What To Pack For Florida: 5 Breezy Ideas - - Fabulous After 40

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Home » What To Pack For Florida: 7 Breezy Vacation Outfits

Are you a snowbird? Do you spend your winters in Florida or visit for a few weeks each year?

Like many northerners, Florida is my home away from home. I’ve been going there twice a year for 30 years to escape the cold and soak up the sun. The weather is glorious, the food and shopping are of the highest quality, and the beaches are breezy and relaxing. No wonder it’s one of America’s most popular vacation spots.

Recently, some of you have emailed me because you’re planning a trip to Miami, Tampa, or Orlando, and you’re wondering what to wear. Here’s a look at some stylish ideas for what to pack for your trip to Florida.

Style Snapshot

Pack light and breezy staples like white or light jeans, beachy pants, and comfortable shorts in neutrals or pastels, perfect for Florida’s warm, sunny weather.
Don’t forget the fun pieces! Think flowy maxi dresses, colorful sundresses, and a flattering swimsuit that makes you feel confident and vacation-ready.
Accessorize smartly with cute straw bags, comfy sandals, and statement earrings to pull your looks together with ease.

wide leg pants - coral tops

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. White jeans are a staple in my “down south” wardrobe. I usually pack at least a couple of pairs in different lengths and styles. This year, leg jeans are all the rage!

I like this button-front sailor style that hits just above the ankle. I’ve paired it with your choice of two flamingo pink tops. The first is a roll-tab sleeve blouse, and the second is a cropped blouse with those buttons. How do you like this tropical crochet woven bag? What a great “wow” accessory! Add knotted sandals and boho earrings, and you are ready to start your vacation!

Florida - Maxi Dresses

2. Fabulous Maxis

A sun vacation is a great time to go all out and wear something you might typically not wear at home. A long summer maxi dress is perfect for resort life. A gorgeous maxi that is soft and flowy in a colorful print is just what you need when you want to look a little glamorous and feel relaxed. Pair it with these sleek sandals, this darling wicker bag, cute earrings, and big tortoiseshell sunglasses.

Florida - Bermuda Shorts

3. Shorts

Not everyone is into shorts, but it doesn’t hurt to bring a pair. I like neutrals and some pretty pastels. Albots has a great collection of shorts.

These light taupe shorts are a bestseller since they’re long ( 9″ inseam) and have a relaxed but not baggy look. A classic blue polo with an ocean print looks classy with shorts. Finish off the look with these cute straw platform wedges, pink glass Huggies, and this chic woven faux leather tote.

4. Beach Pants

Hot weather and the ocean breeze always make me feel like wearing something loose and relaxed, and that’s where a pair of drawstring beach pants comes in handy.

White or tan linen beach pants are a popular choice. I love these blue and white striped ones – also classic!

All you need is a loose white tee, a cute woven bag, and some very comfy sandals, and you are ready for shopping or lunch at the beach.

5. Cute Sundresses

Casually chic is the name of the game when you are on vacation, and this cute sundress fits the bill. A relaxed shirtdress in a bright tropical color like this coral pink is fresh and sophisticated. Enhance your look with this darling pearl-handled straw bag.

It’s definitely different, rather dolly, and will surely be a conversation starter! I love those raffia slides. I have a similar pair I got from Amazon last year, and I wear them all the time!

swimsuit and cover up for Florida trip

Sundress that Doubles as a Beach Cover Up!

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6. Sexy Swimsuit

If you plan to pack a swimsuit, make it a little exciting. A sexy neckline with a peekaboo keyhole makes you feel like a star. Add gauzy white beach pants with gorgeous netted sides, a classy straw tote, mules, and this must-have hat, and settle into your poolside lounger to read a good book!

Now, are you ready to do some shopping?

These are just a few ideas for what to pack for your trip to Florida. I hope you have a wonderful time!

QUICK Q&A

What type of jeans are recommended for a Florida vacation?

Light-colored or white jeans are ideal, especially ankle-length styles like the button-front sailor design. They pair well with bright tops, sandals, and tropical accessories.

Why is a maxi dress a good choice for Florida?

A flowy maxi dress in a colorful print adds a touch of glamour while keeping you comfortable in resort settings. It works well for both casual and slightly dressy occasions.

What are the benefits of packing beach pants for Florida?

Beach pants, especially linen or striped styles, are lightweight, breathable, and perfect for hot weather. They offer a relaxed fit for beach outings, shopping, or casual lunches.

Can a sundress work as more than just a dress in Florida?

Yes. A relaxed, tropical-colored sundress can double as a beach cover-up, making it a versatile piece for daytime and seaside wear.

What swimsuit style is suggested for a stylish Florida trip?

A swimsuit with a sexy neckline and peekaboo keyhole detail adds a chic touch. Pair it with airy beach pants, a straw tote, and a sunhat for a polished poolside look.

Meet the author

Deborah Boland

Deborah, a former Fashion & Lifestyle TV host and Image Consultant, understands the style challenges women face in their 40s, 50s, and 60s. As the founder of Fabulous After 40, she helps women tweak their chic and embrace fashion with confidence—so they always look and feel amazing.

