Thanks for your appreciative comment. I'm delighted you found this article useful.
To your question, in most cases, the answer is no. Most travel writers start out by developing stories based on trips they would have taken anyway. After all, a genuine passion for travel is a prerequisite for doing this kind of work.
However, if you really want to pursue travel writing as a career, keep at it. If you become well known or snag a staff job with a major publication, you should expect some part, if not all, of your expenses to be covered for a commissioned piece.
But while you're pitching as a freelancer, you'll need to cover your own costs. So, make sure you can, just in case you get a positive response to your pitch and a commission in its wake!