A Prohibition Bar Crawl Through NYC

Man at the bar in the 1920s drinking, black and whiteWarning: This is not a budget-friendly post, but it will make you thirsty!

I love the 1920s—a lot. Midnight in Paris is one of my favorite movies. I had a Prohibition-era themed birthday party this year. I own vintage clothes. I listen to a lot of jazz. I’ve started taking swing classes. If I could live in any other time, I would pick 1920s NYC or Paris. The Jazz Age and I are buddies.

And that’s one of the reasons I love NYC so much—there are a lot of other people here who love the Jazz Age. There are events like the massive Jazz Age Lawn Party, swing dance clubs, Facebook groups, daily events, and lots and lots of Prohibition-style bars serving classic drinks while pumping out live jazz and swing music.

While the fancy cocktails they serve may not be cheap ($12–15 USD), I’m hooked on the atmosphere. Stepping into these bars with the music playing, people dancing, and everyone dressed the part transports me back in time to an era when things were classy, carefree, and fun.

And while you can find a million lists online of all the speakeasies in NYC, today I want to give you my perfect Prohibition-bar-crawl itinerary so you can channel your inner Fitzgerald or Louis Long, drown in delicious drinks, and Charleston the night away:

The Dead Rabbit (5:00–6:00pm)
People drinking at a dimly lit prohibition bar called The Dead Rabbit
Start at this bar in lower Manhattan, and make sure you go to the upstairs parlor. While not a traditional speakeasy (more an old-time pub), they make excellent, excellent 19th-century-style drinks, focusing heavily on dark liquors. The dark wood paneling and classically dressed staff provide an authentic atmosphere. They offer a $1 dollar oyster happy hour too.

Apotheke (6:00–7:00pm)
Apotheke's stylish interior bring 19th century Paris to New York
After slurping down oysters and drinks, head to this speakeasy institution in Chinatown. Mixologists in pharmacist-style clothes create complex cocktails inspired by the apothecaries and absinthe dens in 19th-century Paris. It’s like walking into a 19th-century pharmacy! Definitely get an absinthe (yes, it’s legal) drink here. Keep in mind that the dress code is strict, so dress nice.

Mulberry Project (7:00–8:00pm)
The Mulberry Project's beautiful bar with red stools is ready to be filled with thirsty New YorkersAlso located in Chinatown, this bar is hidden behind a lovely red door below an Italian restaurant. Mulberry Project serves bespoke cocktails—you tell them what kind of drink you want, and they make it for you. There’s no drink list, and what you get depends on the bartender. I’ve always been happy. They also serve tasty and filling food here, so this is a good place to get some food in you and sober up before continuing the bar crawl. Their newly redesigned patio, with its sleek tables, chairs, and shade trees, is perfect in summer.

The Back Room (8:00–9:00pm)
The Back Room has an elegant bar with a grand chandelier overhead, the perfect atmosphere for a prohibition bar
This is my favorite speakeasy/swing bar (and the location of my birthday party). Located in the Lower East Side, this bar is my happy place. After walking down an unmarked alley, you enter a huge room with vintage art, furniture, and chandeliers hanging on the wall. Jazz music plays most days of the week, and on Mondays, you’ll find people swing dancing the night away. Moreover, the bar serves drinks from teacups (they did this in the 20s to hide the fact that they were drinking), and there is a secret room behind the bookcase. Try the The Chippy Collins—best drink they make!

Death and Company (9:00–10:00pm)
A bartender serves fancy cocktails to patrons at Death and Company in NYC
My favorite bar in the city (introduced to me by Pauline Frommer), this speakeasy has a dark, Addams-Family feel to it, with its dimly lit, dark wood space. With a rotating list of cocktails, you never know what you’ll find, but I highly suggest you get their martini (gin, straight, with a lemon twist). It’s like drinking water. I’ve yet to find a better martini in my travels (and I drink a lot of martinis!). Their old fashioned is also really good. This place fills up quickly, so if there’s a wait, head down the street to the Gin Palace.

Raines Law Room (10:00–11:00pm)
The fancy interior of the Raines Law Room bar in NYC
In 1896, the New York State Legislature passed the Raines Law, which prohibited the sale of alcohol on Sunday except in hotels. Hotels were allowed to serve liquor if it was served during a meal or in the bedrooms. So bars put up curtains to create “rooms,” had a sandwich that was passed around during “lunch,” and became hotels overnight. Now the law is immortalized in the ever-popular Raines Law Room. Here you arrive at an unmarked black door and ring a bell. Someone asks, “How big is your party?” and you’re told to wait before you enter into a swanky hotel-style lounge, where you ring a bell on the wall every time you need a drink. If they’re full, they’ll let you wait at the bar until a seat’s available.

