Ol' Times

Ol' Times has been a fixture of the Central Florida cigar scene since 1988, and the word around Casselberry is that this small shop punches well above its size. Walk in and the whole place is essentially one giant humidor. Locals will tell you the selection is deep and wide, stocked with the major names alongside some genuinely hard to find sticks. You'll find Arturo Fuente, Ashton, Drew Estate, Aganorsa, Dunbarton Tobacco & Trust, and Córdoba & Morales on the shelves, plus harder to track down labels that keep serious smokers coming back.

Ask anyone who shops here and cigars are the main event, but this is also a real destination for pipe folks. They carry tobacco pipes, pouches, pipe tobacco, and the accessories to go with them. One regular said it plainly: if you're looking for cigar or pipe supplies, this is the place. Don't skip the no name cigars either, which people who shop here swear by as strong smokes for the money.

Prices are a big part of the appeal, and more than one person has called them the best in the city, reasonable enough that you'll want to stock up while you're there. The atmosphere is a big reason folks keep returning. It's a small, unassuming house with a lounge feel, a TV going, a shop dog wandering around, and fellow smokers happy to talk. The family that owns it has been at this for a long time, and regulars greet Alan and his son by name.

Clay gets a shout too. We've heard the staff described as knowledgeable and welcoming without a shred of pretension, the kind of place where a newcomer gets treated well rather than looked down on. A few longtime visitors are still getting used to a recent remodel, and once in a while someone catches a shorter answer than they hoped for, but the overwhelming sentiment is affection. With one of the strongest reputations for cigars in the area, Ol' Times is an easy recommendation for anyone in Casselberry.