Top Hat: A Cigar League. Indianapolis, since 2022.

The cigar starts the conversation.

A cigar league in Indianapolis for people who value the culture around the cigar: the knowledge, the stories, the pour, and the company you keep.

A lounge is a place. A league is something you belong to.

Top Hat started in 2022 when Scott Legg brought an idea to a few friends, and word of mouth did the rest. The founders wanted a brotherhood of their own: a culture that could move freely, gather anywhere, and make every evening worth remembering.

We don't compete with the city's lounges. We bring people to them, and beyond them. The league is the point. The cigar is what we have in common. The relationships are why we stay.

Founding members

“Unlike anything else. Every event should be memorable.”
Shelton Dickerson
“Fun, exclusive, one of a kind.”
Darrell Watford

The slow burn

A good cigar changes as it burns. So does a good night. Scroll to light it.

TOP HAT
  1. First third

    Knowledge

    Every cigar carries a story: the leaf, the land, the roller's hands. We learn it together. Cutting, toasting, lighting, and the patience of a slow draw.

  2. Second third

    Conversation

    Somewhere past the first inch, the talk gets good. Business, sports, style, and the stories that only come out after the second pour.

  3. Final third

    Connection

    The band comes off, and by now nobody at the table is a stranger. The cigar was the reason to sit down. The people are the reason we come back.

Find your pairing

Bourbon and a cigar should talk to each other, not over each other. Choose a wrapper and a pour to see how they get along.

Your cigar
Your pour
A crystal rocks glass of bourbon over ice

Habano with high-rye bourbon

Spice on spice

What happens around the cigar

Top Hat isn't tied to one room. We gather where the evening deserves it, from the city's best lounges to the road.

A lit cigar resting on a glass of bourbon
Member gatherings
Regular evenings for the league to sit, smoke, and catch up. Laughter, stories, sports, and style.
Cigar education
From your first cut to rare releases: terminology, etiquette, storage, and the craft behind the leaf.
Tastings and pairings
Curated flights of cigars with bourbon, coffee, food, and dessert.
Social affairs
Dress casual to formal, depending on the occasion. Drinks poured, smoke in the air, everyone welcome at the table.
Destination experiences
Travel with the league, beyond Indianapolis and beyond the ordinary night out.
Giving back
Mentorship, and scholarships for graduating seniors. The league's success should reach past the league.

You're invited into something distinguished.

Membership isn't open yet. When the doors open, invitations go first to the people on this list.

Proud. Connected. Welcomed. Distinguished. Knowledgeable. Valued.