What I Wore On Vacation To Key West Florida - Classy Yet Trendy (2024)

Thank you to Nordstrom andrewardStyle (LTK) for sponsoring this post. As always, all opinions are my own.

My hubby and I were planning a vacation to Philadelphia this past week to the National Pool Expo (he’s an avid pool player!) and had wanted to visit a few historical sites while we were there. We had packed all our cold weather clothes the night before, but had a change of plans due to some unforeseen circ*mstances. Instead, we repacked for warm weather and took off to Key West, Florida, somewhere we have always wanted to go! I packed some clothes from my Spring capsule wardrobe, but also packed some shorts, pants and sandals.

Since I packed everything the morning we left for vacation, I didn’t have time to plan for a blog post on what I wore. However, I did get my husband to take a couple of outfits photos to share with you all!

When I am packing clothes and shoes for a vacation, I choose mainly neutral color clothes so they can mix and match easily. I also choose comfortable shoes that I can walk in all day or that are comfy while riding in the car. The number of clothes and shoes I pack depends on the number of days we will be on vacation and also depends on the temperatures of where we are going. I don’t pack “outfits”, but individual tops, bottoms, layers (depends on the temps) and shoes.

Nordstromis one of my most favorite stores and I look there first when I need anything for my wardrobe! I especially love all the name brands that Nordstrom carries (see theirextensive Brands List here), likeAG,Madewell,UGGandTory Burch, just to name a few. They even carry their ownNordstrom-Made Brands, which are unique styles which you can buy only at Nordstrom! I have bought many pieces of theirNordstrom-Made Brands, likeCaslon,Halogen,Treasure & Bondand my most-favorite athleisure styles fromZella.Nordstromalso has free shipping and free returns so there is no risk to shop there!

Where We Went On Vacation

Our main destination was Key West, but we visited a few other sites on the trip. We drove from where we live in Northeast Alabama all the way to Key West and back, staying overnight in hotels along our route. We drove through Orlando, south to Key West, then drove back up the west coast, along Sarasota and Clearwater, then headed west to the 30A area in Santa Rosa Beach to eat dinner at Stinky’s Fish Camp (they have excellent food), then headed north back home.

Places we visited and things we did on our vacation included: The Hemingway House & Museum, ate Key Lime Pie at Kermit’s Key Lime Pie Shoppe (it was delicious!), had our picture taken at the Southernmost Point in the U.S., took an airboat ride and walked the Pahayokee Trail in the Everglades National Park, saw the Ansel Adams and Clyde Butcher exhibits at The James Museum of Western & Wildlife Art, visited the DeSoto National Memorial Park and walked along the beach at sunset in Santa Rosa Beach.

We had a great time on our much-needed vacation and hope to go back to the beach soon!

Here are a couple outfits I wore on our vacation…

Camp Shirt, Linen Shorts & Sneakers

I wore this outfit while sightseeing in Key West. My hubby snapped this photo after we had just eaten at the Conch Republic Seafood Co. and were walking around the harbor. Since the temperature that day was doing to be in the low-80’s, I wanted to wear clothes that were cool and fabrics that were breathable, plus comfy shoes for walking. I wore this Caslon linen-blend camp shirt (sizes are limited, but here are three more colors to choose from, plus a striped style in 2 colors), these Karen Kane linen shorts (this year’s style) and these casual Veja Campo sneakers. We were outside all day and walked a lot and I enjoyed wearing this outfit! Since the top and shorts are linen, it is natural for them to look a bit wrinkled. I could have styled the shirt with a front tuck, but instead, I left the bottom button unbuttoned and crossed the front tails of the shirt through the last button opening, giving it a front tied look.

For accessories, I carried my Madewell Zip-Top Transport Crossbody Bag and wore these Gold Halo Earrings (which I wear nearly everyday). This Madewell crossbody bag is my favorite to take on trips, since it is lightweight, holds a lot and coordinates well with my outfits. I have had it for years and love it!

Shop These Short Sleeve Shirts:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (3)

Shop These Linen Shorts:

Shop These Casual Sneakers:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (5)

Shop These Crossbody Bags:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (6)

Striped Tee, Drawstring Pants & Sandals

I wore this outfit the day we drove up the west coast of Florida and stopped at the DeSoto National Memorial Park. It is part of the National Park Service and is the site where Hernando DeSoto made landfall. The site has a visitor center, village reproduction and a sandy walking trail by the shore around the park. It is a beautiful place to visit!

The weather that day was a bit breezy, so I wore pants. I wore my Caslon Navy Striped Tee, Linen Drawstring Pants and these Sam Edelman Bay Slide Sandals in the “saddle” color. The sandals are very comfortable and were great for walking on the sandy path!

For accessories, I carried my Madewell Zip-Top Transport Crossbody Bag and wore these Gold Halo Earrings again.

