continues to do reasonably well today. Everything worked out well enough.

I would certainly do it all again. If I had the choice to do things differently, I probably would have cut short the UK period and seen more of Europe, although I did a lot of that in subsequent years.

In short, I would encourage people to do something like this. I don't think breaks of even up to 12 months in a career should be a concern, especially if explained easily enough. The experiences are worth a great deal.

It is often cheaper to travel that sit at home in your western apt. If you can sublet or give up your place, costs are not exorbitant.

1) Find an itinerary using http://www.airtreks.com/ they are amazing. Seattle -> New Zealand -> Australia -> Malaysia -> Nepal -> Turkey was about 3300 USD.

2) Get a nice place for when you land, like 3 days. Use that time to find lower cost habitation.

3) Don't over plan. Don't over spend. Talk to everyone. Read people, find good people and befriend them. Be nice. Not everyone is out to hustle you, locals often live on $5 a day. Don't flaunt your western wealth.

Total cost for 9 month trip, including the above flight and the crazy expensive flight home, 15k. I should have done this 20 years ago, experience would have been very different, more raw. As you age, the senses dull, our wealth bludgeons any immediacy and hardship (both good and bad). You are shaped by what you see and do, so see and do early.

On the flip side, I traveled a lot more when I was younger than I do now, and I wish it was the other way around.

I didn't have the perspective to appreciate everything when I was younger, and a lot of it is sort of a blur. My experiences these days tend to come with a lot more appreciation and depth.

Grass is always greener, I guess.

Maybe traveling while young allows you to see with appreciation and depth now.
Maybe traveling while young allows you to see with appreciation and depth now.
In 2004 I spent most of a year travelling around South and Central America. I met my wife on that trip (she was also travelling) and now we have two awesome children.

Travelling refreshes the mind. It breaks bad habits and it frees your soul. Sounds like mumbo jumbo I know but I can't recommend it enough.

Give yourself at least 3 months. Take eery opportunity and trust your gut. It can be dangerous out there if your mind isn't aware of what is going on around you. A bit of common sense and you're fine. Also get to meet the locals. Sticking around the hostels with other backpackers can drive you potty in the end.

Best thing I ever did. Finding contract work when I got back was easy due to great old contacts who hooked me up.

Didn't quit the job (working remotely), on my 3rd around-the-world already. Feels perfect
I've been a "digital nomad" for the last year. I left my full-time job in Australia & headed for Berlin & just picked up a few casual consulting gigs via Dribbble (I'm a designer).

I quickly realized that I really enjoy slow traveling - staying in places for 2-3 months & trying to keep a normal routine. I work full-time now, pretty crazy hours, but I generally move somewhere new every 3 months. I spend a few months of each year in SF & the rest in Europe. I'm heading from SF to Split, Croatia in 3 weeks for most of the summer.

As a final note, there are many different ways to travel. You never really understand how cheap it is until you actually do it. Before I left, everyone told me that I would need a liquid $50k to spend a year in Europe & I remember being worried that I only had about half that - very funny to me now. I've saved more traveling than what I have paying rent somewhere in Australia.

TIPS: * Try & get paid an SFBA salary & live in cities that have a very low cost of living in comparison. * Re trying to get a remote job - move to the job for 3 months first, work your ass off & prove your worth, THEN ask to move remote. * Sell everything. Forget about clothes, shoes, books, records. If you can't pack light at first, believe me, you will learn on the road!

I've been interested in something similar to that. How did you keep from getting lonely? Seems like 3 months is just enough time to make new (real) friends and then leave?
It is lonely sometimes, but I'm naturally pretty independent & it doesn't phase me too much. I've met a lot of random people either through renting rooms, coworking spaces or just being approached in cafes by people that also work in tech when they see Sublime open on my screen.

I have met some really cool people, but like you said, I generally leave before we can become 'real' friends so the friendships I have made haven't really been that strong unfortunately. I don't get a lot of time through the week & I usually spend my weekends doing the touristy/exploration stuff so I'm kept busy.

Sometimes I find myself wishing for a group of friends / SO to do this with, but I don't know a lot of other people that can travel & work at the same time. I'm not really keen on the whole backpacker trip either.

May I ask you when you go for these 3 month stints in a city, what do you do about housing? Do you go for temporary apartments or some sort of temporary roommate situation? I work as a freelancer and while a lot of my work can be done independent of location, I've been interested to move for certain projects. However, since we're only talking a couple of months, I wasn't sure about the best housing options.
I've done a mix of both, but mostly I do AirBnb. It's much cheaper if you're renting for 2-3 months & owners usually always agree to some kind of discount as it's much better for them to have a secure long-term booking.
Thanks for that tip. I didn't even think of possibly asking for a discount for a multi-month booking.
Has anyone done this with their professional spouse? How did it go?
My wife and I both quit our jobs before we left to travel. We've been together for 13 years at this point, were at about 10 years when we started traveling. Something about the travel just resulted in us bickering way more than we ever have before. We aren't 100% sure what the cause was.

