What to Wear With Your Boat Shoes


Since 1935 the humble boat shoe has become both a practical necessity for sailing and nautical themed attire, as well as moving into the lifestyle fashion world during summer months, becoming a key part of the summer style attire. As fashion develops over time, boat shoes have kept true to their beginnings and have rarely changed, offering classic style, fantastic craft and quality service to your feet and time spent on deck.

With that being said, people often wonder ‘what to wear with boat shoes’ and as fashion changes, new styles are invented, new colour leathers or canvases are introduced and even though the family of deck shoes grow more and more each year, there are still traditional ways to combine deck shoes with your day-to-day styles. So we’ve put together some of our favourite some of our favourite styles to wear with boat shoes:

The ‘Classic Evening Gent’


It’s no secret that the boat shoe is more of a casual lifestyle form of footwear. It’s made to last and to be put through the tests of life on board a boat, but when the evening comes and you’re more relaxed, this shoe really offers a second aspect perfect for evening attire.

When wearing the classic deck shoe, nothing beats a cotton shirt up top. Now that could be anything from the nautically inspired Gingham, through to the classic slim fit Oxford and everything in between. These types of shirts match perfectly with chino trousers (can you guess what we’re going to recommend next?) and are light and airy during hot trips away and summer evenings spent down by the harbour.

For your bottom half, you guessed it – chinos! Chino trousers are an absolute classic form of attire that have withstood the sands of time, becoming more and more popular of recent. Chino’s are so versatile, you can find them (and modern deck shoes) in office wear through to more smart/casual evening events.

With this style, we recommend wearing either our Deck G2 classic deck shoe or the luxurious two-tone leather Bermuda G2 deck shoe – both come with a 2 year guarantee for extra measure.


Chatham Deck Shoes

The ‘Prosecco Moment’ Lady


Life spent on deck is grand, especially when you’re out in ocean, the anchor’s been dropped and you can just relax and take in the picturesque views, the sea breeze and pop a bottle of bubbly! This moment is perfect for the three-piece-combination of a polo shirt, jeans and a knitted jumper. A classic and sophisticated look that keeps you trendy and is practical all at the same time. Combining these three together will have you set for your time on deck and for when you hit the shore – especially if you’re looking to find a seaside pub when you dock!

For this look, there’s plenty of styles you can explore and mix and match with the colour of your polo and jumper. If you go with more nautical blues, we recommend our Willow boat shoes that come in a wide variety of colours including, but not limited to, navy, blue / white and navy / pink.


The Deck Lady II G2 Boat Shoe

The ‘Laidback Lifestyle’


For those of us who prefer a more laidback approach to our day-to-day wear, the last of our suggestions combines modern style, with everyday practicality. For the top, we recommend an unbuttoned check shirt and crew neck t-shirt. This combo is a very understated look, and when matched with the right bottoms, the whole look combines together nicely.

For your legs, a pair of slim jeans with the ankles rolled shows off a bit of ankle and a whole lot of the shoe, and draws attention to your feet and more importantly your boat shoes.

To go with this style, we recommend for gents, the Compass G2 boat shoe, made with an array of cool coloured leathers for extra comfort. For women we recommend the Pippa G2 which also comes in colourful leathers.

Chatham Deck Shoes