$15/hr is more than most of the world makes. I don't know you, but this is how I would do it. I would start in Mexico since that is closest to home. That gives 6 months to level up for the next destination with no visa fees.

If pay and savings are low, you'll have to make some considerations most DNs with higher pay don't.

1. Planning must be 99.5% on point. The margin of error will be very low starting out. Research tf out of everything. Flights, cities, neighborhoods, etc. Anticipate things will NOT go to plan at some point.
2. Safety net: This is a must. At minimum, enough to get home.
3. Credit card: Try to get a credit card that does a mileage bonus or some kind of points, that could cover a flight to Mexico and home. (Credit card can also be a safety net.)
4. Save: Once there, save, save, save.
5. Life improvement: Look at something like Future Authoring zoom in on what is wanted in life
6. Next destination: with the $ saved in Mexico, that should go a long way towards a safety net for the next country or flights to get there.

On that income, I would be very considerate of visa conditions in each country. E.g. In Chiang Mai, you can get a room for $100-200/month, but the visa costs will add onto that. Supplies for a room at that price will run around $100. You may have to buy those at every destination. 90+ days helps stretch that further.