A trip to the Maldives is cheap in June. That's because it's right in the middle of monsoon season, when (if you're very unlucky) your entire holiday could be a complete washout. Not everywhere is best visited during the traditional holiday months. Many places can be shockingly hot and humid between May and September. The Caribbean is best at Christmas, not in August. Research the weather in your destination carefully, but also remember that for most of us, 25 degrees is plenty. The sweltering 40-degree heat of Thailand in May might sound good right now, but you wait until you try and walk more than a couple of hundred feet in that humid heat!