Speakeasies in Boston worth going out for.

These 27 activities are worth leaving the house for.
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Loyall Counting Room: Cocktail Bar & Speakeasy at InterContinental Boston

Loyall Counting Room: Cocktail Bar & Speakeasy at InterContinental Boston

November 6 at 5pm +31

Loyall Counting Room · Downtown • $$

Whisper a password, slip through a secret door, and land in a colonial-rebel hideaway inside the InterContinental. Solo bartender Rey pours history-soaked cocktails like Laphroaig with coconut rum and tobacco bitters.

89 Charles: Subterranean Cocktail Bar & Speakeasy

89 Charles: Subterranean Cocktail Bar & Speakeasy

Every day at 5pm from Mar. 1 to Dec. 31

89 Charles · Beacon Hill • $$

Descend into a Gatsby-inspired hideaway where Art Deco meets old Hollywood glamour. Expertly crafted cocktails and warm olives await in this subterranean Beacon Hill spot.

Lao Food Pop-up

Lao Food Pop-up

October 1 at 5pm - December 31

Shore Leave · South End • $$

Chef Veo Robert brings his Laotian pop-up to the South End, serving crispy pork belly, green papaya salad, and grilled prawns. The spicy, bold menu pairs perfectly with Shore Leave’s signature tropical cocktails.

Shore Leave

Shore Leave

South End • $$

Descend a few flights and land in a Polynesian daydream: kitschy decor, strong tropical drinks, and a sushi menu that skips the California rolls in favor of wagyu skewers and dan dan noodles.

Bogie's Place

Bogie's Place

Downtown • $$$$

Slip behind the red curtain and discover a playful cocktail lounge where the drinks are inspired by childhood toys. The cozy speakeasy setting makes every round feel like a delicious secret.

Extra Dirty Cocktail Club

Extra Dirty Cocktail Club

North End • $$$$

Descend past the fox door to a cocktail journey where four drinks, each matched with a course, unfold over two hours. The bartenders here talk about drinks as journeys, not just flavor profiles.

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Frequently asked questions

How are these speakeasies in Boston chosen?

I go through what's actually on nearby and keep only the ones worth the trip. Nobody pays to be on this list.

Is everything here still happening?

Finished events drop off the list. Check the listing for times and booking details before heading out.

How can Outgoing help me find something I’ll actually want to do?

Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.

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Is Outgoing free?

Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.

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