Between newcomers Hanoi Hannah Express Lane, Fonda Mexican and Huxtaburger, the Windsor end of Chapel Street is quickly turning into a hub of venues stepping up your late-night, fast-food options.

The latest addition is Boston Sub, a sister venue to the nearby American-themed cocktail bar, Kid Boston. The main offering is subs and poutine, the Canadian version of fries topped with gravy and cheese curds. Heaping portions of pulled pork, beef or roasted vegetables in a crusty roll, with crunchy coleslaw or pickles on the side, will make for a satisfyingly messy fix for the late-night munchies.

But there’s more. Open up the cool-room door behind the sandwich counter and you’ll discover a secret entrance into a hidden cocktail bar, Jungle Boy. Its dim lighting, hanging plants, snarling animal heads on the walls and cocktails served in tiki mugs will make you feel like you’re at a tropical-themed house party.

Owners Ryan Simpson and Adam Paurini, previously of The Croft Institute and Jacques Reymond respectively, are inspired by the quiet dive bars and speakeasies of New York.

“I lived in New York for a while and always wanted to set up a speakeasy-style venue,” Simpson explains. “We want people to come in to Boston Sub for a snack and if they’re looking to have another drink we can show them through our fake cool-room door and into a totally different venue.”

Despite the seemingly obscure choice of themes for this two-in-one venue, somehow the combination of Canadian hot chips, New York-inspired subs and a tiki bar really works.

Boston Sub / Jungle Boy
96 Chapel Street, Windsor

Wed & Thurs 11am–12am
Fri & Sat 11am–2am
Sun 11am– 2am