What to Wear in the Florida Keys: A Complete Packing Guide For The Ultimate Trip
The beautiful archipelago of islands just off the southern tip of Florida is an island getaway some people only dream about. Warm weather year-round makes these a hot (literally) destination any time of year and may leave you wondering what to pack for the Florida Keys.
The little chain of islands on the south end of Florida is full of crystal blue waters, thanks to the Gulf of Mexico, outdoor activities, and lots of booze.
What To Pack For The Florida Keys
If you fly into Miami, the furthest key away, Key West is a 3-3.5 hour drive. Not wanting to drive? Instead, you can hop on the booze cruise formally known as the Key West Express for a short boat ride to the relaxation station American Isles. Once there, it’s all Margaritaville, sunshine, and bikinis.
In the Florida Keys, there is an “anything goes” mentality. I’m a native Conch, meaning I was born in Key West, so we could say I’m a bit of an expert on the subject. I am also a 7th generation Floridian (that’s a feat within itself) – so believe me when I say anything goes. In Key West, my parents have a friend who was pulled over on his scooter after running 27 stop signs. TWENTY-SEVEN. The cop just laughed and didn’t even issue him a ticket. And while the rules in Key West might be a little more strict than they were in the 90’s…the adage remains the same. Anything. Goes.
But don’t be fooled — the keys have so much more to offer than the entertainment and debauchery on Duval Street (though this is definitely worth a visit, especially during Fantasy Fest). From fishing, snorkeling reefs, free diving, and scuba diving Touchdown Jesus (read about him…he’s pretty cool) to kayaking the mangroves and hunting down lobster, there is something for everyone in the Florida Keys.
But what to wear in the Florida Keys!?!? Fret not, I am here with your fashion guide for the Florida Keys- from a local.
Less is More in the Florida Keys
In a place that boasts a naked bar (yep…naked people- usually old- partying it up)- the Keys are a place where less is more. Break out all your crop tops and booty shorts because now is the time to wear them. Not only in the summer will it be 98 degrees F outside, but there will also be at least 80% humidity. Those hideous Hawaiian shirts your boyfriend has been hoarding in his closet since that Frat Party in ’09? You know… the ones he keeps swearing will come back in style one day? Break ’em out, sister – one for you to tie up in a cute crop top style and one for him to wear – buttons undone. Grab the tequila, and you are in Margaritaville, baby!
Are you looking for help planning your dream getaway? If you’re feeling overwhelmed by all the options on the internet or just don’t have the time to get into planning your dream trip – I really encourage you to check out my travel planning services! You can download my “How We Work” guide here – or submit your inquiry here!
Clothing Items That Are Excellent For The Florida Keys
Sundresses
I use H&M, Romwe, Shein, or Revolve to purchase cheap, adorable sundresses. When you’re boozing and boating you don’t want to be worried about ruining designer wear, so both of these brands are perfect! Saved by the Dress is another great online boutique!
2 Piece Sets
2 piece sets are a perfect addition to your packing list for the keys. They look great out at dinner and remain comfortable on hot days.
Linen Shorts
A couple of pairs of cute linen shorts will go a long way in the keys! Be sure to pack a few for your Florida Keys vacation so you can go to the pool, the supermarket, or just lounge around!
Fun Crop Tops
Cute crop tops with a pair of denim or linen shorts make a perfect summer outfit for the Florida Keys!
Maxi Dress
Maxi dresses are the perfect way to look and stay cool on a trip to the Florida Keys!
What Shoes to Pack for the Florida Keys?
If you are kayaking, snorkeling, or doing any water activity that involves getting in and out of the water, you’re going to want water shoes. Not only will they make your life easier when snorkeling and kayaking than wearing flip-flops, but they will also protect your feet from things like sea urchins. I always opt for a great pair of Teva sandals to wear when I am participating in water activities!
Dinner and Walking Sandals
Of course my favorite and ALL-TIME BEST SANDAL EVER – Birdies!! These are literally my favorite shoes, and I wear them everywhere! You will never go wrong with a pair of birdies. Fashionable, seven layers of memory foam comfort, and all the arch support you could ask for. SERIOUSLY – how cute are these pink and orange sandals for a day roaming around Key West?!
Kino’s Sandals are always a good choice for exploring the Florida Keys. They are cute and comfortable and come in so many colors and styles! Plus, they are local to Key West, so you can always stop by and grab a new pair!
Bikinis Bikinis Bikinis – All You Really Need to Pack for the Florida Keys
WHISKINI BIKINIS
If you live somewhere you will get a lot of use out of your bikini, or you travel a ton and want a great reversible bikini to mix and match and last you forever, head over to Whiskini Bikinis… a local Florida company based out of the town I grew up in, Saint Augustine. Sarah Harmon, the owner, sends her bikinis all over the world to professional surfers, swimmers, and influencers, and they are of the highest quality. They are all customizable, reversible, and sized EXACTLY to you, so you KNOW they are going to fit.
Sometimes, during the busy season, orders can take a while to turn around, so make sure to get your order in early!! At a totally reasonable price, these kinis will last you forever, and it’s like a two-in-one with every piece you buy!
Plus, when you head over to the website, you may just see me on the front page! Guys, I don’t even get affiliate marketing from Whiskini, I just really stan the product. That is love y’all.
USE CODE BOHOTRAVEL to get 10% off your order!
Cupshe & LuLus
Two other brands I really love that aren’t going to cost nearly as much as Whiskini are Cupshe & LuLus. Both make really trendy and cute bathing suits. Be sure to check them out before you head to the keys!
BLOCK THE RAYS IN THE FLORIDA KEYS
Catching Rays is all the rave down in the keys. I mean, duh—you’re on an island…but what products to use? I am here to tell you exactly what I use to save my acne-prone skin and get glowing golden tones. (Please, if you are white as paper, use the highest SPF possible. Always protect your skin first and foremost, then add what I have going on here for a little extra glow.)
Maui Secret Browning Oil
Get that sexy oiled-up sheen and soak up the rays with this amazing tanning oil! It smells good and looks good! Be warned: You WILL become your own oil slick.
Neutrogena Sport Face Sunblock Lotion
As someone who has always been highly prone to acne, this is the only sunblock I will put on my face. It never lets my face burn, I don’t break out, and I rarely have to reapply. I put it on before I do my makeup when I go to work, and it lasts me all day. Worth the investment. At $13.49, is it really an investment? Yes. Save. Your. Face.
My Favorite Florida Keys Outfits
If this whole list has you a bit overwhelmed, you are not alone. It’s hard to think of outfits for a trip to the Florida Keys. Luckily, I’ve put together some of my favorite outfit combinations to save you some time when it comes to packing.
White Pants & Orange Top
Simple Shorts and Tee
Wrap Skirts, Tops, and Dress
UNFORTUNATELY, AS RABBIE BURNS ONCE WROTE, EVEN THE BEST-LAID PLANS OF MICE AND MEN OFTEN GO AWRY. THAT IS WHY WE STRONGLY RECOMMEND TAKING OUT TRAVEL INSURANCE TO COVER ALL EVENTUALITIES. OUR PARTNER, TRAVEL INSURED, IS OUR PREFERRED VENDOR FOR OUR CLIENT AND PERSONAL TRAVELS.
