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Quick View Original Penguin Swift Reversible Long Sleeve in Grey Original Penguin Swift Reversible Long Sleeve in Grey Original Penguin Swift Reversible Long Sleeve in Grey $78.00

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Original Penguin Swift Reversible Long Sleeve in Grey

Original Penguin Swift Reversible Long Sleeve in Grey

$78.00

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For mornings that last all afternoon, Original Penguin has got you covered with this reversible long sleeve. Offering two styles in one, choose to wear this super soft shirt on the solid side, or kick things up a notch and wear it on the striped side. Cut in a classic slim fit tee design, the touchable cotton crew is finished with a contrasting Penguin logo embroidered at the chest. Throw on with slim joggers for lazy Sundays, switching out for jeans when you venture out of the house.

This style from Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

60% Cotton, 40% Polyester

Machine Washable


Quick View Levi's Vincent Denim Shirt in Dark Levi's Vincent Denim Shirt in Dark Levi's Vincent Denim Shirt in Dark $69.00

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Levi's Vincent Denim Shirt in Dark

Levi's Vincent Denim Shirt in Dark

$69.00

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Add a dash of Western appeal to your sartorial offering with Levi's denim shirt. Crafted from cotton in a comfortable slim fit, this dark denim piece features yoke details, chest pockets, and pearl-finished snap closures to keep things neat. It looks just as good layered open over a tee as it does styled on its own.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Swift Reversible Long Sleeve in Coal Original Penguin Swift Reversible Long Sleeve in Coal Original Penguin Swift Reversible Long Sleeve in Coal $78.00

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Original Penguin Swift Reversible Long Sleeve in Coal

Original Penguin Swift Reversible Long Sleeve in Coal

$78.00

View all product details

For mornings that last all afternoon, Original Penguin has got you covered with this reversible long sleeve. Offering two styles in one, choose to wear this super soft shirt on the solid side, or kick things up a notch and wear it on the striped side. Cut in a classic slim fit tee design, the touchable cotton crew is finished with a contrasting Penguin logo embroidered at the chest. Throw on with slim joggers for lazy Sundays, switching out for jeans when you venture out of the house.

This style from Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

60% Cotton, 40% Polyester

Machine Washable


Quick View Scotch & Soda Night Shift Polo in Denim Scotch & Soda Night Shift Polo in Denim Scotch & Soda Night Shift Polo in Denim $79.00

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Scotch & Soda Night Shift Polo in Denim

Scotch & Soda Night Shift Polo in Denim

$79.00

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Scotch & Soda is famed for its quality fabrics and fine craftsmanship, and this classic polo shirt is a deft example. It's cut from fine, cotton piqué in a handsome blue hue that will look especially good against grey or neutral trousers. Featuring a button-down polo collar and finished with a small embroidered logo, this piece layers well with a blazer for a smart and dashing look.

This Polo from Scotch & Soda is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Washable


Quick View Scotch & Soda Night Shift Polo in Ink Scotch & Soda Night Shift Polo in Ink Scotch & Soda Night Shift Polo in Ink $79.00

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Scotch & Soda Night Shift Polo in Ink

Scotch & Soda Night Shift Polo in Ink

$79.00

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Scotch & Soda is famed for its quality fabrics and fine craftsmanship, and this classic polo shirt is a deft example. It's cut from fine, cotton piqué in a rich indigo hue that will look especially good against grey or neutral trousers. Featuring a button-down polo collar and finished with a small embroidered logo, this piece layers well with a blazer for a smart and dashing look.

This Polo from Scotch & Soda is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Washable


Quick View Ben Sherman Sharp Suitor L/S Shirt in Blue Ben Sherman Sharp Suitor L/S Shirt in Blue Ben Sherman Sharp Suitor L/S Shirt in Blue $108.00

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Ben Sherman Sharp Suitor L/S Shirt in Blue

Ben Sherman Sharp Suitor L/S Shirt in Blue

$108.00

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No man's wardrobe is complete without a dependable plaid checked shirt, and this tonal-blue style from Ben Sherman ticks all the right boxes. This classic design features a button-down collar and back box pleat for a comfortable fit. Cut with a rounded hem, the pure cotton composition makes this piece both lightweight and breathable. Finished with the iconic tab branding on the chest pocket, this must-have shirt features a contrast roll-up sleeve. Wear it year-round with your favourite denim, switching to shorts when the mercury rises.

