What to Wear in Key West: A Vacation Packing Guide

Published October 17, 2023

Choosing which clothes to pack could be difficult, regardless of the vacation spot. Packing for Key West outfits can be easy, as temperatures usually range between 65°F to 89°F throughout the year. Yet, if you want to look stylish and comfortable, there are some guidelines you’ll want to consider while packing.

In this article, we will show you a list of what to wear in Key West for each season.

Key West Outfits for Each Season

Cold Winter

Winters in Key West are comfortable. With average highs of 75°F and lows of 65°F, leave the black and gray and choose those lighter, more colorful clothes. Add more layering garments to prepare for the chilly ocean breeze and shifting humidity.

A maxi dress is a good option for ladies who want to stay cool while still looking stylish when going out at night. They’re also great for the beach and as a day-to-night cover-up. Bring a light jacket, sweatshirt, or cozy cardigan for evening dockside drinking. Also, leggings or lightweight active pants are a good choice.

Springtime

Key West’s springtime is the perfect beach weather, although the days can be extremely hot. Wearing shorts and a T-shirt or tank top all day is necessary if you want to be comfortable. Have clothes with breathable fabric, such as linen or cotton.

Also essential when visiting Key West are sandals. They’re ideal for beach days because they cool your feet throughout a long walk.

Pack a colorful bikini or a pair of boardshorts, sunblock, and sunglasses. Bring a cover-up to ensure your beach adventures remain safe.

You can dress up in trendy tops and button-downs for a night out in a club or bar. Bring a light jacket or cardigan when leaving late or strolling on shore.

Rainy Summer

Key West summers are hot and wet, with frequent rain and thunderstorms. While rain showers are often short, having an umbrella or raincoat is smart.

Bring a lightweight coat that allows you to put it into your bag. Be prepared for the Key West’s hot, sunny, rainy, and cloudy summer weather.

We recommend sticking to light and breathable clothes for your springtime packing list. Don’t forget the addition of rain protection.

Autumn

One advantage of Key West’s weather is that you can reuse your spring outfit in the autumn by only adding a few layers.

Autumn weather is unpredictable, with cold mornings, sunny afternoons, and chilly evenings. The locals dress in shorts. Unless, of course, there is a cold snap in the autumn months. To be safe, throw a pair of jeans, a sweater, and tennis shoes with your stacks of T-shirts and shorts.

What to Wear in Key West at Night?

Key West has a laid-back and relaxed vibe, allowing for comfortable yet stylish outfits. You can opt for casual skirts paired with cute or sexy tops, sundresses, or flowy maxi dresses. Choosing breathable fabrics like cotton or linen is best to combat the warm weather. Flat sandals or comfortable shoes are recommended for exploring the town. The key is to dress comfortably while still looking put together. So, leave the high heels behind and embrace the island’s casual fashion scene. 

Key West Outfit Ideas

Here are some Key West outfit ideas:

Maxi dress and sandals