What to Pack for a Vacation Down South

The countdown to T-Day – Turkey-Day that is – has begun and while some of you have started dreaming (maybe it’s a nightmare? LOL) about entertaining family and friends and cooking up a storm, others might be getting away from it all by heading south. Deciding what to pack for a vacation is always a fashion puzzle and even more challenging if it’s cold outside and you are headed somewhere much warmer like Florida.

To help you pack here are three outfit ideas that work in warmer climates.

Black and White Sleeveless Top Black Pants


1.  Black Pants + Sleeveless Top + Sandals

LBP’s – or little black pants – are a wardrobe workhorse. More dressy than jeans but more relaxed than a dress or skirt, they’re perfect for travel because they are super comfy and you can dress them up or down for maximum utility. These are the 4 season cropped pants by J.Crew that work in any climate!

I’ve paired them with this handkerchief hem top. This piece floats elegantly away from the body, keeping you cool and is easy-care machine washable. Finally, I’ve added metallic sandals and a metallic bag to dress up this look.

day dress for florida


2. Day Dress

It’s always handy to take along a cute day dress for shopping or going for lunch and a nautical style like this one is always in style. I like the 3/4 length sleeves which give you some coverage but always look youthful. A little sundress like this is usually on the short side, so flats look great.



3.  Shorts + T-Shirt+ Denim Jacket + Espadrilles

This last outfit is perfect for a sun vacation when you’re on the go all day and need something cute, comfy, and casual to see you through. Start with a pair of shorts. These are called ‘urban’ shorts, perfect for sight-seeing. Add a go-with-everything gray t-shirt, classic denim jacket, and espadrilles, and you’ve got an outfit that is both classic and classy.

Bonus: the pieces will mix and match well with loads of other things, making them ideal for a travel capsule wardrobe. This is an easy, relaxed outfit if you plan to spend time just hanging around a beach town.

Blue Maxi Dress


2.  Maxi Dress + Sandals + Statement Earrings

If you are going someplace beachy and warm, there is nothing prettier than an easy, breezy maxi dress.This blue and white ruffled maxi has a lovely, boho-lite vibe. I’ve kept it classy with pretty gold sandals and long gold earrings that play-up the appeal of the off-the-shoulder style.


shop the look small

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Are you planning to go south sometime during the next few months? What’s your go-to packing strategy?

Join the Conversation

8 thoughts on “What to Pack for a Vacation Down South

  1. UGH. Capri’s. Very few women in Naples FL correctly style Capri pants or leggings. Capri’s with a poorly fitted tee shirt along with brown sensible sandals seems to be the norm. All women would look better in slacks, ankle length or longer. Every winter I see the women coming down to Naples with their capri’s. Such a stereotype for women over 40. Time to change it up!

    1. I’m more of a fan of ankle cropped pants myself and wear them all the time in Florida. I think they are more flattering than shorter capris, but many of my readers love their capris. I think Capris can look cute if you pay attention to your footwear and top as you suggest.

  2. Thank you Deborah :)
    I live in Florida and am always looking for ideas for warm weather. This time of year most blog posts are about sweaters and boots so it’s great to see a sunny Florida suitable post at this time of year.

  3. Deb what a great post! I hardly ever get time to look at blogs! I love your suggestions and envy the thought of warm weather! Can you believe the holidays are right around the corner???!!! XO

  4. If you are coming to the Caribbean make sure the maxi dress is light and floaty. Capri leggings would be a better choice that full length. I live on Barbados. I do not keep anything there with a sleeve longer than cap length. Lightweight tops floaty dresses are best. I never wear pants here but the locals do. It might be what you get acclimatized, too.

    The other place I hung out is Phoenix. At Thanksgiving there you will want a lightweight sweater, a vest to go over it for the mornings and a wrap for the evenings. It gets cool in the desert at night.

  5. In the southern part of US (the Carolinas, etc), even though it is not really cold, it is cool in the fall and even when it is warm, we don’t wear super-summery clothing like white linen and sundresses in November. We still wear sweaters, they are just cotton and lighter weight. It is not perpetual summer in the South.

  6. How far south are you going – Mexico? Even here in south Texas it won’t be warm enough for shorts or sleeveless tops without a jacket by Thanksgiving. Cute outfits, though!

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