New York · NYC SPEAKEASY AND BAR TOURS

15 NYC Speakeasy and Bar Tours to Build a Day Around

30 tours  ·  from $18

Every trip has one free day too few. These 15 nyc speakeasy and bar tours justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

NYC: Speakeasy Drinks and Prohibition History Tour - Starting at One Worldwide Plaza on 8th Avenue
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NYC: Speakeasy Drinks and Prohibition History Tour

1.Speakeasy Drinks and Prohibition History Tour

★★★★★★★★★★4.7 · 474 reviews · from $36Our pick

Spend three evening hours walking through Midtown and visiting three historic bars, lounges, or speakeasies. Your English-speaking guide, including guides such as Ariel, Ryan, Katherine, or Rori, connects cocktails with Prohibition, Gilded Age women, gangsters, and bootleggers. Entry is included, but drinks cost extra.

“10/10 would recommend! Fun guide and tour, 3 diverse speakeasies and good history with each one”

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Guided Speakeasy Walking Tour of New York City - Finding doors most New Yorkers miss
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Guided Speakeasy Walking Tour of New York City

2.Guided Speakeasy Walking Tour of New York City

★★★★★★★★★★4.5 · 336 reviews · 3 hours (approx.) · from $34

Join Alex’s Tours at 6pm for a three-hour, small-group walk through Lower Manhattan’s secret bars. Guides such as Alex, Lyonel, Lily, and Darius explain Prohibition while leading you through concealed doors, vaults, and unusual entrances. The $34 fee excludes drinks.

“The tour was alright. We went to 2/3 places because the last place was closed. The 2 we did go to were nice. The tour guide, Jett, can be rude though and I wouldn’t recommend this to my friends for fear they’d have a similar experience.”

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The Speakeasy Adventure: A Tipsy Trip Through History - Starting near Restaurant Row and Times Square
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The Speakeasy Adventure: A Tipsy Trip Through History

3.The Speakeasy Adventure: A Tipsy Trip Through History

★★★★★★★★★★5.0 · 220 reviews · 3 hours (approx.) · from $38Top rated

Join a local guide such as Ryan, Ariel, Kate, Tim, or Emily for a three-hour Midtown walk through Restaurant Row, Times Square, and three historic-style bars. Expect Prohibition stories, express entry, one included drink, and cocktails or beer available at your own cost. Bring photo ID and dress upscale casual.

“Kate so charismatic and kind! She brought something special to the presentations, both in history and the drinks recommendations 💕. I was so surprised to see the Broadway items at the Blue Room, so it felt really exclusive and like a cool experience. I highly suggest talking with and bonding with your whole group because you’ll be all laughing together by the second bar!!”

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Speakeasy Drinks and Prohibition History Tour NYC - The middle stop can be more polished than secret
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Speakeasy Drinks and Prohibition History Tour NYC

4.Speakeasy Drinks and Prohibition History Tour NYC

★★★★★★★★★★4.5 · 204 reviews · 3 hours (approx.) · from $38

Join a licensed local guide such as Ryan, Ariel, Walter, or Katherine for a three-hour Midtown walk through three cocktail venues. Expect Prohibition and Gilded Age stories, preferred entry, about $20 drinks, an upscale-casual dress code, and a maximum group of 18.

“So much fun! The guide gave great history and recommendations. He was patient and adjusted to conditions on the fly. This was a great tour and an amazing way to end the evening. Highly recommend.”

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NYC: Night Out Prohibition History Bar and Speakeasy Tour - Meeting at 825 8th Avenue without getting lost
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NYC: Night Out Prohibition History Bar and Speakeasy Tour

5.Night Out Prohibition History Bar and Speakeasy Tour

★★★★★★★★★★4.6 · 128 reviews · 3 hours · from $36

Walk from 825 8th Avenue to Times Square, stopping at three Midtown bars, pubs, lounges, and speakeasies. Guides such as Ariel, Ryan, Sarah, and Jack share stories about immigration, politics, and Prohibition while arranging preferred entry. Drinks and food cost extra.

