Earlier this week during their 32 thoughts podcast, Jeff Marek and Elliotte Friedman was asked about possibility of NHL having a Winter Classic game between the Tampa Bay Lightning and the Florida Panthers in Florida. According to Friedman, the NHL investigated this possibility and the biggest problem remains the weather as the league is worried that it wouldn’t allow them to have an outdoor game due to the conditions. For example, the average high temperature in Tampa during January is 70°F, while the average low temperature is 51°F.
Friedman & Marek on 32TP asked about a potential Winter Classic in FLA (TB vs FLA):
I know the league has investigated it and the biggest problem that I've heard is that they're worried they couldn't do it just cause of the weather, the humidity.