The best time to visit Freeport is September-May. This is when the weather is the most pleasant with temperatures staying at an average of 75 degrees. If you're going in December-January, make sure to bring a sweater or jacket for the cool, nighttime weather. Trade winds blow through the island continuously so it's never sweltering hot although 85-90 degree weather is to be expected in the summer.

Also keep in my mind that Spring Break season  lasts from February 28 to April 10.