Leonardtown Cigars

Taking a page from the Old Havana district of Cuba with its bright, fluorescent colors, craft cocktails, and premium cigars, Leonardtown Cigars is one of the latest examples of the Leonardtown, Maryland commercial renaissance.

With what appears to be a normal storefront from the outside, entrants quickly realize they’ve entered a festive, premium cigar destination once inside their doors. The upbeat music pumping through the speakers automatically moves you to dance a little on the way to the 600 square-foot walk-in humidor. After making your cigar selection, the bar area summons you as it features over 30 beers on tap and over 150 liquors for mixologists to craft your perfect pairing. And for a final touch of Cuban ambiance…a ’56 Dodge de Soto sitting in the spacious lounge area surrounded by humidified lockers. The Leonardtown Cigars atmosphere is carved from the pages of a travel magazine.

Owned and operated by Jeff Lustig and his wife Jacki (former owners of Tinderbox in Waldorf, MD), Leonardtown Cigars hosts an inclusive, South Floridian, party-like environment with a vibrant vibe, not just a loud gathering. They are confident in their offerings as the staff boasts that they “have a cigar and/or drink for everyone that visits.”

Leonardtown, MD is a military town as it is the home of the Leonard Hall Junior Naval Academy. Because many of their members are gone for months at a time for active duty, the staff maintains their lockers (120 for them for members), ensuring consistent humidity, rotating their cigars and providing them access to special releases that may have come out while they’re were away on assignment. First responders, active and retired military also receive discounts on cigar purchases.