10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (2024)

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (1)

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.

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (2)

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!

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (5)

“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!

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (8)

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.

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (11)

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.

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (17)

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.

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (20)

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

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (31)

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

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (32)

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.

10 Outfits To Wear On Your Florida Vacation This Fall Florida Outfit Guide Fall 2023 (33)

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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 Florida Outfit Guide Fall 2023 (2024)

FAQs

What do people wear in Florida in the fall? ›

Keep your base layers very light. If you are committed to a jacket, wear a sleeveless, lightweight shell under. Jackets, coats, and sweaters should be lightweight materials. Merino cotton, denim, and khaki are great fall fabrics and I love a lightweight trench coat too.

How should I dress for Florida? ›

What To Pack For Florida: 7 Breezy Vacation Outfits
  1. 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. ...
  2. Fabulous Maxis. ...
  3. Shorts. ...
  4. Beach Pants. ...
  5. Cute Sundresses. ...
  6. Sexy Swimsuit.
Feb 1, 2024

What is the clothing style in Florida? ›

Travelers tend to think of Florida as sporty and informal. While bathing suits, shorts and T-shirts, and fishing or golf gear are commonplace enough during the day, sophisticated restaurants, bars, and clubs can necessitate dresses and button downs, and even the occasional sports jacket.

What do I 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.
Apr 25, 2024

What clothes to 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 clothes to bring to Florida in 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

How to pack for 7 days in Florida? ›

A seven-day beach vacation packing list should include the following clothes items as a basic rule of thumb:
  1. 5 shirts.
  2. 3 skirts or shorts.
  3. 2 dressy outfit options (mix and match)
  4. 1 sweater.
  5. 1 jacket.
  6. 1 pair of sneakers.
  7. 1 hat.
  8. 1 pair of dress shoes.

What to wear 70 in Florida? ›

15 Outfits to Wear on Those Slightly Warm 70-Degree Days
  • Crochet Dress + Loafers.
  • Pullover Sweater + Mini Skirt.
  • White T-Shirt + Denim Maxi Skirt.
  • Button-Down Shirt + Shorts.
  • Corset Tank Top + Trousers.
  • Polo + Pleated Skirt.
  • Cropped Jersey + Trousers.
  • Vest + Trousers.
Dec 5, 2023

Can you wear ankle boots in Florida? ›

Ankle boots

Ankle boots are much more breathable. Ankle boots are ideal for Florida women because they go with dresses and skirts or denim.

How to dress like a Florida girl? ›

Biker shorts and a crop top. 90% of the time, it's too hot for sleeves in Florida, so why bother? Florida girls know the art of investing in a solid bar of strong deodorant, then rocking nice, light, airy, sleeveless tops and dresses. Collar bones and tanned shoulders are a necessary part of your look!

Can you wear sweaters in Florida? ›

Does Florida have sweater weather? Yes, Florida definitely has days you can wear a sweater. And, the farther north you travel in Florida, the more often you'll get to wear your favorite sweater.

Is it OK to wear white in Florida? ›

In Florida the clothing cops are more lenient. They may frown on white accessories teamed with dark business or evening wear. But they give the nod to white when it is confined to casual, resort-type settings – and provided the weather is reasonably warm. The real problem with white is the way it shows dirt.

Can you wear white jeans in Florida in October? ›

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

Is September or October better for Florida? ›

The best time to visit Florida is usually in the Spring and Autumn, with January through April and September being great months to go to the Sunshine State. These months are usually cooler and less crowded.

Should I wear jeans in Florida? ›

No problem! Jeans offer a layer of protection against those pesky bloodsuckers. Just make sure they're not the skinny kind – hungry skeeters can find a way.

Do people wear white in Florida in the fall? ›

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

What do Floridians wear in November? ›

We all year residents of Florida do look forward to fall colors and lighter weight fall and winter clothing and do wear it. Light weight sweater sets, light knit slacks, lightest weight cords, light weight jackets. Light weight velvet for dress in the November, December, January evenings is acceptable.

Does it get cold in fall in Florida? ›

Examining the tables and maps below, the long-term mean date of the first shot of cooler drier air appears to be during mid-October. This is when temperatures generally fall into the mid 50's across inland portions of the Nature Coast and below 60 degrees elsewhere across West Central and Southwest Florida.

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