Sterling Cigar Lounge & Bar

Four floors up, reached by a private elevator — the polished end of 7th Avenue, where you can smoke exactly where you sit.

Sterling is the newest room on the strip, and the most deliberate. It skips food entirely, which by Florida rule means the cigar comes with you everywhere — the lounge, the bar, the balcony over Ybor. The result is a room designed around the smoke rather than apologizing for it, and Cigar Aficionado took note.

The Room

Considered down to the detail: a beautifully built humidor, comfortable seating, and staff who actually know what's in it. Live music on select nights gives it a pulse without ever tipping into noise. This is the room to bring someone you're trying to impress.

The Bar

A proper full bar — the piece so many lounges get wrong — poured by people who understand what belongs beside a long ash. Come for the cigar; stay because the drink in your hand was made with the same care.

Why We Picked It

Because it's the arrival end of Ybor — the room that proves the neighborhood's heritage can wear a jacket. Where Long Ash is craft you can watch, Sterling is the evening you settle into when you want the polish to match the tradition.