Once you pick a destination, start researching where you want to go, he said. The more knowledge you have, the more confident you'll be!Work your way up to bigger, longer trips by starting small, and visiting places that aren't a long haul flight away. Stay overnight and explore it in a way a traveler does, Kepnes said.Once you've mastered local areas, aim for somewhere a little further away. Small trips can be a good gateway to bigger ones, he said.There are blogs for virtually every kind of traveler, and they are great inspiration. Kepnes highlights a few special interest groups on Nomadic Matt, including women, families, and LGBT individuals.A big problem people seem to have is that they don't know other people traveling the world, especially if they themselves haven't traveled yet, Kepnes said. By meeting other people who have done it, it gives newbies the confidence to take that first trip.