10 Outfits To Wear On Your Florida Vacation This Fall (2024)

I was in dire need of some sunshine so I packed my bags and flew to Florida for the week. I split my time between Key West (new to me) and Saint Petersburg (my old stomping grounds) and it was a blast. There’s nothing I love more than being by the water, especially during fall.

Not sure what to pack for a fall trip to Florida? Neither was I so I brought a little bit of everything. Despite temperatures dipping everywhere else, Florida greeted me with endless sunny days and eighty-degree temperatures. If I hadn’t looked at the calendar I would’ve thought it was the middle of June, haha. Today I’m rounding up all ten outfits + bikinis I wore throughout my stay complete with links to shop.

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MELLOW YELLOW

dress || sandals || purse

photo location✈ Marriott Key West Beachside

You know those cute boutiques you keep getting Instagram ads for? Well, this is your sign to fall for them and just place the order. I had been seeing Fortunate One all over my Instagram feed and finally placed an order for five of their dresses and was just blown away by the quality and fit of them all! This pale yellow maxi was definitely my favorite piece of the order.

Everything from the plunging neckline to the puff sleeves to the lace-up back weresoflattering. With a pair of raffia sandals and a cute little clutch to match, this was the perfect look for dinner by the water. If you’re shopping for vacation clothes, I highly suggest checking out this site. I was super impressed!

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“FALL” IN FLORIDA

top || bottoms

photo location✈ Marriott Key West Beachside

I knew it would be warm but I wasn’t *entirely* sure it would be warm enough to lay out on the beach. To my surprise, the UV was 10 every single day with temperatures in the eighties. The water was as warm as a hot tub too! Needless to say, I spenta lotof time in a bikini.

I’m making Florida feel like “fall” with a chocolate brown bikini. This is a new style from one of my favorite sustainable swimwear brands, Svn Swim. The quality of these suits is unreal with a buttery soft fabric, and tiny silhouettes that hug every curve. This collection is launching to the public in just a few weeks. Stay tuned!

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END OF SUMMER BLUES

dress || sandals || purse

photo location✈ Pass A Grille Beach Sign

I discovered the brand Araminta James earlier this year and have been hooked on the sustainable, small business ever since. They have timeless pieces in the cutest colorways, perfect for your next warm-weather vacation. I have this dress in the short version and was thrilled to see they released it in a midi style for the fall. This cornflower blue is the prettiest hue for a beach trip!

This has a smocked bodice, adjustable straps, and deep pockets which is my favorite touch. Although this piece is a bit of an investment, it was made to last for years to come. I paired it with my favorite raffia “heels” and lemon purse. This is the perfecct outfit if you’re taking updated family portraits on the beach.

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LITTLE BLACK BIKINI

top || bottoms

photo location✈ The Don Cesar Beach Access

Who doesn’t love a little black bikini?! I bring one with me oneverytrip for a little confidence boost. This is another sustainable style from a small business called Kamari Swim. The fabric they use feels like butter with a seamless fit that’sso flattering. I am typically a true XS in bikini tops however, this one definitely runs tiny. I suggest going up if you’re thinking about purchasing. I’m wearing my true XS in the bottoms and they fit me like a glove, with a cut that made my tush look extra perky. Love!

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DRINKS BY THE DOCKS

dress || purse|| sandals

photo location✈ Tiki Docks Saint Pete

Who doesn’t love slipping into a sundress after a long beach day?! My idea of making my wardrobe fall-ready is by wearing maxi dresses rather than minis, haha. As you can tell, I packed several for this trip but this one from by ALALA was one of my favorites. I scored this from a small business in Charleston, South Carolina in the spring and finally had a reason to wear it!

This style is an easy breezy cotton that’s perfect for a September trip to Florida. With a pair of sandals and a clutch, it was perfect for sunset drinks by the water.

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WHEN LIFE GIVES YOU LEMONS

set || bikini || flip flops || bag

photo location✈ Downtown Key West

One thing you definitely can’t go to Florida without is a linen set. I wore this lightweight button-up and shorts duo from Araminta James almost every single day. I threw it over a bikini for a coffee run and boat day then wore it buttoned the next for a casual dinner. It even worked as a comfy travel day outfit. They have this set in a gazillion colors and Ineed to grab it in another color. I seriously can’t remember the last time I wore something this much.

