Rome, Italy, is often on my “deals list,” since you can usually find flights from Phoenix in the $600 to $700 range. Mid-week flights (Wednesday to Wednesday, for example) are under $700 into April. Remember, that’s where “basic economy” seats start, so you’ll have to pay extra for luggage. Still, it’s a pretty good deal for a flight halfway around the world to such a beautiful destination!

Winter in Italy often brings the best prices for both airfare and lodging. Aside from the two weeks around Christmas, you can find deep discounts at some of Rome’s beautiful hotels from November through March. The weather in Rome remains pretty mile through the winter. Similar to Phoenix, the daily highs average in the 50s and 60s in December, January, and February.