Fedora
A Fedora is a hat with a soft brim and indented crown. It is typically creased lengthwise down the crown and “pinched” near the front on both sides. Fedoras are a great way of standing out and adding some class to your look. Due to the larger brim the Fedora is arguably one of the more “Showy” hats on this list. Worn with a suit and tie it brings a classic Mad Med style to your look, or on the other hand dress down with an open collar shirt and a leather/suede jacket to spice up your casual wear.
Panama
Panama hats are light-coloured, lightweight, and breathable, and often worn as accessories to summer-weight suits, such as those made of linen or silk. They’re styled similarly to a Fedora but their colour and composition is what defines the Panama as the perfect tropical and seaside accessory for any sartorial gent.
Baker Boy Cap
The Baker Boy or Newsboy Cap, is a type of cap made up of 8 panels, a short cap and finished with a top button in the same cloth as the hat. It can come in many different fabrics including cotton, tweed, leather and wool. Arguably the most versatile hat, the Baker boy can be worn as casually as with Jeans and a simple T-shirt or as dressed up as with a full 3 Piece suit – think Peaky Blinders.
Trilby
The Trilby is often mistaken for the Fedora and vice versa. The main difference between the two is that the Trilby has a shorter brim, angled down at the front and slightly turned up at the back compared to the Fedora’s wider brim which is more level. The trilby also has a slightly shorter crown than a typical Fedora design. All that said, the same rules apply style wise – its a great addition to smarten up your look, from suit and tie to chinos and roll neck.
Bowler
The Bowler is a hard felt hat with a rounded crown and short brim. In the UK the Bowler was very popular among businessmen from the early 19th century up until the 1970’s. As a result a lot of people still associate the hat with black and white images of times gone by, when in fact a Bowler still has its place in the modern world. In order to avoid hitting the cliches of black and white men in bowlers, try wearing them more with blazers and mix and match looks of bolder texture or brighter in colour.