Our cute matching lemon suits are from SheIn! Under $10 with my code Q4mckenz15.

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DINNER AND DRINKS

dress || sandals || purse

photo location✈ Marriott Key West Beachside

This gorgeous green dress was another Fortunate One find. It has two long straps that can be tied several different ways—my personal favorite is straight back for a plunging neckline with a ciss cross along the back. Super sexy for dinner and drinks but of course, you can play around with it and find which way you feel most confident in. Love a versatile piece— you can use code MCKENZIE0 for 10% off.

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VACAY WHITES

dress || sandals || clutch (handmade in Cabo)

photo location✈ Marriott Key West Beachside

I’m a firm believer that youhaveto pack a white dress for every beach vacation. Whether you’re taking family photos or just want a cute Instagram selfie, there’s no better piece to compliment your fresh new tan. This beautiful dress is from Revolve’s Tularosa line. It’s definitely a splurge but one of those pieces you can wear for so many different occasions. I also have the SheIn dupe that I will leave linked in case you’re looking for a budget-friendly option.

Dress this up or down. My clutch was handmade in Cabo so unfortunately I cannot link it but isn’t it adorable?! One of my favorite finds.

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$10 MAKE YOU WANNA HOLLA

bikini

photo location✈ The Don Cesar Beach Access

Unfortunately, sustainable suits equal a higher price point. I’ve been trying hard to wear and share a mix since I know everyone has different needs. If you’re wanting a good under $10 bikini, this is one of my favorites. It comes in several different colors but this purple was just calling my name. You just can’t go wrong with a little string bikini—super flattering and gives you a good, basic tanline.


FUN IN THE SUN

bikini

photo location✈ The Don Cesar Beach Access

If you’re planning on spending most of your day in the water, I highly suggest this bikini. It’s one of those tops that haveno self-ties, clasps, etc. so there’s zero chance of this getting knocked off by a wave. The bottoms are also solid with a cheeky cut that makes your tush look extra perky. I have this suit in seven colors now… it’s one of the best in my opinion!

Don’t forget you can stack my code Q4mckenz15 to get 15% off your entire purchase.

GOING OUT CLOTHES

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If you’re headed to the Florida Keys, chances are you’re going to be spending every evening bar hopping. While there are some cities I would wear my favorite dress out in, this was certainly not one of them. The bars are true dives with sticky floors and bras hanging from the ceilings, lol. You’ll want to pack a few tiny tops, denim shorts, and sandals to wear for your nights out. Unfortunately, I don’t have pictures of the outfits I wore out each night (we were busy taking shots, haha) but I’m linking everything I brought and styled for you to shop. It’s super casual!

WORKOUT WEAR

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No Florida trip is complete without a longmorning walk along the beach.I packed several workout sets from Free People, Lululemon, and Aerie. Again, I didn’t take pictures of these, but I’m leaving them linked for you to shop. I ended up bringing my Adidas sneakers on this trip rather than my Hokas and immediately regretted it. I’m not sure I can go for my Adidas after months of wearing truly supportive sneakers.

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Chances are you’re reading this post because you’re headed on a warm-weather trip sometime soon… in which case I hope you have an amazing time. Nothing will recharge your batteries like a little Florida sunshine and saltwater. I had an amazing time in the Keys and Saint Pete and hope to be back soon. In the meantime, I’m prepping for my big trip to Europe… just ten days till my month-long adventure begins. Stay tuned.

With love, McKenz

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10 Outfits To Wear On Your Florida Vacation This Fall (2024)

FAQs

What do you wear in Florida in the fall? ›

The main difference lies in layering. In November, the weather is even more cold and dry in comparison to October, so layering will help keep the heat in. Add an extra pair of socks with your boots. Make sure to always have a thick long-sleeved shirt under your cardigan or sweater.