“We had a great time! Ryan was funny and made the whole tour a fabulous time. His stories were interesting, and he was just so friendly and welcoming. We loved the Woo Woo bar! So much fun!”

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New York City Sunset Cocktail Cruise on Small Yacht - The Hudson at sunset, with Manhattan turning gold
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New York City Sunset Cocktail Cruise on Small Yacht

6.New York City Sunset Cocktail Cruise on Small Yacht

★★★★★★★★★★5.0 · 71 reviews · 1 hour 30 minutes (approx.) · from $85

Board Classic Harbor Line’s small yacht at Pier 62 for a 90-minute sunset cruise past the Empire State Building, Brooklyn Bridge, One World Trade Center, and Statue of Liberty. You’ll get one cocktail, beer, wine, Champagne, or soft drink, plus light charcuterie. The boat has an enclosed cabin and open bow.

“Great cruise with small crowd and beautiful yacht ! Informative captain and second mate, they were very knowledgeable”

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Secret bars and Speakeasy NY experience - Alex and the Prohibition stories
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Secret bars and Speakeasy NY experience

7.Secret bars and Speakeasy NY experience

★★★★★★★★★★4.4 · 50 reviews · 3 hours · from $35

Join Alex for a three-hour, small-group walk through three concealed Lower Manhattan bars. Expect secret doors, alley entrances, Prohibition stories, and skip-the-line access. Drinks and food cost extra, and all participants must be at least 21 with photo ID.

“Outstanding locations and such a kind, knowledgeable guide! Fantastic tour!! I’d recommend this tour to anyone who wants to experience speakeasies you would never find on your own and learn so much about each. It was incredible.”

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Greenwich Village Literary Pub Crawl - Stonewall and Marie’s Crisis Café: important stories, different kinds of stops
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Greenwich Village Literary Pub Crawl

8.Greenwich Village Literary Pub Crawl

★★★★★★★★★★5.0 · 48 reviews · 3 hours (approx.) · from $49

Walk Greenwich Village with local actor-guides such as Malka, Miranda, Rob, or Camber, stopping at storied pubs and literary landmarks tied to Thomas Paine, Dylan Thomas, E. E. Cummings, T. S. Eliot, and Allen Ginsberg. Drinks cost extra, and you must be 21 or older.

“Our tour guide Camber was great! I learned so much. I enjoyed each of the bars we stopped at. We talked about authors ranging from Thomas Payne to Allen Ginsberg.”

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Hidden Bar and Speakeasy Night Tour NYC - Starting near 825 8th Avenue
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Hidden Bar and Speakeasy Night Tour NYC

9.Hidden Bar and Speakeasy Night Tour NYC

★★★★★★★★★★5.0 · 48 reviews · 3 hours (approx.) · from $38

Spend about three hours visiting three historic Midtown bars and speakeasies with a local guide such as Ryan, Kate, Ariel, or Emma. Expect Prohibition stories, distinctive venues, express entry, and time to buy drinks. The group can include up to 16 people, and upscale casual dress is required.

“Absolutely great. Met some lovely people. The host, Kate, is amazing! The three bars we visited were very interesting and had delicious cocktails.”

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New York City: City Cruises Alive After Five Cocktail Cruise - The first views: Lower Manhattan and the East River
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New York City: City Cruises Alive After Five Cocktail Cruise

10.City Cruises Alive After Five Cocktail Cruise

★★★★★★★★★★3.9 · 42 reviews · from $66

Set sail from Pier 15 for a two-hour evening happy-hour cruise with a DJ, open-air rooftop seating, dancing, games, and views of the Brooklyn Bridge, Lower Manhattan, Ellis Island, and the Statue of Liberty. Drinks and food cost extra.

