How to Pair Sunglasses and Hats
Updated September 17, 2025
Introduction
Pairing sunglasses with hats should be simple. The key is matching frame shape and use case to the right hat profile. Below is a quick matrix with real Outer Wings examples.
Understanding Face Shapes and Personal Style
Before you choose, it helps to know your face shape and the vibe you like to wear.
Face Shapes
Round: Angular frames and more structured crowns add definition. Flat bill or rope hats balance the curves.
Oval: Most styles work. Aviators and wayfarers pair well with trucker and rope hats.
Square: Round or oval frames soften strong lines. Low profile crowns help reduce temple pressure.
Heart: Bottom-heavy frames and mid/low crowns balance a broader forehead.
Sunglasses × Hat Pairing Matrix
| Sunglass style | Best Outer Wings hat | Why it works |
|---|---|---|
| Wayfarer | Low profile (115) or Flat bill (168) | Balanced proportions and shade without pinching. |
| Aviator | Rope hat (256) or Imperial rope | Flat bill complements teardrop lenses; 256 adds UPF 50+. |
| Wrap / sport | Performance & low profile (935/115) | Low crowns reduce pressure on ear pieces during activity. |
| Round frames | Flat bill (168) or Corduroy flat bill (253) | Structured front panel balances circular lenses. |
| Oversized / fashion | Flat bill (168) or Imperial rope | Wider bill keeps proportions right and cuts glare. |
Classic Pairings that Fit
Aviators + Rope Hat
Aviators love a clean flat bill. Try the 256 rope hat or go premium with an Imperial rope hat.
Wayfarers + Low Profile or Flat Bill
Wayfarers work with almost anything. For all-day comfort, pick a low profile hat. For a bolder look, choose a flat bill hat.
Round Frames + Corduroy Flat Bill
Round lenses need structure. A corduroy flat bill adds texture and a crisp front panel.
Functional Combos for Outdoors
Wrap Sunglasses + Performance Hat
For heat and sweat, the low profile family and 935 performance builds keep pressure down and airflow up.
Aviators at High Sun + Rope Hat
When the sun is high, a flat bill shades lenses better than a deep curve. That is where rope hats and imperial rope hats win.
Fit and Comfort with Sunglasses
- Temple pressure: If frames press under the crown, loosen the snap one notch or move to a low profile hat like 115 or a 935 performance fit.
- Glare and bill angle: Flat bills reduce top-down glare on lenses. For all-day sun, the 256 rope hat adds shade and UPF.
- Activity: For rides, runs, and paddle days, prioritize breathable crowns and quick-dry materials.
Shop the Look
Aviators + Rope Hat
Wrap Sunglasses + Performance
Round Frames + Corduroy Flat Bill
Tips for a Clean Match
Color Coordination
Neutrals are easy: black, brown, charcoal, khaki. If your frames are loud, keep the hat simple. Use the leather patch color to tie the look together.
Material Choices
Near water or in heat, choose performance builds and lighter crowns. Cooler temps give you room for corduroy and flat bills.
FAQs (Frequently Asked Questions)
How do I choose the right sunglasses for my face shape?
Round: angular frames. Oval: most styles. Square: round or oval frames. Heart: bottom-heavy frames balance a broader forehead.
What hat works with oversized sunglasses?
Flat bill and rope hats keep proportions balanced and cut glare over larger lenses.
Can I wear a baseball cap with any sunglasses?
Yes. Trucker and low profile caps pair well with wayfarers and aviators for a casual look.
What sunglasses are best for outdoor sports?
Wraparound sport frames. Pair with low profile or performance builds for secure fit and ventilation.
How should I coordinate colors between sunglasses and hat?
Use complementary or matching hues. Neutrals are versatile. Add bold color through the patch or rope when you want contrast.
How do I care for my hat and sunglasses?
- Sunglasses: Clean lenses with a microfiber cloth and store in a case.
- Hats: Follow material care, brush off dust, keep leather patches dry and wipe gently.
Conclusion
Pick frames you like, then choose a hat profile that supports comfort and the look you want. For shade and style, rope and flat bills do a lot. For sport, lean into low profile and performance builds.
Ready to dial it in? Browse our full hat collection or build a custom leather patch hat tailored to your favorite frames.
