Don't be a Lonely Planet Entrepreneur- startup mythology's death of capitalism
spreadsong.com
spreadsong.com
When you're traveling, the experiences accessible from the Lonely Planet strategy have the potential to go much deeper than what you can learn from the guy in the next bunk. That doesn't mean that you want to bury your nose in the guidebook, but it's probably not a bad idea to use it once in a while, either.
I'm as pessimistic about the Magical Internet Business Model (tm) as the next guy, but I still recognize that there are businesses that cannot be founded via bootstrap methods. Thanks to the magic of the cloud, you can now very quickly and cheaply build social-media-whatzits, sheep-throwing widgets, and 99-cent digital hoo-hahs for the iPhone. But you are not likely to build the next Amazon or Amgen or PayPal in your bedroom, using Heroku. Your method of travel strongly influences the places you can go.
I think the cool part of your comment is the implicit point of timeframe- if you have less time, your best bet is to make sure you have a great experience by going the big bang route- making sure you hit the top of Mount Fuji and making sure you hit the major parts of the country. If you have more time, or are sure you'll return, you can just kind of fall forward through the travel experience and see what happens.
Relating it back to business, if you look at Starbucks or Walmart, they expanded aggressively, but there was a 20 year time-frame there for building out the business. They had time, they used it to the full for sure, but they also were able to execute on their long-term plan. I think the whole raise funding -> one year runway -> sink or swim flow is just an odd way to build a long-term business.
We started off approaching things from that perspective, it didn't work, and we fell into our current approach- my viewpoint is completely dictated by my very limited experience. Our long-term plans are massive in scale, but our short-term plans are two week ship periods to grow revenue and give us a more solid base to operate off of.
It's an excellent metaphor.