Pensacola Cigar Weekend, founded and hosted by The Herf Collective, is a premier destination experience where cigar culture, luxury lifestyle, and elevated entertainment come together in true Pensacola style.

Set in the heart of Pensacola, Florida, this unforgettable weekend brings together a vibrant and diverse community of cigar enthusiasts, tastemakers, professionals, travelers, and lovers of refined living for a curated celebration of connection, culture, and craftsmanship.

Guests can expect an exciting lineup of VIP-only experiences, live music, flavorful food, premium cigars, top-shelf spirits, immersive activations, stylish social moments, and unforgettable nightlife all designed to create an atmosphere that feels sophisticated, welcoming, and full of energy.

More than an event, Pensacola Cigar Weekend is a vibe. It is where conversations flow, new connections are made, brands come alive, and memories are created. From the first toast to the final smoke, this weekend celebrates the art of relaxation, camaraderie, and indulgence in a way only The Herf Collective can deliver.