Not a fan of the cold? Prefer to chase summer year-round like me? Consider Key West as a winter vacation destination in 2020 than!

Key West is much more than just an endless Happy Hour where it’s always “5 o’clock somewhere”! There’s a ton of rich history, beautiful nature, and even a couple of National Parks! This Key West Winter Vacation Guide will give you a full list of best things to see and do, as well as how to plan your logistics!

Covid Disclaimer: If you choose to travel, please do so responsibly and safely. The Florida Keys currently has a mandatory mask rule in place, and encourages social distancing and frequent hand washing.

Disclaimer: This post is in collaboration with Hotels.com, however all writing and opinions are my own!

How to Get to Key West

The Florida Keys have over 800 keys stretching over 180 miles! Key West is the most populated key, and also furthest south key, which means it takes quite a while to reach it.

Not to worry though, it’s a beautiful drive across over 40 bridges! You’ll definitely want to leave as early as possible in the morning to avoid traffic, and plan a couple rest stops!

Getting there is easy because it’s a straight shot from South Florida’s mainland. If you’re already in Florida, just keep driving south on I-95 or the Turnpike, and it will eventually turn into the road to Key West.

If you’re flying in from a farther location, you can actually fly straight into Key West International Airport! Or if it’s cheaper, you can fly into Miami International, rent a car, and drive about 4-5 hours to get there.

Where to Stay

Most of the hotels are located in the Historic District. As you can probably guess, that’s where pretty much everything is going on, so it’s the perfect place to stay! Hotels book up very quickly though, so try to grab something as soon as you can!