Shop These Striped Tees:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (8)

Shop These Drawstring Pants:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (9)

Shop These Sandals:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (10)

Shop These Crossbody Bags:

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (11)

I hope you enjoyed thispost and thank you for visiting the blog!❤️

What I Wore On Vacation To Key West Florida - Classy Yet Trendy (2024)

FAQs

What are people wearing in Key West? ›

Most women will wear casual dresses, skirts, or shorts, day and night! I recommend packing a few sundresses that are loose-fitting and breathable. After all, you will be doing a lot of walking during your time in Key West, so you want to be comfy! Another great thing to pack for Key West is a pair of flowy beach pants.

What shoes to wear in Key West? ›

Even for a winter trip to the island, the most you'll use is a sweater, light jacket or windbreaker and some closed toe shoes. Key West is a walking town, so comfortable shoes and sandals are a must. There are some very nice sandal shops in downtown Old Town, comparably priced to any good shoe store.

What is casual in Key West? ›

Comfy walking shoes. Shorts. Sleeveless shirts, a bit more dressy than a plain tank top, but still really casual.

What is the vibe like in Key West? ›

Key West is known for its laid-back vibe, stunning beaches, and thriving nightlife. Whether you're looking for a romantic getaway or a fun-filled family vacation, Key West has something for everyone. Key West's unique culture is a mix of Caribbean, Cuban, and American influences.

What do locals wear in Key West? ›

Locals live in shorts. Unless, of course, there's a cold snap which typically happens in the fall months. Add a pair of jeans, sweater, and tennis shoes to your stacks of shorts and T-shirts to be safe.

Where do celebrities go in Key West? ›

  • 1) Hemingway House. Ernest Hemingway fell in love with both the natural beauty of the island and the atmosphere at Hog's Breath Saloon. ...
  • 2) Margaritaville Flagship Restaurant. ...
  • 3) Robert Frost Cottage. ...
  • 4) Truman Little White House. ...
  • 5) Audubon House. ...
  • 6) Key West Memorial Sculpture Gardens. ...
  • 7) Jimmy Buffett - Shrimp Boat Studio.

What to wear on Duval Street Key West? ›

If you're planning to hit up Duval Street for margaritas or mojitos, you may be wondering about nightwear in Key West. Overall, the bars and restaurants have a casual dress code. Most people wear tank tops, t-shirts, shorts, or sundresses. Loud patterns and bright colors are encouraged!

How do people dress in the Florida Keys? ›

Bring shorts, beach coverups, bathing suits and dresses! People in the Keys are all about comfort and rarely wear long jeans. You will see a lot of people wearing denim shorts through! Almost anything goes when it comes to swimsuits in the Florida Keys.

How to stay cool in Key West? ›

The key to staying cool in Florida is to eat ice cream or any kind of icy, slushy drink. For a smoothie, check out 2Scoops. If you're looking for a wide variety ice cream with tropical flavors, check out Flamingo Crossing.

What to wear to the Florida Keys woman? ›

The Florida Keys are as casual as it comes.

They often have a bathing suit on underneath. That's the Keys uniform! So where does that leave you, as a visitor to the Florida Keys? Most of the time you'll be comfortable in a short-sleeved shirt or tank top, a pair of shorts or a skirt, and sandals or sneakers.

What is the drinking age in Key West? ›

Underage DUI Attorneys, Laws, Penalties, and Defenses in Key West, Florida. In Florida, an individual must be age 21 or older to consume alcoholic beverages without violating Florida law.

What is smart casual in Florida? ›

Smart casual includes items like blazers, sports jackets, dresses, sweaters, trousers, khakis, skirts, blouses, button-down shirts, polos, dress shoes, boots, heels, flats, scarves and jewelry.

When not to go to Key West? ›

Low season in Key West runs from September through November. September and October see the most rain and the highest chances for storms. By November, rains and the potential for tropical storms decrease.

Do I need jeans in Key West? ›

Island wear – short sleeve shirts. A pair of jean/pants – two if it's winter. Sunscreen – the sun is intense and you will tan (and burn) no matter the spf.

What to wear in Key West right now? ›

Shorts and T-shirts or tank tops are a necessity to stay comfortable during the day. Stick to breathable fabrics like linen, cotton, chambray, or rayon. Sandals are also a staple for Key West living. They are perfect for beach days while keeping your feet cool for a long stroll down Duval Street.

What is the style of the Florida Keys? ›

Florida Keys home decor has become widely recognized for their unique style. Hallmarks of a keys house include colorful siding, hurricane shutters, white trim and plentiful greenery. It's an aesthetic that is evocative of the laid back, sunny lifestyle the people of the Keys enjoy.

Why do people wear tutus in Key West? ›

Stick around Key West long enough and you'll see plenty of tutus, those tiny puffs of skirt worn by ballerinas. They've become a symbol of carefree living in Key West, donned by the gay, the straight and even the local mail carrier while on duty. Even dogs, big and small, wear tutus in the Southernmost City.

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