When you think of Orlando, images of theme parks and sunny weather likely come to mind. But beyond the Mickey Mouse ears and rollercoasters, the city has a style all its own. Over the years, I’ve had the chance to help a variety of women find outfits for just about every occasion, and one thing is for sure—Orlando street style is all about blending comfort with flair. The city’s residents take fashion seriously, but they also know that looking good in Florida’s heat requires some smart choices. If you’re visiting or living here, you’ll want to take a look at what Orlando locals are wearing to stay ahead of the trends while staying cool.
Comfort is Key
Living in Orlando means spending a lot of time outdoors, and let’s face it—no one has the patience for anything too tight or heavy when it’s hot and humid. The key to street style in Orlando is comfort, but that doesn’t mean sacrificing style. It’s all about choosing pieces that let you move freely while still looking chic.
- Loose-fitting pants and skirts: Instead of skinny jeans or super-tight leggings, locals are embracing relaxed-fit pants and flowy skirts. Think wide-legged trousers or pleated skirts that catch the breeze—both stylish and breathable.
- Light fabrics: Linen, cotton, and other breathable materials are the go-to fabrics for staying cool. A simple cotton blouse or linen dress keeps you feeling fresh even in the hottest weather.
- Sneakers and flats: Comfort meets style with sneakers, sandals, and flats. You’ll often spot locals pairing sleek white sneakers with casual dresses or flowy pants. It’s the perfect balance of sporty and fashionable.
I remember helping a customer pick out a pair of sleek white sneakers last summer—she had the perfect vibe: a cute midi skirt and a breezy top, ready for brunch and then some park hopping. She was thrilled because she got both comfort and style in one look.
Bold Colors and Prints
Orlando’s street style embraces color with open arms. The city is full of vibrant personalities, and it shows through in the way people dress. Bright colors, bold prints, and fun patterns are staples in the city’s everyday wardrobe.
- Tropical prints: From palm leaves to floral motifs, tropical prints are everywhere. These bright patterns are perfect for the city’s tropical climate and make a statement without feeling over the top.
- Bold hues: You’ll see a lot of rich oranges, vibrant reds, and sunny yellows, reflecting Orlando’s warmth and energy. These colors aren’t just for resort wear—they’re making their way into daily street style.
- Neon accents: Neon isn’t just for rave parties anymore. You’ll spot neon greens, pinks, and yellows paired with neutral tones, adding just the right pop of color to an outfit.
It’s a common sight to see a bright, tropical-patterned dress paired with neutral accessories—sunglasses, sandals, and a simple tote bag—giving a fresh, effortless vibe that works for just about any casual outing.
Elevated Casual
What I love about Orlando’s street style is that it’s an elevated version of casual. It’s not about trying too hard to look polished but rather about making simple, everyday pieces feel fresh and stylish.
- The perfect t-shirt dress: You can’t go wrong with a classic t-shirt dress in Orlando. This wardrobe staple can be dressed up with a statement necklace or kept casual with sneakers and a denim jacket. It’s all about versatility.
- Graphic tees: Locals love a good graphic tee, often paired with distressed jeans or tailored shorts. It’s a way to express personality while keeping things low-key.
- Tailored shorts: In the summer months, tailored shorts are a great alternative to skirts or dresses. They’re comfortable, breathable, and still polished enough for a quick stop at a café or a trip to the farmers’ market.
One of my favorite looks I’ve seen recently was a woman rocking a simple graphic tee, high-waisted tailored shorts, and some chic, oversized sunglasses. She had the perfect balance of easy-going and effortlessly stylish.
Statement Accessories
While the foundation of street style in Orlando is all about comfort, accessories are where things get interesting. Locals love to add personal touches to their outfits, whether it’s through hats, jewelry, or bags.
- Statement bags: Bold, colorful bags are a great way to add a pop to a neutral outfit. A bright leather crossbody or a woven tote bag can completely change the look of your outfit, taking it from casual to chic.
- Hats: Sun protection is key, and hats serve both a functional and stylish purpose. Whether it’s a straw hat, baseball cap, or wide-brimmed fedora, they’re a stylish addition to almost any street style outfit in Orlando.
- Layered jewelry: Simple gold chains, statement earrings, and layered bracelets are the perfect way to add a little glam to your look without going overboard.
Accessories can take an outfit from basic to trendy in no time. A simple sundress, paired with chunky gold earrings and a straw tote, can be the perfect go-to for a weekend outing.
Footwear That Does It All
When it comes to shoes in Orlando, the trend is all about comfort, but that doesn’t mean sacrificing style. Orlando’s street style is all about footwear that can handle both day trips to the parks and nights out.
- Chunky sneakers: These have become an essential for many locals, offering both comfort and a cool, athleisure vibe. They’re perfect for walking around the city or checking out local events.
- Mules and slides: Slip-on shoes are always a good idea in Orlando’s warm climate. Mules and slides are popular for their convenience and comfort, plus they give your outfit a laid-back yet stylish look.
- Platform sandals: Platform sandals are making a comeback, and they’re especially popular in Orlando. Not only do they give you some extra height, but they also add a fun, retro vibe to any outfit.
I’ve often seen customers try on a pair of sleek platform sandals with a floral midi dress—immediately, the outfit feels elevated, yet still comfortable enough for a whole day of sightseeing.
Finding Your Orlando Style
What makes Orlando’s street style so unique is the way locals manage to combine comfort with flair. The heat and humidity of the city push you to dress practically, but the vibrant, fun-loving spirit of Orlando encourages people to be bold with their outfits.
It’s easy to get stuck in a fashion rut, especially when you live somewhere that’s hot year-round, but Orlando’s street style shows that it’s possible to stay stylish, comfortable, and cool no matter the season. The key is focusing on pieces that are versatile, adding bold accessories, and embracing the laid-back yet energetic vibe of the city. So, next time you’re out and about, take a moment to appreciate the creative street style happening all around you—it’s one of the best parts of Orlando’s culture!