Everything you need for an impeccable holiday outfit

This time of year is often filled with celebrations, time with loved ones, and for many, travel as well. Whether you’re planning your first trip of the season or simply looking for fresh outfit ideas, here are four looks to help you dress well throughout the holidays.

Smart casual outfits for post-work pub party

The first outfit is a classic, easy-to-wear combination with a refined feel. It is a good choice if you are building your wardrobe or simply want something simple and stylish.
This outfit consists of:
- A tailored casual shirt, such as an Oxford shirt
- Navy or black custom-tailored chinos

Shop business-casual shirts

Buy 4 or more tailored items get 20% off Use code: MULTIBUY

*Cannot be combined with other offers.

The casual dinner party at home

It is easy to create a more dressed look with a wool pullover, a dress shirt, and tailored trousers. Choose classic colours such as white, deep navy, or soft grey for a refined expression.
If you want something slightly more formal, try a cardigan. It is a versatile layer that adds colour and works well over a shirt.

Shop flannel shirts

Festive business casual outfits

A three-piece suit is a statement worth making. If you are wearing a three-piece suit, the fit matters. A suit that is too small can feel uncomfortable and look strained, while one that is too large can lose its shape.
The same goes for the shirt. There may be casual occasions where a less precise fit is acceptable, but if you want a sharp, well-dressed look, a well-fitting shirt makes all the difference.

Shop suits

FIRST SHIRT 30% OFF
Code: TRYTAILOR

Royale, white

+ 12
White business shirt

4.6/5

CAD 189

Recommended

Islington, white

+ 1
White business shirt

4.7/5

CAD 229

Parker, white

+ 1
White t-shirt

4.5/5

CAD 95

Dressing appropriately for an event is always important. If you are going to a casual Christmas party at a friend's house, something other than a suit or sport coat is usually the better choice. If you are attending a more formal holiday event in a hotel ballroom, formal attire may be more appropriate.
Finding the right balance between dressed-up and relaxed, while still feeling like yourself, is key in any social setting, especially during the holidays.
We hope these tips help you feel well dressed throughout the season.

The Tailor's Guide

Dress shirt guides

3 dress shirts you need in your wardrobe

Dress shirts form the foundation of a men’s wardrobe, offering consistency across both formal and everyday use. By focusing on a small set of core colors and well-defined construction, it becomes easier to build a wardrobe that works for both business dress shirts and business casual shirts.

Style

How to Nail Every Men's Wedding Dress Codes

When you are invited to a wedding, it is important to give a little more thought than everyday dressing. Not because the rules are strict, but because the occasion matters. Getting men’s wedding attire right helps you feel confident, comfortable, and properly dressed for the setting.

Style

10 Style Tips For Large Men: The Full Guide

Looking your best is not about changing your shape. It is about choosing garments that work in harmony with your natural proportions. Style for bigger builds often comes down to thoughtful fabric choices, balanced silhouettes, and tailoring that supports confidence. To make dressing easier, we have gathered ten refined principles to help you navigate with clarity. Consider this your guide to creating clothes that feel intentional, elegant, and personal.

Everything you need for an impeccable holiday outfit

Smart casual outfits for post-work pub party

The casual dinner party at home

Festive business casual outfits

3 dress shirts you need in your wardrobe

How to Nail Every Men's Wedding Dress Codes

10 Style Tips For Large Men: The Full Guide

Sign up and receive 10% off your first order

Customer care

Shop

Information

Select cookies to accept

	Necessary These cookies are required for the basic functionality of this website. Since they are required to use this service they are always set without consent.
	Analytics and statistics These cookies are used to collect anonymized information about how our website is used to further improve our services and provide us with important statistical data.
	Marketing These cookies are set by our advertising network partners and are used to improve and track our marketing efforts. They can also be used to provide you with more relevant advertisements on other websites and services.