I think traveling even slower 1-2 weeks/city might have helped with this, but then again, some cities just don't warrant that much time.

Since coming home we've since traveled for a 5 week trip together and it was much smoother. Perhaps we just needed to learn how to travel together.

I traveled for about two years. I was able to work remotely, so I didn't have to worry too much about a tight budget or finding employment upon return.

It was a great experience, and here's what I'd change:

- spend more time in fewer places; be less of a tourist. (bonus: for the most part, the less you move around, the less expensive it is.) I would particularly try to do this in places that aren't typical tourist destinations. Think of stops of 1-3 months (perhaps with side trips) rather than 1-2 weeks.

- if you're traveling with someone else (particularly a significant other): (a) be really, really confident that you want to travel together for that long; (b) do whatever you can to find destinations that you both are interested in; (c) explicitly acknowledge that you will want to spend time apart during your travels; and (d) expect the relationship to get rocky at times even if you do all of the above perfectly. It's hard.

- Plan to return to your current home, if at all possible. I didn't do this, and re-adjusting to 'normal' life was much more difficult without an existing set of family and friends around. Even if you do go back 'home', re-entry won't be seamless. One of my friends spent two years in Japan and claims that she was more homesick upon returning home (USA) than she ever was in Japan.

curious...why the last point? what makes you "homesick"?
>One of my friends spent two years in Japan and claims that she was more homesick upon returning home (USA) than she ever was in Japan.

I can empathize with that. I spent a year and a half in New Zealand and near the end of it I travelled back home to spend Christmas with my family and old friends. Upon returning to New Zealand, I experienced that distinct "coming home" feeling more so than when I returned to what I had been thinking was my home.

"Reverse Culture Shock" on returning home is a definite thing. After all, you have moved forward in your life and your 'home' (friends, colleagues, and the city/town itself) have moved forward as well, but not together.
Not only that.. but depending on where you're from and where you traveled you might have more trouble with reverse culture shock. We in the west tend to be quite wasteful and this is even more acute in North America. Commercialism drives our workforce and the continuing arms race of work and buy is even more apparent once you've seen more of the world.
In May 2012 my wife and I did this. It went well, but little went to our initial plan.

The experience was far more stressful than either of us expected. Constantly having to find food, a place to sleep, and figure out where/what is next, was tiresome. However, we really enjoyed the experience and found some places off the beaten path that we really loved. We found out that we love hiking and that we wanted travel more in the future.

I can't remember how we ended up settling on a budget, we targeted $80/day for two people. We saved 60k for the trip which from what I can remember was somewhat arbitrary. We also saved 20k as a 'return fund' to ensure that we had ample runway to find jobs. Returning home was incredibly expensive, we sold everything we owned before we left, make sure you budget accordingly.

Finding work after traveling was simple for me, a bit harder for my wife. I had two job offers, both from people I worked with prior to leaving, before I'd been home for more than a couple weeks. My wife wanted to change where she worked, so it took her a bit longer. None of this was to plan, we had planned to move to the west coast, the sway of a job was too strong.

If we did it again... that is hard to say. Both of us wish it was planned a bit more completely, but I see no way to actually accomplish this. I might say stay in one place a bit longer that we did (maybe a week/city). My wife says she would blog less, and I think I agree, documenting the trip was a lot of work. We did it for ourselves and our family, but it was more work than anticipated.

In the end we finished traveling after only (sorry I know "only" sounds ridiculous) 8 months. We thought we would travel for 1.5 years or more. We spent way more time in South America than initially planned and took a boat to Antarctica which was entirely unplanned. It was really amazing.

If you have questions I'm happy to address them further, I tried to keep this short as I can talk about this for hours.

> I can talk about this for hours.

Please do!

Is your blog still up?

Yes, in my profile.
Fascinating, you've done an absolutely amazing job at not just your travel but also your 'inner journey' about how the travelling changed you. Thank you!
I quit college to travel for 2 years and played online poker as a means of income. There are parts of it I regret, like being a bit callous with money and not really knowing what I would do afterwards, but I was young (20) and having disposable income (which I regret not saving) can affect you as a kid. It should be noted that dropping out of college is NOT something I regret. I think that may have been one of the best decisions I made when I was younger.