Learn More About Deborah Explore Her Latest Posts

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21 thoughts on “What To Pack For Florida: 7 Breezy Vacation Outfits”

I live in Sarasota. Yes, this is what is trending here. Don’t forget the sunglasses!
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I live in SWFL. YOU NAILED IT!
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I live in Central Florida and will be retiring soon to SW Florida, and if you’re traveling here anytime more quickly, you’ll want to pack warmer clothes as it gets cold at night and isn’t warming up enough during the day to wear these clothes. My advice to my friends and relatives that travel here this time of year is to pack layers. It can be 80 degrees one day and in the 40’s the next if a cold front comes through.
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I have lived in Sarasota/Bradenton area for eight months. May is a shoulder month for the weather, which means temperatures are on the way up, but high humidity is relatively down. Just layer your outfits because the air cools fast if the sun is not there. Bright spring colors will fit right in, and sandals always work this time of year. Most spring days are sunny since the rainy season generally starts in June. I hope this helps with fashion choices…
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Hi, I am coming to Tampa, Florida, in May for my grandson’s wedding. I am bringing a three-piece outfit that is mixed and matched, it is navy and grey, the skirt is interchangeable & long, and the top is sleeveless, with another top over it with sleeves, very lightweight material. Should I wear a hat? We will be there for three or four days.
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Hi, I am coming to Tampa, Florida, in May for my grandson’s wedding. I am bringing a three-piece outfit that is mixed and matched: navy and grey, my skirt is interchangeable & long, and the top is sleeveless, with another top over it with sleeves, a very lightweight material. Should I wear a hat? We will be there for three or four days.
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1. Hi Joan, If the wedding is outdoors you may want a hat, but it is not required. Just be sure to wear sunscreen and don’t forget sunglasses. If you have bare shoulders, you may also want a light wrap so you don’t get sunburned!
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Thanks for the tip that beach dresses can double as a way to cover up my swimwear when I’m not in the water. Since my wedding has been postponed, my fiancé and I just focused on possible honeymoon destinations once the pandemic is over. As such, I think I will spend some time upgrading my wardrobe for some resort wear.
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As a snowbird for years, I have been visiting the Sarasota area. I will be moving there permanently next year. I will be 70 in January, yet I am pretty into dressing well. I Am 5’3”, size 2-4, love shorts, hate capris (which make me look shorter), and am slender. I love suggestions, so I blend in without looking like a snowbird!! Thank you!
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I love SW Florida. I wear shorts, tops, sandals, and sneakers. That’s it. I’ve never worn a dress. In the last three years, I’ve only worn pants once. And my shorts are long, just above the knee. I’m not 16. It’s very casual down here.
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Traveling to Tampa the first week in May, your article was super cute and helpful!
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1. Hi Dean, So glad to be of help. Have a wonderful time in Florida!
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I do like the idea of the maxi. My husband and I make an annual trip down to Florida to the Bradenton/Sarasota area. We’re baseball fans and take a weekend trip to watch a Pittsburgh Pirates spring training game. I generally pack my Pirates jersey and t-shirt.

Our hotels have a pool, so I always pack my bikini. I am looking for something to wear poolside.

Because we’re only gone for 3-4 days, I use the “less-is-more” plan when packing.
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I hate to say this, but dressing like this in Florida, i.e., loud tops and sandals t-shirts, becomes boring very quickly! Here in Central Florida, where I live, Women cannot wait for the temps to drop to 75 so we can wear jeans, leggings, and boots!
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1. Hi Linda, If you live in Florida, I understand that you wouldn’t be dressing like this so much, but for us northerners, it’s vacation time. We can’t wait to get out of the dull colors and into something light and a bit tropical. Bring on the sunshine!
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  1. You can tell the comment is from a resident. Us northerners would be sweltering in jeans and a sweater when it is 75 degrees. I love the bright (not loud) colors, although I rarely wear sleeves in the islands or FL. Too hot for my liking.
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2. Yes, I can imagine. it’s the other way around where I live. We get bored of wearing coats and jeans and want it warm enough to wear shorts and dresses:-)
  Reply
I love clothes for real women in their 40s. Please continue to post more.
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1. I live in Florida. These suggestions are great. Good-fitting jeans are a staple here as well as day-to-evening sandals. Neon tops have long been popular in South Florida. It is a Palm Beach/South Beach sort of thing. You can wear a less loud or patterned top with white shorts/skirt/jeans to be less traffic-stopping. Navy, green, yellow, orange, fuchsia, or black with colorful accessories make a standout outfit with white too. Floridian females live in well-fitted scoop-neck t-shirts, intelligent accessories, shorts, and sandals. Pack a lovely sundress for evenings, and bring a wrap if the one you choose is strappy to fend off the a/c.
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  1. Hi Corrine, Great advice. Nothing like hearing from someone who lives in Florida to get the full scoop on what to wear. I like cropped pants ( plain and printed) and wear many of them in Florida with pretty tops and sandals. Thanks for stopping by. Cheers, Deborah
    Reply
  2. Thanks so much! Traveling in fall From Maryland.
    Reply

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Style Snapshot

1. White/Light Jeans

2. Fabulous Maxis

3. Shorts

4. Beach Pants

5. Cute Sundresses

Sundress that Doubles as a Beach Cover Up!

s

6. Sexy Swimsuit

QUICK Q&A

Deborah Boland

Shop

Stunning!

Bow Tie Beauty!

Ooh LaLa!

Scarf Top - cool idea!

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