“Being a “cocktail cruise” we thought we would get at least one cocktail included but you had to buy any drink or food you wanted on board. Additionally the trip started at 6pm and finished at 7.30pm so not the 2 hours we were promised and expecting. Having said the above, it was an enjoyable experience with nice music, dancing and we met and chatted to some really nice people.”

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NYC Pub Crawl and Rooftop Clubbing Experience - Meeting near Bowery and East Houston
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NYC Pub Crawl and Rooftop Clubbing Experience

11.NYC Pub Crawl and Rooftop Clubbing Experience

★★★★★★★★★★4.1 · 39 reviews · from $28

Meet English-speaking hosts near Bowery and East Houston, visit four New York bars and clubs, enjoy included shots and drink deals, then finish at a multi-level rooftop club in lower Manhattan. You get venue entry, fast-track security, and can stay at the final club as long as you like.

“As the tour guide was walking very fast, she didn't pay attention to the group at all. What's more, she was going so fast in windy weather that I fell on my hand and broke my wrist and had to go to hospital as an emergency. In other words, I didn't get to experience it at all.”

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NYC: Drunk Shakespeare Ticket - Live Theatre and Cocktails - The first drinks and the full-service bar
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NYC: Drunk Shakespeare Ticket – Live Theatre and Cocktails

12.Drunk Shakespeare Ticket – Live Theatre and Cocktails

★★★★★★★★★★4.8 · 31 reviews · 1h 30m · from $49

At The Ruby Theatre near Bryant Park, five professional actors perform Shakespeare with one cast member taking five shots before tackling a major role. You sit in an intimate library filled with more than 10,000 books, order cocktails from the full-service bar, and may help shape the evening.

“Enjoyable night. Actors were great and fun. All seats have good views. Drinks were delicious.”

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Underground Brooklyn Walking Brewery Tour - Wild East Brewing Co starts with farmhouse character
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Underground Brooklyn Walking Brewery Tour

13.Underground Brooklyn Walking Brewery Tour

★★★★★★★★★★4.5 · 31 reviews · 3 hours 30 minutes (approx.) · from $99

Spend about three and a half hours with City Brew Tours NYC visiting three Brooklyn breweries. Taste farmhouse ales, hazy IPAs, sours, pilsners, and more, with snacks and a MetroCard included. Groups are capped at 15, and guide Eddi Davila has earned praise for making the outing social and personal.

“This experience was canceled two days before. We were unable to rebook or find an alternative with such short notice. Shame because we were really looking forward to the tour.”

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Hudson Valley Craft Brewery Bike Tour - Six hours on the North County Trailway
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Hudson Valley Craft Brewery Bike Tour

14.Hudson Valley Craft Brewery Bike Tour

★★★★★★★★★★5.0 · 23 reviews · from $169

Join Lukas and Laura for an eight-hour, small-group bike ride from Brewster through the Hudson Valley to Captain Lawrence Brewing Company. Bring your own bike or arrange a rental, enjoy a picnic lunch and supported trail stops, then taste up to 10 beers before a shuttle returns you to North White Plains.

“I've done a lot of organized bike rides over the years and this was truly one of the best. Lucas and Laura are a great team. The information provided prior to the ride, as well as the day of the ride, was well organized. The rest stops, lunch and the final stop at Captain Lawrence Brewery were all very well planned. I highly recommend doing this ride.”

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Best of NYC Drag - Drag Bar Crawl with Drink - The first show: a taste of New York drag
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Best of NYC Drag – Drag Bar Crawl with Drink

15.Best of NYC Drag – Drag Bar Crawl with Drink

★★★★★★★★★★5.0 · 20 reviews · 2 hours 30 minutes (approx.) · from $49

Meet guides such as Justin, Miss JAE, or Alex in Hell’s Kitchen for a welcome drink, nightlife stories, and drag performances before ending at Industry Bar with music and dancing. The group is capped at 10, making this a friendly introduction to New York’s drag scene.

“I think my daughter and I were the only straight people there. We had a great time. Alex was a great guide.”

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