Key West Packing Guide

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Key West Packing Guide for the Weekend

I have spent years visiting Key West starting in my teens all the way to my mid-thirties. It is an amazing place to visit and I was super excited to show it to my husband for the first time this past weekend. I learned a few things while I was there this time and would love to share my experience with you so that you can pack with ease.


2 Rompers
3 Pairs of Shorts
3 Basic Tops
1 Cover Up
1 Kimono
3 Bathing Suits
2 Night Outfits – Dress and Tank with cut pants; 1 Dress

Comfortable Neutral Wedge Sandals
2 Flat Sandals
Flip Flops

Crossbody Tote Bag
Nylon Beach Bag
Long Pendant Necklace
Fit Bit Bracelet

Screen Shot 2015-07-01 at 11.02.28 AM

Bracelet // Fitbit // Watch

Leave- In Conditioner (this is my favorite one)
Hair Managing Spray – Invisible Control Spray is my fave. It will help you leave your hot styling tools at home. Braid your hair after using this and get a great wave or just leave your hair in braids the entire trip. It will keep you cool!
Sunblock Spray
Sunblock Tinted for Face
Baby Powder – It is kind of a gross subject, but use the between your legs and under your breasts. It gets really hot and this will help.
Large and Small Bandaids
Tooth Brush
Tooth Paste
Wet Brush
Braid Hair Ties
Black Hair bands
2 Hats

Colored Lipgloss
Tinted SPF light foundation
Face Powder
Waterproof Mascara
Eye Makeup Remover

On the car ride down to key west, I wore high waisted shorts and a cropped top that did not leave any space in between. I wore my good hat as well so it would not get crushed. On the way, I French braided my hair into pigtails so that it would crimp.

Screen Shot 2015-07-01 at 11.04.12 AM

Similar Top // Similar Shorts // Shoes //similar Hat // Bag // Sunglasses

Once we got into the room, I changed into my bathing suit and a kimono. In my bag, I put a romper to through over the bathing suit for lunch just in case we did not back to the room.

IMG_0024 IMG_0003 IMG_9994

Bathing Suit // similar Kimono //Bag // Sunglasses  // similar Hat // Shoes

After laying on the beach and swimming in the pool a little bit, we walked to lunch.


Bathing Suit // Romper // Bag // Sunglasses // Shoes

The first evening, I wore a low cut dress. After walking all over town in a dress, I recommend skipping the dress and wearing either palazzo pants or a dressy pair of shorts. Feel free to wear flat sandals or comfortable wedge sandals.

yellow-dress IMG_0060

Dress (here’s another awesome dress) // similar Shoes

Screen Shot 2015-06-30 at 10.25.04 AM

Top // Pants // Necklace // Bracelet // Fitbit // Shoes

The second day started with a walk to Blue Heaven. I wore my favorite new basic top – the Ann Taylor Boat Neck. I bought every color during their 50% sale. We also stopped by the Hemingway House right after breakfast.

Key West Blue Heaven Hemingway House Key West April Golightly

Top // Shorts // Necklace // Shoes //similar Hat // Bag // Sunglasses

Once we got back to the hotel, we changed into our bathing suit and floated in the pool to cool off. I wore a bathing suit with a cover-up dress.


Bathing Suit Top // Bathing Suit Bottom // Cover-Up Dress // Sunglasses //similar Hat //Bag

After lunch by the pool, we went shopping. I overdressed a little because I was dying to wear this skirt. Again, I would recommend a pair of shorts to save your legs from chaffing. You can prevent it by using the baby powder you packed.

Flamingo Skirt Cadillac ATS

Top //Skirt // Necklace //similar Hat //Shoes

Here is an idea for a more comfortable night out look.

Key West Night Out

Exact Romper // Bag (tote version) // Shoes – Kinos

The third morning I wore shorts with a boat neck linen top. This is what I wore in the car ride back home.

Key West Outfit

Top // Shorts //Bag // Sunglasses  // Necklace

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7 thoughts on “Key West Packing Guide”

  1. Nice post! I love Key West so much and am headed there again this year. I use Body Glide for sandals that rub or thighs when wearing dresses. You can buy it in travel sized sticks.


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