Naples, FL

Unsurprisingly, Florida has made this particular list twice. This time, let’s talk about Naples, a known hotspot for vacationers that would do anything to escape the cold winter months.

The thing is that this particular city isn’t at the top of everyone’s list especially as it’s seen as a mecca for fashionistas- if this isn’t really your scene we understand why you’d want to avoid it. However, remember that Naples also has 90 golf courses to choose from and while you may not be into high-end shopping you should still give it a try as there are many, many pleasant things hiding under the surface.

Evening on Fifth, which takes place every second Thursday of every month is a must-see, an event that features gallery open houses, live music and so much more. Just make sure you book your vacation just right to explore 5th Avenue South in the downtown area in all its glory.

Temperatures here range between 70F and 80F, meaning you can pack light and still look fabulous without several layers of clothes on!