What to wear in Florida in September? ›

Fall
  • Comfortable clothes that you can layer: Since the weather remains warm, you should still pack T-shirts and shorts so you're not too hot, but it would also be wise to pack at least one pair of leggings, jeans or pants. ...
  • Ponchos: If you're going in September, ponchos are a must-have.
6 days ago

What kind of clothes do they wear in Florida? ›

What To Pack For Florida: 7 Breezy Vacation Outfits
  • White/Light Jeans. One of the thrills of jetting off to Florida when it's cold and snowy back home is slipping into a summery pair of white or light-colored jeans once you arrive. ...
  • Fabulous Maxis. ...
  • Shorts. ...
  • Beach Pants. ...
  • Cute Sundresses. ...
  • Sexy Swimsuit.
Feb 1, 2024

What are things you wear in fall? ›

Along the same lines, you will want to dress in layers, so you don't overheat or get too cold. Wear a short-sleeved T-shirt, a long-sleeved T-shirt, or a sweatshirt, and then add a jacket. A lightweight fleece jacket or vest is great for a warmer fall day, but if it's on the colder side, opt for a down coat.

What should I wear in Florida in early October? ›

The Bear's Den Resort Orlando Blog What to Pack for a Florida Fall Vacation
  • Sunscreen. Though it is Fall, the sun still shines brightly. ...
  • Bathing Suit. Fall is still perfect pool weather in Florida. ...
  • Shorts & Jeans. ...
  • Lightweight Tops. ...
  • A Sweater. ...
  • At Least Two Pairs of Comfortable Walking Shoes. ...
  • Rain Gear. ...
  • Reusable Water Bottle.
Oct 1, 2022

What to wear 70 in Florida? ›

A tank top and pants combo is a foolproof option for just about any day, but especially when the weather is mildly warm. This beige corseted top looks elegant (but still casual) when paired with black trousers and sneakers. Carry a light sweater or cardigan for extra warmth if you plan to be out for the entire day.

Do people wear white in Florida in the fall? ›

Because winter, summer, spring, or fall, white jeans are always a fashion “YES” in Florida!

Is it OK to wear white in Florida? ›

White's OK in winter (sometimes). In big Northern cities, the fashion police are likely to issue a citation to anyone wearing white shoes (or jacket, jeans, belt or handbag) after Labor Day and before Memorial Day. In Florida the clothing cops are more lenient.

Can you still wear white in Florida? ›

It's perfectly fine to wear white after Labor Day whether you are on the West Coast in California or southeast in Florida or in the northern part of our nation in New York. The shades of white such as bright, bright white or winter white or an eggshell white all (have to do with the) ensemble.”

What to wear in Florida heat? ›

Wear Clothing that Hangs Slightly off Your Body

Woven fabrics or those with some texture, and a looser fit, usually do a good job. Clothing that does cling to your body will soak up sweat and then stay close to your skin, which will amplify the discomfort.

What is the best outfit to wear in the fall? ›

No fall wardrobe is complete without at least one sweater dress. Some seasonal activities, like harvest festivals and bonfires, call for something casual yet elevated. A sweater dress is the perfect one-and-done ensemble you can style up or down accordingly, and serves as a cozy defense against the brisk weather.

What do kids wear in fall? ›

Invest in lightweight sweaters, cardigans, and hoodies that can be easily layered over t-shirts or under jackets. Layering not only keeps your child warm but also allows for easy adjustments throughout the day. Jeans and Leggings: A good pair of jeans and comfortable leggings are fall staples.

Do people wear white pants in Florida in October? ›

It's perfectly fine to wear white after Labor Day whether you are on the West Coast in California or southeast in Florida or in the northern part of our nation in New York. The shades of white such as bright, bright white or winter white or an eggshell white all (have to do with the) ensemble.”

How do Floridians decorate for fall? ›

Decorate tables, windowsills, shelves and outdoor spaces with fall candle arrangements covered in cranberries, pine cones, pumpkins, apples, corn, leaves and various fruits and berries.

How to dress for Florida in November? ›

It will be shorts/ 3/4 pants. T shirt weather, with a cardi or jacket for cool evenings.. The weather in November is generally warm during the day (70s and 80s) with cooler nights (60s and 70s) but you might experience a cold snap so I would pack one pair of trousers and a jumper/sweatshirt just in case.

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