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Ask HN: You're planning a vacation to somewhere, what's your process?

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Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#12
Get a train pass and try to move efficiently but staying in places for 2-5 days. Use these 'home base' opportunities as a chance to talk to locals or check sites like Atlas Obscura or WikiVoyage and make day trips or plan your next location. Googling "site:reddit.com $location interesting places" can be helpful too.

I usually travel for several months and hate backpacking so this approach reduces the number of times I have to lug a suitcase around.

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#14
I take the opposite approach to what you are doing...

I figure out something that I want to see/eat/experience, and then travel to the required destination.

If I am choosing a destination first, I am probably traveling there for the destination itself, and I don't really plan ahead or care about what is there...I just go and figure it out.

You mentioned flexibility...I think this is key. For me, itineraries or the "need" to have a schedule or do something causes stress, which is what I am trying to get away from when going on vacation.

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#15
post #4

LOTS of people on YouTube publishing content about common vacation destinations. If you're going somewhere off the beaten path there still might be content out there of relevance but YouTube is my first stop for research these days.

How can you be sure YouTube isn't telling you where to go?

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#16
1) Pick a country I haven't been to and is interesting to me

2) Go to wikivoyage, pick a few highlights that I HAVE to see

3) Book a few youth hostels

4) Go there and walk about the cities while hitting most of what I noted in step 2.

it's a very chill process.

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#17
It depends on what you want from it, but it sounds like you want an adventure.

If I were you in this case, I'd only plan to take cc + cash + passport and some clothes. Don't overthink it.

Try to go to a hostel and stay there with other people. Just follow whatever happens (without doing too much dodgy stuff). Hostel people know how to have fun and find weird things to do. Also, be prepared not to sleep and "relax" though, so maybe only do that for half of the vacation.

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#18
If you do consulting, you can find conferences relevant to your field and tack on some time on either side of the conference.

This is 100% legal. It also reduces the costs of the trip massively.

So I’d look for interesting conferences and build my plan off of that.

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#19

If you do consulting, you can find conferences relevant to your field and tack on some time on either side of the conference. This is 100% legal. It also reduces the costs of the trip massively. So I’d look for interesting conferences and build my plan off of that.

Good idea.

Ask your tax preparer about pitfalls if you want to deduct the business part of the trip. Very easy to make good or bad choices that will change the calculus.

Re: Ask HN: You're planning a vacation to somewhere, what's your process?

#20
Every year myself and a group of friends go on a long weekend trip to a new place following the letters of the alphabet. There are certain rules (must be a city or town not a country and long haul is ruled out due to cost). But every year we get to go to places that we would have never considered if we didn't have the rigidity of the selection criteria. Quite a lot of fun!
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