1. By leaving school, I ended up teaching myself by traveling and experiencing different cultures, living on my own outside of my comfort zone, and meeting smart, successful people around the world. It's hard to replicate that sort of education in an institutionalized environment (not to mention how expensive a degree is).

2. I sucked at budgeting. Nowadays there are a lot of good resources online for budgeting[1] and nomading[2] that I wish I had access to back then.

3. I didn't like thinking too far into the future at the time but I didn't really have any backup plans after poker. I just assumed I would make enough to eventually invest in some other venture. I did, but that venture didn't work out too well. I eventually taught myself how to code and I've been working as a dev in SF for the past few years.

4. I would follow the nomad lifestyle[2]. Knowing which areas maximized life happiness + low cost of living would have really helped. I think anyone who has a craft that can be monetized online and doesn't have significant responsibilities (family/kids) should try work-traveling for some time.

[1] http://www.mrmoneymustache.com/

[2] https://nomadlist.com/

"I quit college to travel for 2 years and played online poker as a means of income." Wow--online poker! I couldn't imagine the worry factor, but I'm not a gambler. When I look back on my life, the only real money I made was doing something risky. Right now, you made me realize I need to add more risk to my life.
Online poker is (or was) pretty low risk -- you play a bunch of tables, play reasonably, there are betting limits, and you reliably win money from people that are bad at it. It's really just a grind. Of course, that's not the only way to play it.
I quit my job for a year and did this with my wife. We didn't work while traveling -- it would have been too hard / distracting. This might sound odd, but traveling takes as much time as a real job -- the amount you spend just figuring out where to go next and what to do is significant. If you want to work while travel then your best bet is to taking a break from travel and live somewhere for a little while. It's not a bad way to go but it's not what we did.

One interesting thing is the amount we spent for a year of travel was slightly less than the amount we spent simply living at home. If have saved enough where you can spend a year without salary then you can afford to do it.

A few recommendations -- don't plan ahead. You can't. Just plan the first place you want to go to and go from there. You'll have ample time to figure things out and be open to changes in plan. A corollary to this is that if you plan on spending less than 5 months traveling then you may not be able to travel quite that way. It takes a few months just to get into the swing of things.

Lastly, don't stretch your budget thin just to hit an arbitrary length of time. Spend what you need to and leave a few months earlier. You won't enjoy yourself if you have to scrounge for every dime. I'd see people stay in super nasty places for $5-10 / night in places that had simple, clean, and comfortable places for $15 / night.

Reminds me of a buddy I travelled with in Thailand - we had split up for a while and then reconnected on some island, he's sleeping in a real dump, mattress on the floor, squat toilet with no TP, rats walking around, for like $10/night. Literally the next bungalows over were maybe $16 per night and VERY nice. About 10PM that night he changed his mind and came and slept at my place.
This is great advice, thank you. I backpacked through Europe with my best friend and we tried to do too much in too little time. As you said, there's a lot of value in taking it slow and making decisions based on how you feel, rather than what you think you "should" do.
> don't plan ahead

Don't take this too far though. Otherwise you might end up at some dude's house in Kilkenny trying to determine if he's going to let you crash in on couch or if he wants you to sleep in his bed. Or you might end up walking from Juno to Omaha beach hoping that you can hitch a ride with some Canadians back to Caen.

Second one sounds awesome. I hitchhiked with two German girls back to Jerusalem from the dead sea in some Russian dude's car. Fascinating guy. Highlight of the trip. YDIMA (your disaster is my adventure)
I mean, it was fun for me too and wasn't a disaster because I did in fact run into a Canadian couple whose son happened to be going to RPI. I'm just saying that not everyone is prepared for an 8-hour hike in the dark through the french countryside and those folks should plan ahead.
> don't plan ahead

You must have a passport of some country which has pretty good visa agreements. For some of us, traveling the world requires sitting in a lot of embassies first.

I had to spend time in embassies too. When you travel for a year it's possible to do that where you are. For example, I got my visas to Myanmar and India in Bangkok. You do have to plan a few days ahead. I meant don't plan it all before leaving.
I quit my job and travelled for almost year in South America. I later spent 2 years in grad school (studying social science) as part of an extended "break" to figure out what I wanted to do. I had no grand plans, goals nor did I become enlightened from it. I did learned Spanish and met my wife during my trip, so personally, it had a big impact in my life.

Definitely, had some regrets about grad school as it was a fairly academic program. I went straight back to coding/software after graduation.

My advice is, if you know what you want to do, just do it. There is no need to travel the world or go on any journey. But if you don't, or if you haven't travelled yet, then yes, it does wonders to expand your experiences.

