The Ultimate Guide to Hats: Finding Your Perfect Hat

When it comes to finding your perfect hat, the options are endless. Not only do hats provide protection from the sun, but they also add a stylish touch to any outfit. 

Whether you’re looking for a classic hat like the flat cap or a more trendy option such as the bucket hat, this guide will help you find your ideal hat and equip you with all our favourite hat styling tips.

Warwicks Short Sleeve Shirt Panama hat Menswear Online Tom

Finding the perfect hat for your face shape

Understanding your face shape is key when choosing your hat. Different hat styles suit different face shapes, so it’s important to choose a hat that enhances your features. Here are some guidelines to help you choose which hat is best for you: 

Oval Face

Almost any hat style works well with an oval face shape. Feel free to experiment with various styles and find the one that resonates with your personal style.

which hats go well with oval face shape
Round Face

Opt for hats with more structured shapes to add definition to your face. A fedora or a flat cap with a slightly wider brim can help elongate your features.

which hats go well with round face shape
Square Face

Soften the angles of your face with rounded or slouchy styles, such as a bucket hat or a beanie. Avoid sharp lines or boxy designs that might accentuate your strong features.

square face shape graphic
Long Face

Choose hats with a wider brim to visually shorten the length of your face. A wide-brimmed hat like a Panama hat or a floppy sun hat can be flattering options.

which hats go well with long face shape

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Materials and season

Choosing the right hat material for each season is essential to your comfort. For summer, opt for lightweight and breathable materials like straw or linen. These natural fibres allow air circulation, keeping you cool and comfortable.

panama hat vs. fedora vs trilby hat

In colder months, consider thicker materials such as wool or yarn to provide some much needed warmth and insulation. 

Style and occasion 

When choosing your hat, think about your personal style and the occasion for which you need it. Are you looking for a formal, classic look or something more casual and relaxed? Consider the overall aesthetic you want to achieve and select a hat that best complements your outfit.

Baseball Caps

Baseball caps are the go-to hat for a sporty and casual aesthetic. Perfect for outdoor activities or a day at the park, these caps add a laid-back and effortless coolness to your outfit. Pair a baseball cap with a graphic tee, shorts, and trainers for an effortlessly cool and comfortable look.


Braid hats, also known as straw hats, are a versatile option suitable for a range of occasions. Typically made from natural materials like straw or raffia, these hats offer excellent breathability. The open weave of the hat allows air to circulate, preventing excess heat buildup and making them perfect for beach trips and picnics. Pair it with a white linen shirt and chino shorts for the perfect summer outfit.

Hats and Caps Menswearonline

For a touch of exotic elegance, consider the Panama hat. This refined and stylish headwear originated from Ecuador and quickly became a summer fashion staple. Its light colour, wide brims and flexible weave make it an excellent choice for warmer months. These hats are ideal for outdoor events like garden parties, beach weddings, or summer soirées. Pair it with a linen blazer, a pastel-coloured shirt, chinos, and suede loafers for a polished and sophisticated outfit.


If you’re seeking a more relaxed and casual vibe, the bucket hat is your go-to accessory. Perfect for beach trips, picnics, or simply running errands, the bucket hat exudes a laid-back charm. Pair a bucket hat with a light-weight tee, shorts and trainers for a cool and laid-back look.


With their classic design and structured shape, flat caps bring a timeless sophistication to your outfit. They are a versatile option that can be dressed up or down, making them suitable for both casual and semi-formal occasions. Ensure you choose a lightweight fabric like cotton or linen to keep cool this summer. Pair a flat cap with a button-down shirt, tailored trousers, and suede shoes for a polished and timeless look.

flat cap vs newsboy cap

From classic brands like BOSS, Armani Exchange and Gant, to boutique favourites like Dasmarca and Paul Smith, the hat options are endless this summer. These esteemed brands offer a variety of styles, from sleek flat caps to casual baseball caps, ensuring that you can find the perfect hat to complement your personal style. By considering your face shape, personal style and occasion, you’ll be able to find your perfect hat with ease. So, go ahead, embrace the summer sun, and let your hat be your ultimate accessory!

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