Jerry's Cigar Shop & Ashton Lounge

Jerry's Cigar Shop & Ashton Lounge has been part of the Tallahassee cigar scene since 1993, and the word around town is that this is where serious smokers and curious first-timers alike end up. Ask anyone who shops here and Morris comes up almost every time. Regulars swear by his knowledge, and folks travel through on vacation just to stop in, some coming back year after year. One person who has smoked cigars for two decades called it simply his go to shop in the city, and that kind of loyalty tells you plenty.

The selection is what people talk about first. This is a genuine cigar shop, with a humidor kept in beautiful condition and names that stack up: Davidoff, Fuente, Opus X, Padron, and of course Ashton, the shop's namesake. Locals will tell you Morris can track down harder to find blends and pointed one gentleman toward the Ashton VSG when the Cabinet was out, a swap the fellow said turned into a new regular smoke for him. La Flor Dominicana fans have found their fix here too.

Along with the sticks, they carry tobacco pipes and the accessories you'd expect, from portable humidifiers to travel-ready cigar boxes. The Ashton Lounge is the other half of the story. People describe it as comfortable and inviting, the kind of place where fellow cigar smokers just sit back and relax. There's a craft beer selection that couples and newcomers to Florida have singled out, and the staff take real time walking you through the options if you're an old hand or brand new to the leaf.

We've heard the rare grumble about a single stick feeling past its prime, but even that person planned to come back and give the shop another try. For a relaxed cigar shop in Tallahassee with deep selection and staff who clearly love the craft, Jerry's has earned its strong reputation the honest way.