Excellent question, and the one I get asked most often. I’m going to break it down for you.
Flying? Your best days to fly are Tuesday, Wednesday and Saturday. Your best day to purchase airline tickets is Tuesday, when most airlines announce their sales.
Want to visit Europe? September and October are wonderful months to visit. The weather is typically still nice, the heat of the summer has passed, the crowds are fewer and prices are lower.
Disney is your next vacation? If you are not tied to the school calendar, you are in luck! October, November (excluding Thanksgiving week) and early December until about the 20th are great times to visit Disney. The temps are cooler, and the lines are shorter. You can also find better pricing during this time, which is always nice.
If you’re headed Down Under, it can pay off to go during the shoulder season, which is March through May, and during their winter and early spring, which is June through September.
Headed to the Caribbean? If you are looking to escape the winter by hopping to a Caribbean island, you are not alone. That is the very busiest time to visit the Caribbean. But, if you look at islands that are farther north in the Caribbean Sea, like the Bahamas, temps are not as hot as in the islands closer to the equator, so it’s less crowded. It’ll still be warmer than wherever it is you are leaving, and if you get a heated pool and 75 degree days full of sunshine, that’s not so bad. The summer and fall are great times to visit the Caribbean off peak. Many islands near the equator maintain the same temperature all throughout the year, so you may still be enchanted by the ocean breeze and warm water, and it could be for a significantly lower cost than if you visit in the winter. Just be sure to purchase travel insurance since it’s hurricane season!
Hawaii bound? April and May, and September and October are wonderful weather months in Hawaii. Kids are in school (excepting spring break – so beware of the weeks before and after Easter), which means lower prices on hotels and flights, and fewer crowds.
If it’s South America you want to see, remember that the rainy season is between January and March, so avoiding those months is a good idea. If you want to ski, July and August provide the best conditions. Yes, South America is large, so view this as a generalization and we’ll talk specifics when you are ready to plan your trip.
These are my most common requests. The world is a big place, so let’s talk specifics and get you on your way!