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Naples Fashion: Embracing the Effortlessly Elegant Style of Southwest Florida

apparel store

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When it comes to fashion, Naples, Florida effortlessly blends sophistication with a relaxed coastal vibe. Nestled along the stunning Gulf of Mexico, this charming city exudes a sense of timeless elegance that reflects in its fashion choices.

From upscale resort wear to casual-chic ensembles, Naples embraces a unique style that captures the essence of Southwest Florida.

In this blog post, we delve into the world of Naples fashion, exploring the key elements and tips for embracing the effortlessly elegant style of this coastal gem.

women wearing a pink hat

Embracing Naples Fashion Resort Wear

Naples' resort wear is the epitome of effortless elegance. Think breezy maxi dresses in vibrant prints, lightweight linen pants paired with flowy blouses, and stylish kaftans perfect for strolling along the beach. Matching two-piece sets are also a perfect choice for embracing resort wear.

Naples resort wear also includes athleisure wear which many residents will wear while running errands around town. The weather is hot in humid during the summer so dress in lightweight breathable fabric.

I also like to have neutrals like whites/beiges of key pieces so they can easily be worn with multiple items in the closet.

When looking for resort wear pieces, it's fun to shop in the actual resort's hotel lobby store because they usually have fun pieces that you can wear on vacation or for a staycation.

woman holding bags

Casual Chic Look for Naples Fashion

Naples effortlessly blends casual comfort with refined style. Opt for a maxi dress or knee-length flowy dress that you can easily pair with classic leather slides or espadrilles.

Many residents will also wear tailored linen shorts with a cute top paired with white sneakers which can add a touch of sophistication with statement accessories like oversized sunglasses or a straw hat. Pair with a favorite purse or clutch and viola! You have the perfect casual chic look.

Coastal Inspirations

With its proximity to the coast, Naples, Florida draws inspiration from the nautical world. Incorporate nautical elements into your outfits like striped tops and look for coastal colors like blue and aqua.

Tailoring and Quality

Effortlessly elegant fashion in Naples is all about attention to detail and high-quality craftsmanship. Invest in well-fitted pieces that flatter your body shape and opt for high-end fabrics that drape beautifully.

Pay attention to finishing touches like buttons, stitching, and fabric texture, as these small details can elevate an outfit to the next level of sophistication. If you happen to be on vacation, remember that many high-end stores and resorts will offer in-house tailoring.

woman wearing wide brim hat

Accessorizing with Timeless Pieces

Accessories play a crucial role in Naples fashion, adding a touch of glamour to any ensemble. Opt for dainty gold jewelry, such as delicate necklaces or stacked bracelets, to complement your outfits.

Consider investing in a versatile designer handbag that seamlessly transitions from day to night. If you are on the hunt for a new handbag, then definitely check out Waterside shops for luxury purses.

Hats are big in Naples, Florida. The sun can be brutal so shield yourself from the sun with a cute hat that can transition from the beach to an afternoon of shopping.

two men standing by a car
Image by Devine Naples

List of luxury shopping places in Naples:

Waterside Shops: Located on Tamiami Trail, Waterside Shops is an open-air shopping center renowned for its collection of luxury brands. Here, you'll find iconic fashion houses like Gucci, Louis Vuitton, and Tiffany & Co. With its lush landscaping and tranquil ambiance from the water features, Waterside Shops provides a delightful shopping experience. There are several restaurants on-site so that you can spend the day shopping. Read more about Waterside Shops here.

The Village Shops on Venetian Bay: Situated on Gulf Shore Boulevard, The Village Shops on Venetian Bay offer a charming waterfront setting with a variety of upscale boutiques, galleries, and restaurants.

Third Street South: This beautiful street offers a luxurious shopping experience with its collection of designer boutiques, high-end home decor stores, and upscale jewelers. It's home to notable stores like Marissa Collections, J. McLaughlin, Tommy Bahama, and Beth Moné Children's Shoppe along with local boutiques that showcase unique, handcrafted items.

clothing on a rack

Although there are many luxury stores around town, it's not all about luxury shopping in Naples, Florida. Many Naples residents love great deals so there are fantastic local boutiques and consignment stores where you can find great deals for half the price. Here are a few recommendations when it comes to clothes shopping on a budget.

List of the best local budget-friendly shopping establishments for Naples fashion:

Marshalls: I always like to check out Marshalls during bathing suit season and the holidays. I can usually find great name-brand pieces that large department stores carry. (protip: go to Marshalls during the week when it's not as crowded and ask when they receive new deliveries so that you can be ahead of the game).

Nordstrom Rack: Another great place to find name-brand items at decent prices.

Off Saks: Naples has a great Off Saks store where you can find some great deals on high-end merchandise. The shoes, women's dresses, and men's shirt selection are top-notch.

Coastland Center Mall (Dillards, H&M, Old Navy): A local shopping mall located in Naples, FL. If you happen to visit here, check out the food court. Sarku is my favorite! Find directions here.

True Fashionistas (up-scale consignment store): This is a fun consignment store to find some great pieces. Whether it's dresses, shoes, purses, or home decor, they have a lot of inventory at reasonable prices. They have a luxury brand section too, so if you've been eyeing a Chanel, more than likely they will have one in stock. Check out True Fashionistas here.

List of my favorite online fashion retailers (that won't break the bank):

Amazon: I love Amazon for the quick shipping and the Amazon closet feature which lets you try on clothes before you buy.

ThreadUP: My all-time favorite online thrifting store for clothes. I love ThreadUP so much because I can easily search for name brands that I know my size in. Returns are super easy. Plus, you earn points with ThreadUP which translates to more savings for you. I highly recommend Threadup!

Cabana: This is a great sight for Florida resort wear. They have great casual outfits that translate well into the evening. The prints are fun and cute too!

Zara: If only I had a Zara near me... sigh... I love looking at their clothes online. They have a great linen selection which is perfect for Florida weather.

Cupshe: This website is perfect if you're looking for fun bathing suits. I have had great luck with purchasing from Cupshe.

Rember that Naples, Florida, embraces an effortlessly elegant style that captures the essence of coastal living.

From upscale resort wear to casual-chic ensembles, this charming city offers a fashion landscape that blends sophistication with a relaxed vibe.

By embracing the key elements of Naples fashion and focusing on quality, tailoring, and attention to detail, you can effortlessly embody the style that defines this Southwest Florida gem.

Read more articles from Florida Family + Lifestyle


Hello! I'm Tiffany, a Floridian, creative travel writer, and a mother to three awesome kids. We like to visit small towns in Florida, beautiful Florida beaches, and Florida State Parks! I like to write about our travel adventures and provide tips to other families traveling or relocating to the Sunshine State.


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