Kit: Triumph TR6

All Saints Cormorant Denim Jacket

This garment-dyed black denim jacket is slim cut, slightly beat up and full of mystery, just like your vintage TR6. It’s just the kind of denim jacket that’s right for vintage British driving; an oversized, acid-washed version from the ’80s, on the other hand, would instantly teleport you to the driver’s seat of a Trans Am with a drooping headliner, and we all know that’s not the goal here.

No goofy logos for you. You want all of the attention on your properly British convertible. J.Crew’s update on the classic henley is both vintage in style and modern with its twisted cotton yarns, giving it more character than your run-of-the-mill henley.

When the top drops on your TR6, keep your hair and your sensitive scalp intact with this great tactical hat. It’s vented for coolness and perfect for a windy drive in the countryside, but the built-in sweatband will catch most perspiration if the sun’s working overtime, and its 1000D Cordura military-grade fabric will survive being blown off into the interstate at 90 mph.

You like comfort and class, and this grey leather version of the ubiquitous Desert Boot provides both, along with a dose of dusk. The spongy crepe sole is the pinnacle of comfort, while the thin cut keeps pedal feel up. For day or night drives, it’s just right. No tassel loafers are allowed on your drive, or anywhere near you, really.

Your sunglasses need to be as unpretentious as your car, and the Ray-Ban Folding Aviator brings ultimate portability to some seriously classic shades. Polarized lenses keep the glare down as you nail the curves, and the tubular metal temples fold into a dinky case — because, admit it, there’s not a ton of room in that TR6.

Your search for a somewhat obscure and under-the-radar stylish watch is over. Tutima has taken their classic, aviation-inspired chrono into the 21st century. The in-house Tutima Caliber 330 automatic movement is a wonder of smoothness and coated in a slick antique grey; the stainless steel case is both polished and brushed; the 43mm size of it is just right; and the coin edge bezel and cathedral hands add some flair to the basic dial with military numerals. Now check the time. That’s right. It’s time to drive.

Duffels and roadsters go together like Earl Grey and cucumber sandwiches. Made with cotton and linen canvas and leather, Hack Lederware’s bag has character for miles and is big enough for a cruise that turns into a journey. Plenty of pockets and a detachable linen messenger strap make it convenient and easy to carry when the load gets heavy.

Vintage British roadsters are known for two things: style and a supreme lack of reliability. But if you’re prepared for the worst, you might just head off catastrophe (and body rot) at the pass. This official workshop manual will provide hours of productivity and possibly prevent you from pushing your car down an embankment. Plus, it’s sized for your glovebox, which means they expect you to do most of your work on the road.

This 91-piece mechanics tool set — warrantied for life — is just what you need to handle most takes short of a transmission rebuild. Packed with wrenches, ratchets, extensions, pry bars and hex keys in standard and metric sizes, the only thing it doesn’t include is patience.

Keeping a huge toolbox in your roadster’s tiny trunk is probably a bad idea, unless you think your beer paunch will balance things out in the front-to-rear weight ratio department. If not, a smaller tool roll is just what you need. Carhartt’s roll has 18 pockets in total, with three large closures and a water repellent finish to keep moisture out — even if that moisture is from your tears after you see smoke coming from the bonnet.