Also available in store at Roadtrip

Mod Fit

100% Cotton

Machine Washable


Quick View Levi's Jacob Denim Shirt in Denim Levi's Jacob Denim Shirt in Denim Levi's Jacob Denim Shirt in Denim $69.00

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Levi's Jacob Denim Shirt in Denim

Levi's Jacob Denim Shirt in Denim

$69.00

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Levi’'s Western shirts have been tested by generations and continue to define the modern dress code. Ideal for weekend dressing, this denim piece features yoke details, chest pockets, and a faux-pearl snap-front closure—. Team it with cuffed chinos for a handsome and easy going look.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Scotch & Soda Someone New L/S Shirt In Olive Scotch & Soda Someone New L/S Shirt In Olive Scotch & Soda Someone New L/S Shirt In Olive $95.00

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Scotch & Soda Someone New L/S Shirt In Olive

Scotch & Soda Someone New L/S Shirt In Olive

$95.00

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This great longsleeve from Scotch & Soda will be your next casual wardrobe staple. Featuring a soft, neppy fabrication, the shirt’s longsleeve, pullover construction guarantees an effortless and comfortable look while a contrast three-button placket gives it a relaxed structure. A classic piece that will suit your needs for any casual occasion, pair with black denim and a lightweight jacket for a polished weekend look.

This Shirt is available in Other Colors .

Also available in store at Trustfund.

80% Cotton, 20% Polyester

Machine Wash


Quick View Original Penguin Northern Way L/S Shirt in Blues Original Penguin Northern Way L/S Shirt in Blues Original Penguin Northern Way L/S Shirt in Blues $98.00

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Original Penguin Northern Way L/S Shirt in Blues

Original Penguin Northern Way L/S Shirt in Blues

$98.00

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No man's casual wardrobe is complete without a dependable checked shirt, and this tonal-blue, green and white style from Original Penguin ticks all the right boxes. This classic plaid design features a button-down collar and slim cut for a comfortable fit. Featuring a rounded hem, the pure cotton composition makes this piece both lightweight and breathable. Wear it year-round with your favourite denim, switching to shorts when the weather warms.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Whole Lot Of Trouble L/S Shirt in Blue Ben Sherman Whole Lot Of Trouble L/S Shirt in Blue Ben Sherman Whole Lot Of Trouble L/S Shirt in Blue $128.00

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Ben Sherman Whole Lot Of Trouble L/S Shirt in Blue

Ben Sherman Whole Lot Of Trouble L/S Shirt in Blue

$128.00

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With a two-tone look, this engineered gingham shirt takes a classic Ben Sherman design and reboots it for a modern twist. Boasting two-tone graduated colour for a handsome point of difference, this lightweight cotton shirt is cut for a slim fit with a curved hemline and features a two finger button-down collar. We love the chest pocket with iconic tab branding. Finished with back darts and a back neck button, wear the vibrant blue long sleeve with dark denim for a smart look.

Also available in store at Trustfund.

Slim Soho Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Best Behaviour L/S Shirt in Navy Ben Sherman Best Behaviour L/S Shirt in Navy Ben Sherman Best Behaviour L/S Shirt in Navy $108.00

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Ben Sherman Best Behaviour L/S Shirt in Navy

Ben Sherman Best Behaviour L/S Shirt in Navy

$108.00

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Ben Sherman is known for impeccable craftsmanship, heartily displayed by this crisp, cotton shirt. It's patterned in a classic navy and white gingham check and will become a reliable staple for your work week wear. Featuring a small point collar with a concealed button-down, this must-have shirt is crafted with a box pleat, locker loop, and traditional bias check details. We love the mod tipping on the chest pocket with the famous tab branding. Wear it with raw denim or dark trousers.

