Dockers Boat Shoes: Styling Tips For A Smart Casual Look

how to wear dockers boat shoes

Dockers boat shoes are a classic and casual option for men, perfect for a range of occasions and outfits. The hand-sewn genuine leather uppers and cushioned footbed offer exceptional comfort and an easy-going, nautical feel. But how do you style them? Firstly, it's important to note that boat shoes are a summer shoe, best worn in warmer weather with lightweight pants or shorts. They are a casual shoe, so they should be paired with more relaxed outfits, such as jeans, chinos, or shorts, and a polo shirt, button-down shirt, or t-shirt. It's also worth noting that boat shoes are typically considered a preppy staple, so if that's not the look you're going for, you may want to opt for a different style of shoe. While some people choose to wear socks with their boat shoes, this is generally considered a fashion faux pas, and no-show socks are a better option. So, if you want to rock the Dockers boat shoes, keep the outfit casual, the occasion relaxed, and the socks out of sight!

Characteristics Values
Wear Beach, travel, business casual environments, casual dates, with jeans, with colourful chinos, with shorts, with suits, in the winter, at fancy occasions
Don't Wear With visible socks, at black-tie events, with suits
Material Leather, Horween Chromexcel
Colour Dark brown, navy
Fit Snugger than normal, half a size down from your normal size
Brands Sperry, Sebago, Eastland, Quoddy, Rancourt, Lems

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Boat shoes with jeans

Boat shoes are a versatile footwear option for men, pairing well with jeans, chinos, or shorts. When it comes to wearing boat shoes with jeans, there are a few things to keep in mind to achieve a stylish and put-together look.

First, it is recommended to cuff or roll up the hems of your jeans. This not only complements the overall nautical aesthetic but also draws attention to your boat shoes. It is also suggested to opt for a pair of dark wash jeans, as this can help to dress up the boat shoes for a business casual look. For example, you could pair dark wash jeans with a blazer for an interesting twist on business casual attire.

When it comes to the top half of your outfit, you can go for a plain t-shirt or jumper, or embrace the maritime theme with a striped top. If you're aiming for a smart-casual vibe, a summer shirt or polo shirt can be a great choice.

It's worth noting that boat shoes are typically considered a spring and summer footwear option and may look out of place during the colder months. Additionally, they are best paired with lightweight jeans rather than thicker fabrics.

Lastly, while boat shoes are typically worn without socks, you can opt for no-show socks or shoe liners for added comfort while maintaining the classic sockless look.

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Boat shoes with shorts

Firstly, ensure your shorts are tailored and on the plainer side. Detailed and attention-grabbing boat shoes should be paired with simpler shorts to create a balanced look. Avoid cargo shorts, as these can clash with the boat shoe style. Opt for non-cargo, tailored shorts in a solid colour.

Secondly, consider the colour of your shorts. The colour of your shorts and boat shoes should contrast. For example, if you choose a darker brown boat shoe, pair it with lighter-coloured shorts, such as beige or white. Similarly, navy shorts pair well with burgundy or grey boat shoes. Avoid matching the colour of your shorts and boat shoes, as this can create an overwhelming look.

Thirdly, pay attention to the length of your shorts. Ideally, your shorts should break just above the tops of your shoes, skimming the tops and showing off the distinctive detailing of your boat shoes. If your shorts are too long, you can roll them up a little, but avoid rolling them too high, as this can create an unflattering silhouette.

Lastly, consider the overall style of your outfit. Boat shoes are casual footwear, so they pair well with a casual shirt, such as a polo shirt, button-down shirt, or short-sleeve henley. You can also dress them up slightly with a blazer, but avoid wearing boat shoes with a tie, as this can create a mismatched look.

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Boat shoes with socks

Boat shoes are a staple of casual footwear, but what about when it comes to socks? Well, the general consensus is that you should not wear visible socks with boat shoes, as this can ruin the look. However, there are a few sock options that can be worn with boat shoes to keep your feet healthy and your shoes in good condition.

No-show socks are a popular choice to wear with boat shoes as they provide the benefits of wearing socks, such as added comfort and the absorption of sweat, without being seen. These types of socks are designed to be invisible when worn with boat shoes and other casual footwear. They are typically low-cut and come in neutral colours like white, black or grey. No-show socks made from breathable materials like combed cotton can help keep your feet dry and comfortable, while also preventing blisters and irritation.

If you want to wear socks with your boat shoes but still want to show off your ankles, crew-cut socks in muted, pastel colours can be a good option. Light brown and grey tones are great choices, and white is always a perfect, versatile option. Just make sure that the socks don't steal the show and that the colours complement your boat shoes and the rest of your outfit.

It is important to note that athletic socks should never be worn with boat shoes, as this is considered a major style faux pas. Instead, opt for no-show or crew-cut socks in neutral or pastel colours to complete your casual look.

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Boat shoes in winter

Boat shoes are traditionally worn in the spring and summer months, so it is not recommended to wear them in winter. They leave a lot of the foot exposed, making your feet vulnerable to the cold. They are also designed to be worn without socks, which is impractical in colder weather.

However, if you want to wear boat shoes in the winter, opt for thicker socks and longer trousers to minimise the impact of the cold weather on your feet and ankles. Longer trousers will also hide the longer socks, a combination generally frowned upon. You may also be able to find some boat shoes with thicker soles for added insulation and grip in cold weather.

Boat shoes are casual shoes, so they are best worn with casual or smart-casual outfits. They pair well with jeans, chinos, shorts, and khakis. For a smarter look, wear them with a blazer, or a dark wash jean and a blazer.

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Boat shoes with suits

Boat shoes are a casual footwear option, so wearing them with a suit is generally not recommended. However, if you want to wear boat shoes with a suit, there are ways to style them while maintaining a smart casual look.

Firstly, it is important to consider the colour of your suit. Boat shoes typically come in a variety of colours, but it is best to opt for a darker brown or navy pair. These colours are more versatile and will complement the suit without clashing. Ensure that the colour of your shoes contrasts with the colour of your suit to create a balanced look.

When wearing boat shoes with a suit, it is recommended to go for a slightly more tailored and fitted style. The suit pants should break a little higher than normal, skimming the tops of the shoes to showcase their distinctive detailing. If the pants are too long, a small roll or cuff can be added to adjust the length, but it is important not to overdo it.

In terms of styling, it is best to keep the look simple and classic. Avoid pastel colours, embroidered belts, and accessories that may give off a overly preppy or casual vibe. Instead, opt for a crisp, solid-coloured shirt or a polo shirt, and consider adding a blazer to dress up the outfit.

Additionally, it is worth noting that boat shoes are typically worn without socks or with no-show socks. However, if you prefer wearing socks, opt for dress socks that match the colour of your suit or shoes to maintain a more formal look.

While boat shoes may not be the first choice for formal occasions, by following these tips, you can definitely style them with a suit for a smart casual look.

Frequently asked questions

Dockers boat shoes can be worn with shorts, jeans or khakis. If you're wearing jeans, try cuffing the hems for a more effortless, nautical look. If you're wearing shorts, opt for a plainer, more tailored style to balance out the attention-grabbing nature of the shoes.

Boat shoes are a casual shoe, so they're not appropriate for formal events such as weddings. They're also not suitable for winter weather.

Boat shoes are typically worn with no-show socks or dress socks. It's best to avoid wearing athletic socks or any other type of sock that is visible.

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