I had the same experience with grad school after extended traveling. The rules and administration were suffocating after having so much freedom. I also had a hard time relating to classmates and their concerns seemed so trivial compared to the rest of the world. However, this might have been the same if I'd gone back to work.
Best decision of my whole life so far. It requires attaining an incredible amount of humility, selling everything, even that couch you like. You probably won't be back and storage costs a fortune, basically get rid of all of your material possessions. That's really by far the hardest part then take the smallest amount with you that you can.

And... suddenly, life seems brighter. I left north america probably 5 years ago, wasn't satisfied with the uk though. I don't need to spend all of my money financing a stressful lifestyle. Most places outside of na make it easy to rent a furnished apartment. Life outside of na is largely much cheaper when compared to large na cities. And life outside of na is much more interesting because it's there due to longer than 250 years of history.

Feels great man.

If you're a software engineer, you can basically work anywhere.

Right on. I'm just now unpacking the stuff I packed up ten years ago before traveling the world. I wish I had gotten rid of everything but the mementos back then. Few things will have value after a year, three, or ten.
I'm a high school teacher. After four years of teaching, I quit my job and spent 13 months living on a bicycle. I went Seattle > Maine > Florida > California > Alaska.

I'd do it again in a heartbeat. It's nearing 20 years since I started that trip, and that experience still keeps me grounded today. I plan to bicycle across the continent again in my 50's or 60's to see how much has changed, and how much has stayed the same.

I got laid off from a job I was at for four years. Always wanted to travel but with school and work never had a chance for any extensive travel. I took two trips on my time off.

USA Road Trip. 14 days. 17 states (NJ, PA, MD, VA, TN, NC, MS, LA, TX, NM, CO, KS, MO, IL, IN, KY, WV). 6,000 miles. Total for two people: $2750. Per person: $1375. Per person per day: $98.

http://jbutewicz.com/usa-road-trip-video-concluding-remarks/

European Road Trip. 44 days. 14 countries (Italy, Vatican City, Monaco, France, Spain, Switzerland, Liechtenstein, Austria, Germany, Belgium, Netherlands, Denmark, Sweden, Norway). 12,000 miles of driving. Approximate total for two people: $12,000. Per person: $6,000. Per person per day: $133.

http://jbutewicz.com/europe-trip-video-concluding-remarks/

My blog has much more in depth detail if you are interested.

Nice trip but your daily driving distance is insane. 428 miles/day is ~7 hours driving per day. It's pretty much driving the whole day. I recently did 2500 miles/20 days trip and felt that I was driving too much.
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7 hours? Maybe, if you never stop and never leave motorway. 8 h drive, 8 h sleep, remaining 8 h for finding place to stay, packing & unpacking stuff, eating and other necessities - doesnt leave you much time to interact with local or experience new culture.
A few years ago I quit my job with the idea that I had three projects I wanted to work on, I could do them from anywhere, and probably one would pan out into my next startup. TLDR: it worked, one did, and I had an awesome four-month trip in the process.

I subletted my room in NYC for a bit more than I paid, bought a plane ticket to Goa, and started there. It was the right decision insofar as it's a very soft landing in India, which can be a fairly difficult place for a lot of people. After two weeks and some research. I moved on and spent time in a bunch of different cities in India and Nepal; most days I would simply sit and write code in whatever hostel or home stay I was at, eat cheap street food for lunch, and generally be really, really productive. When I felt like it, I'd go take a walk or see something cool in the area or take a couple days and go on a short vacation somewhere else (e.g. I would never have wanted to spend much time in Agra, but it's a short overnight trip from Jaipur to go catch the taj mahal at dawn and then explore agra fort and take a walk before getting on a bus back).

It's actually the perfect vacation -- traveling can be really stressful, always trying to get to the next place, cram in all the stuff you have to see, etc. You wind up doing crazy things like exhausting yourself taking overnight buses to save time and hostel costs. But I spaced out what could have been a 3-4 week trip across four months, and it was relaxing, productive, interesting, and fun. I got pretty well into each of my projects (all of which involved acquiring new skill sets), figured out the one that had legs and was right for me, and turned it into my next startup.

The toughest part was in Kathmandu, where at the time power cuts were 14 hours a day, and of the 10 hours with power, they were mostly at night. But it was actually nice -- I got up early every morning with a charged laptop, worked until the thing was nearly dead after the power had gone out, went to a rooftop cafe to read for a while, went back and worked/charged again for a while, went for a long walk, and got back with enough charge left to last until the power came back on.

Overall, a pretty great life.

Sounds like a great trip.

