4.6Andy's Jazz Club
River North · Chicago, IL · 0.2 mi
A former newspapermen's tavern that has run live jazz since the fifties — three sets a night, no attitude.
Jazz Room
Illinois / Chicago
Three Dots and a Dash
An alley of glowing skulls leads down to the loudest, most generous rum room in the Midwest.
Getting in
Find the alley off Hubbard, follow the skull-lit stairs down.
Order this
Three Dots and a Dash
Your passport
Tiki Lounge rooms like this one are catalogued across the trail — see every tiki lounge bar.
Keep the night going
Nearest doors
4.6
4.5The Berkshire Room
River North · Chicago, IL · 0.2 mi
Leather wingbacks, a smoking-jacket mood, and a Dealer's Choice card that lets you order by adjective.
Hotel Bar
4.4The Drifter
River North · Chicago, IL · 0.4 mi
A former Prohibition-era hideaway beneath a River North tavern, where the menu is a deck of tarot cards and the cabaret runs between rounds.
Hidden Door
4.5Milk Room
The Loop · Chicago, IL · 0.7 mi
Eight seats in a room that sold milk during Prohibition, now pouring bottles older than the building's current name.
Hotel Bar
The Gear Room
Drink like Three Dots and a Dash at home
Smuggler's Cove: Exotic Cocktails & Tiki
The definitive tiki text: rum categories, syrups, and why your mai tai tastes wrong.
$28–35Find it →
Tiki Cocktail Kit
Orgeat, falernum and grenadine — the three syrups every tiki drink secretly depends on.
$40–70Find it →
Ceramic Tiki Mugs
Opaque on purpose: the drink is a secret, the vessel is the show.
$30–60Find it →
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