Little Branch (11:00–12:00am)
People drinking at the prohibition style speakeasy Little Branch in New York
Heading into the West Village, you’re probably feeling all those strong drinks by now, which is fine, because you’ll sober up as you wait in line for this place. Seating only twelve and taking no reservations, this bar can have a long wait, but once inside, you’re treated to live jazz music, an intimate setting, and creative and classic cocktails. Cash only.

Bathtub Gin (12:00–whenever!)
Girl sitting in a bathtub, a highlight of the popular NY speakeasy appropriately named Bathtub Gin
Heading up to Chelsea, we finish the night at the aptly named Bathtub Gin, where you can actually sit in a vintage-style bathtub! The owners place a lot of emphasis on authenticity, and you can see it in the decor and the staff’s attire. This hip speakeasy is one of the more lively ones on the list, as it has ample space, dancing, and live music, which is why we end the night here. They also serve delicious (but pricey) food.

Honorary Mentions for other great Prohibition-style bars go to:

  • Dutch Kills
  • Heath at the McKittrick Hotel
  • The Richardson
  • Angel Share

What about….?
Some of you might be wondering why I didn’t include the famous PDT (Please Don’t Tell) or Milk and Honey. Because I think they’re overrated. Sure, the drinks are good, but so are drinks everywhere else. PDT is cool because you have to pick up a secret phone in a hot dog shop to get in, but once inside, the atmosphere and drinks aren’t anything really special.

Remember the following:

  1. Dress nice—These places have semi-strict dress codes, so guys should go with pants, dress shoes, and a nice shirt. Some places won’t accept you if you’re wearing sneakers.
  2. Be prepared to wait—All these places are small and don’t take reservations.
  3. Don’t attempt this on a weekend —The crowds get too big!
  4. Go with a small group—If you come with a big group, you reduce the chance you’ll get a table.

So there you have it. My Prohibition bar crawl through a city synonymous with the Jazz Age. You’ll cover a lot of ground, so to make it to the end, try to limit your stay to one hour per place. Be sure to hydrate a lot!

Image credits: 1, 2, 3, 4, 5, 6, 7, 8, 9

  1. Don’t forget that on some nights Bathtub Gin has a fantastic (and free!) burlesque show, if you are going to break the budget prohibition style you might as well get entertained while you are at it!

  2. We absolutely love the 1920s, jazz and all that too–all of these spots look like so much fun! Definitely will check them out next time we are in NYC. I was just researching some 1920 style bars in Vegas the other day–not sure if they are all that great, but we will see soon!

  3. If only it was actually possible to visit all these places in the same night!

    I’d add Angel’s Share to this list. I think their drinks are up there with Apotheke and Raines Law Room.

    • NomadicMatt

      I visited ALL of those places in one night. It was a very long night! :)

      Angel’s Share is great. Their drinks are great but there’s only so many places to go in a night!

  4. So cool! We are staying with family in Everett Washington right now and it is a town full of old Prohibition bars. There is even a tunnel running under some of them where the illegal alcohol was smuggled. When we visit we always do what we call a Hewitt Run (the name of the street) where we go from hole in the wall bar to hole in the wall bar soaking up the atmosphere…and the beer of course.

  5. Hey Matt, I must say it’s a costly post. :) But the time one will spend at this place is really seems extraordinary. Thanks for sharing the post. Cheers!!!

  6. Oh my gosh! I love it! The 1920’s is my favorite and so are the classic cocktails. I work as a bartender for a craft cocktail bar and it has been a blast. I just love the feelings of speakeasies and frequent my local ones. When I get to NYC I just have to hit some of these places up!

  7. Epic list! This almost makes me wish I were back in the U.S., if just for a night. Wish I could find something like this here in Thailand…. then again, with the military rule some bars have started operating a bit like speakeasies.

  8. Michael Garland

    We have been to NYC a couple of times and have used your guide this last time.
    My ratings re: Ambience – Unique Entrance – Drink Quality – Vibe – 1 to 5
    Bathtub Gin- 4 -5-4-3
    Employees Only- 5 -5 – 5- 5
    Death and Co -4 -3 -5 -3
    PDT- 4-5-5-4
    The Back Room – (your fav) 5-5-3-4
    PEGU Club 3-3-4-3 (not really speakeasy i guess)
    The Raines Law – 5-5-5-5- (our fav)
    Next time we hit the rest we missed that are on your list. We must also follow your rules (i.e. one drink each – one hour).

    • NomadicMatt

      Thanks for sharing your experience. Totally agree that The Backroom doesn’t have the best drinks but if you go when they have the jazz band, the whole experience makes up for it!

  9. Rebecca

    Thank you. Very helpful. I’m having a 1930’s themed bachelorette party. Any more recommendations for fun places? Normally I would emphasize on good quality drinks…but for this party I’m more interested in the ambience. Thank you!

  10. Rebecca

    Okay thanks. And whats best for loud roudy dancing lol? Also have you ever been to the jane ballroom or the blind barber..and if so how are they?

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