But did you ever get sick from the street food? :) I'm not that adventurous I guess.

Once! It was probably the most miserable day of my life, but in retrospect it's just a totally awesome story. I've gotten sicker from street food elsewhere (giardia in the amazon was insanely uncool), but this was particularly crazy.

I was traveling from Varanasi (India) to Kathmandu (Nepal); you can fly, but I decided to see some scenery and do it by train and bus. I left Varanasi on the day before Holi, which is the indian holiday where hooligan kids throw dried paint at people who don't look like they want to be hit with lots of dried paint. I got to Gorakhpur at like 1:30am on the train, had a shitty hostel booked and aimed to catch the notoriously small government bus to the border town at 7am the next day. Got myself some samosas from a random street vendor since I hadn't eaten for like eight hours, devoured them, and went to sleep. Woke up at around 5am with my stomach churning; promptly threw up a bunch, but had to get packing and go find the bus. First thing when I walk outside? Paint in the face. A lot of laughing kids. More paint. People saying "why are you traveling on Holi? Very bad idea!" or even worse: "why are you playing holi? just tell them no!" (as if that worked for me even once).

Once I found the bus, it took me about twenty minutes of bumpy riding before I had to throw up again. Luckily I'd gotten the rear-most window seat, so I just leaned over and vomited out the window. It was terrible, but it worked. I think I made the poor woman with a daughter sitting next to me really, really uncomfotable, but hopefully she understood that this sick white dude covered in paint was having even less fun than she was.

But it got worse: because it was holi, kids were pelting the bus with paint pretty much the whole way to the border, so we couldn't keep the windows open on the cramped government bus with no AC. So everyone's overheating like crazy. On top of that, all out luggage is on top of the bus, and every time we have to stop (or even just slow, really), kids are climbing onto the the top of the bus, riding, and throwing more paint around, so I'm getting really paranoid about whether my frame pack is even going to be there when we finally stop.

At the border I made another stupid decision. I needed some fresh air really, really badly, so I decided to walk the 0.75 mile of no-man's land between the bus stop and the nepal visa office. Whoops. Turns out the guards literally don't give a shit about indian kids crossing the border in order to follow tourists and keep throwing paint at them. So by the time I get to the other side, the nepali guys are all just laughing at me because I am totally covered with paint and still have 8 hours of bus ride to go.

But the ride got better from there, and now it's a fun story. Plus the blanket I got in goa that I took all across india with me has some nicely set colors to it that remind me of my cool trip.

Wow, I envy you. That sounds like an amazing trip.
I quit my job at Amazon and went on a 4 month long bike tour through South East Asia... it was kind of a sporadic decision, but basically it was a gut feeling that I needed to get out there and mentally reset.

Great experience and would definitely do it again, especially bike touring. You kind of get into this rhythym of: wake up at sunrise, eat breakfast, decide on route, cycle as much as you feel like, go swimming, talk to people, find a place to camp/sleep, fix bike, go to bed. Every week or so you'll hit a major tourist centre where you can get a western meal/talk to other English speakers... then you're back on the road!

If you're burnt out/are looking for a reset, I'd avoid trying to work and travel at the same time, if you can afford it.

Budget: I think it worked out to about $15/day over the 4 month period, which may have included a flight home too.

I came back feeling energized, optimistic, and found a job at a great startup within a month of being back!

Hey, thanks for sharing! Could you please elaborate on your trip and countries you’ve visited?
I've heard Vietnam from the the top (Hanoi) to the bottom (Saigon) is a good bicycle tour. Total is about 1000km.
You're welcome!

I picked my way through sections of Thailand, Cambodia, and Laos. I didn't feel like being dogmatic about always cycling, so I hopped on trains when I felt like it (you can easily put your bike on the train for a modest fee). For example, I trained down south to Krabi/Ton Sai and then cycled back up the southern coast, which avoids having to bike the same route twice.

Generally you don't need to camp, since there are plenty of cheap guest houses where you can shower and get a good meal, although it's handy to have a tent just in case.

This will give you inspiration, and is a great read, even if you don't end up cycle-touring: http://www.amazon.com/Travels-Willie-Adventure-Cyclist-Weir/...

This is a great resource to get started: http://www.mrpumpy.net/

I don't have anything in the way of a blog, but I do have pictures: https://www.flickr.com/photos/robotkenshi/collections/721576...

I spent the last four years doing web development while on playing drums in multiple touring bands. I got to travel abroad for free, and meet great people through it.

Unfortunately I remember very little of this time because I was taking on freelance projects to make side money and using mobile broadband to work in the van. It was incredibly stressful and one of the worst ideas. Multitasking the two jobs just burned me out quicker.

