In the planning stage, the best thing you can do for yourself is have a good understanding of your expected expenses and map them out in advance. Transportation, food, lodging, and activities are all major budget items that should be accounted for. We like to use Mint to budget our finances. They have an extremely handy vacation-planning feature that helps you make sure you save the right amount of money for your trip. And remember, a good vacation will have always been a little over budget—so save some extra cash just in case.