Whether you’re jetting off to a tropical paradise, exploring a bustling city, or embarking on an outdoor adventure, getting there in comfort and style can make all the difference to your trip. With all the excitement that comes with packing new outfits for your holiday, we often overlook the thought of what to wear when travelling. For men, finding an outfit that perfectly balances comfort, style and practicality can be challenging which is why we are here to help.
Keep reading to unlock style inspiration for your travel outfits this year. Covering all holiday destinations, this will serve as your ultimate guide to the best mens travel outfits that ensure you’re prepared for any location while looking effortlessly stylish. From versatile travel staples to smart packing tips, we’ve got you covered.
City break travel outfits
City breaks are the perfect opportunity to immerse yourself in the vibrant culture and rich history of a new city. Whether you’re wandering through the historic streets of Rome or enjoying the eclectic vibes of New York City, your travelling outfit needs to be as versatile and stylish as the city itself. The key to travelling in comfort and style is to dress for the location you’re heading to and to layer up your clothing strategically so that you’re prepared for the changing temperatures between locations.
Replay Tapered Denim Shorts, New Balance 480 Leather Trainers and Tommy Jeans Boxy College Graphic Sweatshirt
The base for a city travel outfit is a relaxed-fitting pair of jeans for colder climates or a good pair of shorts, we suggest denim shorts to keep the outfit on-trend as well as comfortable. This pair of Replay Tapered Denim Shorts are made from a blend of cotton and elastane in a modern tapered fit to offer all-day comfort and style. Boasting a versatile and sophisticated dark blue shade, these mens shorts can be paired with any top in your wardrobe to build up your perfect travel outfit.
Heading straight from the airport or train station into the city will require you to have footwear that you can comfortably walk around in all day long. A white trainer such as these New Balance 480 Leather Trainers is the perfect travel companion, with their Flextended saddle and sturdy heel counter for stability and support and cushioned collar for all-day comfort. The all-white leather offers a sleek, modern footwear option that can be paired with any outfit you have packed for your trip, saving space in your bag and allowing you to easily create a city-ready look every day of your trip.
Finally, to complete the city break travel outfit, a trendy sweatshirt is a must-have. Not only does a sweatshirt add a nice layer of warmth to your outfit for when you’re waiting in the airport or navigating the train station, it can also be a great chance to show off some personality with your look. This Tommy Jeans Boxy College Graphic Sweatshirt perfectly encapsulates the retro-revival trends we see dominating the fashion world at the moment and adds a trendy pop of colour to your look. Featuring a boxy, oversized fit and crew neck collar, this designer men’s sweatshirt would look great with a white t-shirt peeking out from the collar to balance out the look and provide an extra layer of comfort when travelling.
Beach holiday travel outfits
There’s nothing quite like a beach holiday to unwind, soak up the sun, and enjoy the serenity of the coastline. No matter which beach destination you’re jetting off to this year, whether you’re lounging in a tropical paradise or exploring vibrant beach towns, your travel outfit needs to be as relaxed and breezy as your destination. Comfort is key for this travel look as you want to ensure you are prepared for the change in temperature when you step off the plane at your destination.
Under Armour Launch 5 Sweat Shorts, Teva Hurricane Drift Sandals and GANT Hawaii Printed Graphic T-Shirt
If you’re faced with a long-haul flight to get to your beach destination, wearing a pair of sweatshorts is the best choice to stay comfortable throughout your journey and will also be a welcomed choice when you step off the plane into the warmth of the new country. This pair of Under Armour Launch 5 Sweat Shorts are designed with super-breathable mesh panels, for a sweat-wicking and fast-drying clothing option. Designed to support your performance during workouts you can guarantee that these activewear shorts will keep you comfortable throughout the whole travel day.
When it comes to deciding on the right footwear for travelling to a beach destination, you can opt for a pair of lightweight trainers, a pair of sandals or if you wish to incorporate the support of trainers with the breathability of a sandal, a pair of mens Teva sandals are a holiday must-have. The Teva Hurricane Drift Sandals are designed to be worn all day, with a recycled EVA construction and moulded footbed and super lightweight feel, these sandals are perfect for travelling and supporting you through every day of your sun-soaked escape.
Pair the shorts and sandals with any t-shirt of your choosing, we suggest a white graphic tee to add a pop of colour to your travel outfit. This GANT Hawaii Printed Graphic T-Shirt in particular is guaranteed to get you in the holiday mood. Made from 100% cotton, this t-shirt is lightweight, breathable and has a relaxed fit to ensure ultimate comfort. Boasting a tropical graphic print, this t-shirt is ideal for getting ready to embrace the laid-back beach vibe.
Countryside holiday travel outfits
Escaping to the countryside offers a refreshing retreat from the fast-paced city life and allows you to unwind and enjoy the tranquillity of nature. Whether you’re holidaying in the Scottish highlands or venturing to a scenic staycation close by, when travelling to a countryside holiday you want to ensure you’re comfortable and prepared for the conditions awaiting you. As we all know how unpredictable the weather can be, especially in the UK, wearing clothing that will keep you comfortable and covered is essential. The key here is to choose versatile pieces that seamlessly blend practicality with style and prepare you for whatever terrain or weather you stumble into upon arrival.
Jack & Jones Kane Cuffed Cargo Loose Trousers, Hunter Original Chelsea Wellington Boots and Edwin Music Channel Graphic Pullover Hoodie
When travelling to the countryside, you want to choose clothing that is both comfortable and practical for when you reach your location. We suggest opting for a pair of joggers for ultimate comfort or if you want to look more stylish, a pair of cargo trousers works perfectly. These Jack & Jones Cuffed Cargo Trousers are made from recycled cotton and feature an elasticated drawstring waist for ultimate comfort. With a variety of buttoned leg compartments and pockets, these cargos are great for embracing the outdoors.
To ensure you’re well-prepared for your rural getaway, a pair of wellingtons is a must no matter the weather. Travelling in a pair of wellies ensures you are ready for whatever conditions await you on arrival and also reduces the load of what you have to pack, leaving you with more space for other essentials.
Wellies don’t always have to mean the traditional knee-length boot, there are stylish alternatives such as these ankle-length Hunter Original Chelsea Boots that offer the same practicality but with a more modern edge. Showcasing the iconic Hunter logo on the front, these wellies allow for easy wear and a secure fit, with an excellent grip sole for the wet and uneven surfaces of the countryside. Designed for both urban and rural settings, these wellies can take you effortlessly from the city to your countryside escape.
Finally, a countryside travel outfit is not complete without a variety of versatile layers. We suggest wearing a T-shirt and hoodie so that you can interchange your outfit depending on the weather. This Edwin Graphic Pullover Hoodie offers a slightly oversized fit and is made from 100% cotton to ensure effortless comfort, with a contemporary graphic design on the chest and back for a fashion-forward look. Keeping you cosy and stylish, a graphic hoodie can be the perfect travel companion that allows you to embrace the great outdoors with confidence, all while looking effortlessly put-together.
Travel in style with Standout
If you’re searching for more style inspiration on what to pack for your next adventure, head on over to our ‘what to pack for a summer holiday’ blog where you can discover the must-have designer menswear pieces and essentials for your next vacation. Alternatively, if you’re searching for more comfortable travel outfits, browse through our full range of designer menswear to find the perfect styles for you.