Here's another tip that extends to all travelers, but especially to retirees: Make sure you do some thorough research of the climate and weather patterns of your final destination. Aside from checking into overall climate for the time of year you'll be traveling, also look at seasonal weather patterns and worst-case meteorological scenarios that could develop. In fact, you should probably plan your trip around these scenarios. For instance, traveling to an exotic island can be a lot of fun, but not so much during hurricane season. Look at average monthly high and low temperatures, and then check the status right before your departure to make sure that there are no weather-related anomalies going on.