I wish I had planned it all out better so I could actually enjoy it fully. If you're going to travel, make sure you have the time to actually experience it.

For what it's worth I've really enjoyed some of your output during that time though, I was actually listening to one of the o pioneers pink couch recording earlier today. Sorry to hear it burned you out though, I can definitely see how that'd happen trying to tour and work freelance simultaneously.
Thanks! I really want to get back to recording those sessions but it's so hard to get up and running.
I quit my job making video games and cycled across the country for fifteen months.. I worked a bit in the last 8 months from my tent (40-60 hours a month).

It was epic! I would definitely do it all over again.

After spending a couple of years traveling on and off after quitting a job, there are a few things I wish I'd known/asked myself beforehand.

1. In your daily life, are you typically happy/comfortable not having a schedule? You might say "I'm traveling to get away from daily life," but longer-term travel is not like taking a vacation. It's much more like daily living. If you're happy not having a schedule in your normal life, don't plan much when you travel. I didn't even ask that question before I went traveling, but by nature I have a hard time not having a plan so I planned the s* out of my travels (I picked destinations around the planet, bought plane tickets to a chunk of the first destinations, planned activities/goals along the way and even had future destinations in mind (zoom out on Google Maps and just dream/lust after places! You'll almost immediately have a plan even if you don't like planning!). Anyway, I'm super stoked I planned the trip. I would've been a bit bummed if I hadn't, but as some posters here have said, planning isn't for everyone and you have to know what you like. And of course you can have a bit of both. Doesn't need to be "no plan" vs "plan every day," but structure, if you enjoy structure, is key. If you are too structured and are traveling to change yourself, of course ignore this advice.

2. Do you feel a need to accomplish things? I'm just going to go out on a limb since you're asking this on HN that you like "getting stuff done." You might be an "enjoy the journey more than the destination" person, but a big part of the journey is progressing/growing and so, again, related to schedule, plan on actually accomplishing some things while traveling. My partner and I, though not particularly outdoorsy, took advantage of several months of traveling to do some short, but serious (for us) hiking and I have to say that absent those events during our travels we wouldn't have enjoyed it nearly as much. It's awesome seeing the world, and talking to the people who inhabit it, but the desire for accomplishment doesn't go away when you do longer-term travel. Like I said, it's not like a vacation (though of course we were happy to find ourselves on nice beaches after pushing ourselves to reach "the top of the mountain." And your mountain can be hiking, learning a language, building an app, volunteering, etc. We just happened to want to see some epic nature)

3. Does my partner "love" me enough to not kill me if we're on top of each other for months on end (and vice versa)? You can only ask this, of course, if you're planning on traveling with a partner. You can always take breaks from each other, which is likely easier if you're traveling with a friend instead of a romantic partner, but I think saying upfront what you're both comfortable with is important

Apologies for the long post. Not sure if you, the OP, will read it, but if you want a spreadsheet with an around-the-world budget, hit me up and I'll share a Google one with you. I think I still have it. The single longest trip we did during the 2 years was three months (far shorter than a bunch of the folks who commented), but I/we stayed almost right on budget the whole time, which is actually much easier than you might think because as long as you have some flexibility timing-wise you can always save money on the big-bucket items (air/travel, lodging, food).

Oh, one last comment... If you love travel, and have dreamed of doing it more extensively and think you can pull it off, just do it. The only frustrating thing about traveling (for people who really enjoy it!) is not being able to do more of it.

Hey, thanks for sharing your experience! I will be graduating soon and I am wondering about travelling too and trying to figure out a budget. It would be great if you can share your spreadsheet with the around-the-world budget.
I'd love to see your spreadsheet, I'm heading off myself in a couple weeks. My email is my username at gmail.
I did the digital nomad thing for 5 years and 9 months, across 70 countries: http://www.trott.in/accounts/1/worldmap

It was incredible, and I would recommend it to anyone.

And, it's never been easier to do ... if you haven't got much tying you down then give it a shot, take as long as it still feels rewarding. You'll know when it's time to go home.

I've now settled back in Australia this past year (much to my surprise) and am equally enjoying having a fixed address, a great friendship group and relationship, and having time to really focus on my startup. I wouldn't change a thing.

I've done a few 3-4 month trips in the past. I was fortunate to be earning a good day rate as a freelancer before I left and I was young, with no responsibilities and no need for a life plan. It was easy to quickly save up a little money, and travel can be really cheap, especially when you don't care about sleeping in a nice bed.

The first couple of times I travelled a lot. Too much. Moving on every day or two. Seeing the various famous sites to see along the way. It was a great adventure, but I didn't learn that much.

