I know school just started for some and Spring Break seems very far away, but it will be here before you know it. I know planning Spring Break can seem overwhelming at times and just trying to think of ideas is difficult too. If you feel this way, then this post is for you. I find September and October are the best months to start planning Spring Break. You will have more availability for your options, better pricing and also the satisfaction of checking that off your daunting to do list before the holidays are upon us. The best part is I can help you with all of it and it will cost you the exact same if you did all the hard work yourself.