Also available in store at Roadtrip

Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Best Behaviour L/S Shirt in Black Ben Sherman Best Behaviour L/S Shirt in Black Ben Sherman Best Behaviour L/S Shirt in Black $108.00

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Ben Sherman Best Behaviour L/S Shirt in Black

Ben Sherman Best Behaviour L/S Shirt in Black

$108.00

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Ben Sherman is known for impeccable craftsmanship, heartily displayed by this monochrome cotton shirt. It's patterned in a classic black and white gingham check and will become a reliable staple for your work week wear. Featuring a small point collar with a concealed button-down, this must-have shirt is crafted with a box pleat, locker loop, and traditional bias check details. We love the mod tipping on the chest pocket with the famous tab branding. Wear it with raw denim or dark trousers.

Also available in store at Trustfund.

Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Teal Ben Sherman Lasting Moment L/S Shirt in Teal Ben Sherman Lasting Moment L/S Shirt in Teal $108.00

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Ben Sherman Lasting Moment L/S Shirt in Teal

Ben Sherman Lasting Moment L/S Shirt in Teal

$108.00

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Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a rich teal blue gingham and will become a reliable staple in your everyday rotation. We love the bias check on the pocket and back yoke. Designed for a heritage mod fit with a curved hem, this stylish long-sleeve features a two finger button-down collar and an adjustable single cuff. Finished with the famous tab branded chest pocket, it will look equally smart paired chinos and lived-in denim.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Sky Ben Sherman Lasting Moment L/S Shirt in Sky Ben Sherman Lasting Moment L/S Shirt in Sky $108.00

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Ben Sherman Lasting Moment L/S Shirt in Sky

Ben Sherman Lasting Moment L/S Shirt in Sky

$108.00

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Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a classic sky blue and white gingham and will become a reliable staple in your everyday rotation. We love the bias check on the pocket and back yoke. Designed for a heritage mod fit with a curved hem, this stylish long-sleeve features a two finger button-down collar and an adjustable single cuff. Finished with the famous tab branded chest pocket, it will look equally smart paired chinos and lived-in denim.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip.

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Navy Ben Sherman Lasting Moment L/S Shirt in Navy Ben Sherman Lasting Moment L/S Shirt in Navy $108.00

Added to Your Tote!

Ben Sherman Lasting Moment L/S Shirt in Navy

Ben Sherman Lasting Moment L/S Shirt in Navy

$108.00

View all product details

Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a classic navy and black gingham and will become a reliable staple in your everyday rotation. We love the bias check on the pocket and back yoke. Designed for a heritage mod fit with a curved hem, this stylish long-sleeve features a two finger button-down collar and an adjustable single cuff. Finished with the famous tab branded chest pocket, it will look equally smart paired chinos and lived-in denim.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Red Ben Sherman Lasting Moment L/S Shirt in Red Ben Sherman Lasting Moment L/S Shirt in Red $108.00

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Ben Sherman Lasting Moment L/S Shirt in Red

Ben Sherman Lasting Moment L/S Shirt in Red

$108.00

View all product details

Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a classic navy and brilliant red gingham and will become a reliable staple in your everyday rotation. We love the bias check on the pocket and back yoke. Designed for a heritage mod fit with a curved hem, this stylish long-sleeve features a two finger button-down collar and an adjustable single cuff. Finished with the famous tab branded chest pocket, it will look equally smart paired chinos and lived-in denim.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Black Ben Sherman Lasting Moment L/S Shirt in Black Ben Sherman Lasting Moment L/S Shirt in Black $108.00

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Ben Sherman Lasting Moment L/S Shirt in Black

Ben Sherman Lasting Moment L/S Shirt in Black

$108.00

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Check off classic plaid from your must-have list with this great button-up from Ben Sherman. Boasting an adjustable single cuff and two finger button-down collar, the shirt promises a sleek and polished look. Its mod fit guarantees total comfort, topped off with bias check on its pocket and back yoke for the perfect touch of detailing. Pair with dark denim and a grey cardigan for a sophisticated, casual look.

This shirt is available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Branded Spade Pocket

Machine Wash


Page: 12

We're Canadian

This is just a sampling of amazing items that we carry and love. We get new arrivals in our physical shop daily.


Roadtrip is your destination for today’s top brands and best indie designers

24-B York Street, Ottawa
Canada K1N 1K2
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613.562.0992