One day I was talking to someone on my daily train commute out of london and she was telling me about a friend of hers that was travelling the world by boat. I thought it sounded amazing, and I always wanted to sail, so I booked myself in to do a leg of the Clipper Ventures [0] yacht race - from Liverpool (England) to Brazil (took about 4 weeks).

When I arrived in Brazil I didn't have a plan at all. I booked in to learn Portuguese while stating with a local family. The 4 weeks I lived there changed the way I look at travelling. I learned about the local culture, made friends, and learned a lot about myself in the process.

In a lot of ways tourism is a much easier route than immersing yourself in a culture. Being totally alone in a country where you can't speak the language is pretty soul expanding.

I've only managed one (big) trip since then (with my now wife) through Central America. We stayed with a family in Nicaragua for a couple of weeks at the start to learn Spanish. We loved it. The hosts are always amazing (we ended up doing it a few times during the trip). Also, it's really cheap. I think we paid $100 / week for accommodation, food and school (for both of us).

So my main bit of advice would be, try to be a local, not a tourist. It's scary, but incredibly rewarding.

[0] https://www.youtube.com/watch?v=effh9W_xHSg

Curious - when you travel, how do you find families to live with? That sounds really fun.

- On week 3 of a (hopefully) ~9mos trip, in Chiang Mai.

Congrats! Chiang Mai seems more like an expat colony at this point, do you still think there's enough Thailand to see in Chiang Mai or do you suggest another destination if people were to go there for the first time now?
(depending on how your travels have been) an expat colony can be a really nice thing to find sometimes.
I've only been in CM for ~1 week and have spent most of the time working (or late night partying with Europeans / expat Americans). I spent 2 weeks in Bangkok before....

I think there is "authentic" Thai here and in Bangkok; there is still a strong majority of Thai's / SE Asians in CM and BKK. Certainly some areas of the city more-so than others. And you can find the places where they frequent...

CM is a pretty cool and affordable place. The weather is much nicer than unbearably hot Bangkok, you can get a nice quality single AC room with a queen size bed for ~$20/night in the center of town. Authentic meals cost $2-$3 (the Western-style / tourist meals are more like $5-$10). It has pretty good wifi - much better than BKK. And they have a familiarity with dealing with Westerners; though, it is ironic that Thais are particularly bad at English. I hear the worst at English in SE Asia, despite it being the biggest ex-pat and tourist country. People are pretty friendly up here too.

> Curious - when you travel, how do you find families to live with? That sounds really fun.

There is a whole industry around this. Take a look at http://www.homestay.com/, it's like Airbnb except you book a family, not just an apartment.

As heliodor mentions below, language schools will sort you out.

In Brazil I walked in and made gestures that I wanted to learn Portuguese (they refused to speak English, even though some of them could, a little). The conversation went on like that and eventually one of the staff took me on a bus to where I would stay with a family. I ended up with a relatively wealthy family, others at the same school were in totally different environments.

One thing I hadn't accounted for was the paranoia of that situation.

My host family were really nice, but early on we had a discussion about how much people earned in the UK (with the aide of a translation dictionary). The next night I heard them arguing, I could tell it was about money, I was fairly sure it was about me. I recorded a little snippet of it and when I played it for a friend later when I got back to the UK he said they were talking about footballer's salaries :)

At the time it made me really self-conscious. It's tough when you're all alone and you don't have anyone to talk to in your native tongue. Leaves you entirely alone with your thoughts.

Thanks for the great reply.

I want to end my trip by spending 3 months in Spain learning Spanish. I'm thinking of Valencia because I think it'll be fairly warm there even during winter months, it's somewhat central, I hear it's fun, and everyone speaks Spanish... Barcelona would be a really fun city to live in also but I think it'd be better to be surrounded 100% by the language I am learning instead of Catalan :-)

Before now, I've only heard of living with a foreign family as a thing younger students do. I'm approaching 30... would it be weird to do at this age or is it normal?

Cool!

Totally normal. My wife and I were 28 last time we did it. The language school would put you somewhere appropriate I would have thought. Last time we were with a lovely lady in her 60s.

I'm 30 and I'll be doing this in a couple weeks, set up through a language school to stay with an old couple in Santiago.
If you're escaping Catalan, you might want to know that many people in Valencia speak Valencian, a variant of Catalan. It's not as common as in Barcelona, though.
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also curious how you found families willing to host!
I believe in cases like his, where you take language lessons, the language school provides the opportunity to stay with a host family.
With clothes and computer, and pretty much at the drop of a dime, I started traveling abroad and have done so for the past several years, around S. America & Europe, staying in places for at least a few months each. When you find a few overseas places that feel like "home", you can go back and forth between them when needed. Luckily, I knew some people with startups in the US who needed part-time VAs and thus this is what I've done this whole time. I've literally spent between US$400-600/mo since deciding to live overseas. Since my work is part-time, and at times sporadic, I often don't make much more than what I spend.

So on one side, it's totally doable to live in tons of cool places on the cheap (it's become a game of sorts to live frugally). On the other hand, when you travel w/o extra funds, you cannot do an about-face when you need to (ie, you cannot retreat from a bad situation) so you then have to find ways to stick it out, which can easily mean enduring odd living quarters, strange neighborhoods, shady people, etc. I've had thousands of both amazing and not-so-amazing experiences I would not have had, had I stayed in the States doing the same ol', same ol'. My hope is that I continue to have thousands more such experiences and most importantly, to do it wisely now that time has taught me what not to do (and now that my job responsibilities are gradually increasing).

I've always wanted to travel the world but haven't done it yet. The way I see it, right now the market is doing amazing, unemployment is low. As an employee, you have leverage (negotiate for higher pay or choose another place that offers you more pay). My plan is to work hard and make/save as much money as I can in this economy. There will be a recession one day and rather than fighting with everybody else for a job with shitty pay, that will be the time I travel and enjoy the world.
All true, but you forgot to mention: you're older than you've ever been and now you're even older.[1]

Ditching it all to be a ski bum in aspen for a year or two is a lot different when your knees are 45.

You don't want to be that weird dude in the Phuket hostel that's 12 years older than everyone else.

(and so on)

[1] ... and now you're even older.

After 20 odd years as a programmer, I quit my job with the intention of spending 1 year teaching English in Japan. My main reason for doing it was that I wanted to learn Japanese and I felt that there weren't enough hours in the day to do it in Canada. I'm very risk averse, so I wanted to make sure that I had a job and a place to live. I was accepted into the JET Programme (I was 39 at the time -- the cut off age!). At the time, I had all the trappings of a successful developer: car, house, mountains of things in the house. I packed a backpack and let some friends live in my house rent free so that there was someone to look after it.

After 3 months in Japan, I knew I never wanted to go back to Canada. Eventually, I asked one of my friends to sell my house (that's one hell of a favour!) and got them to give away all my worldly possessions. I loved teaching English, although I was completely unqualified for it and it took me a few years before I was at all competent. My job was only 35 hours a week so I had lots of time to write code in my spare time and I did so almost every day. I learned Japanese fluently and even got married to a Japanese woman who didn't speak much English at the time. I stayed there for the entire 5 years that was available on my teaching contract.

After that, my wife wanted to go somewhere so that she could learn English. I was feeling quite a bit more confident at this point that the moving thing would work out... somehow, but I'm still very risk averse ;-) I managed to get an entry permit for myself and my wife through my English ancestry which allowed us to work in the country and we just went. We budgeted $30K for a year and in the case that I couldn't find a programming job I had a startup plan. I didn't have to worry as I found a job within a month.

Before we left, I warned my wife that it might turn out like it did when I went to Japan: that we would live in England for ever. We went with that view in mind and gave away/sold the things we had in Japan (except for a few things which we left at her mother's house). I, especially, was down to again owning nothing that I couldn't carry by myself. We stayed for 2 years (to the day!), but eventually decided to return to Japan to help look after my wife's mother who is getting older. I am now working remotely on contract for the same company that I was working for in London. We are very happy in Japan and don't plan to move again, but who knows.

For advice: You probably don't need to be as risk averse as me. Things will probably "just work out... somehow". I really, really liked staying in the 2 places for years on end. I have to say that I don't like travelling, per se, but I have really enjoyed living and becoming part of a community in another place in the world. Also, spending the time to learn Japanese and to learn a new trade has completely changed my life for the better. And I got married (which is actually a bit of a miracle to be honest).

In the 5 years that I was away from a programming job, things changed in the industry quite a bit. Also, getting a programming job in a new part of the world meant that I didn't have any contacts and the popular technology was quite different. Even though I programmed every day on my own, my technical level dropped by a fair bit. I had one especially bad job interview where I am sure I looked like a complete idiot because I couldn't do anything. But I ended up with a great job, probably precisely because I found someone who was willing to give me a chance to prove myself.

One of the responses here says to "plan to return". As you can see, I went the other way. I planned not to return. Either way can be good, but I agree whole heartedly that you need a plan because it can be an emotional roller coaster ride. If you plan to return, realize that your friends will have moved on in their lives, your job probably won't be there waiting for you, and you<...