New York City’s drinking tours offer authentic local experiences beyond typical tourist spots. Three standout options deliver excellent value and memorable evenings: The West Village Pub Crawl showcases historic taverns and local watering holes, while the Greenwich Village Literary Pub Crawl combines culture with craft beer in former haunts of famous writers. For a prohibition-era adventure, the East Village Speakeasy Tour reveals hidden bars behind unmarked doors.
Most tours last 3 hours, cost $35-64, and keep groups manageable at 40 people max. You’ll get drink specials and avoid waiting in lines at popular spots. Wheelchair-accessible routes are available.
I especially love the Literary Pub Crawl for its perfect blend of history and hoisting a pint – the entertaining guides bring Greenwich Village’s artistic past to life between stops.
Let’s explore the best Big Apple drinking tours worth your time and money.
Good To Know
- NYC’s West Village Pub Crawl offers a high-rated, social experience with up to four venues featuring activities like ping pong, karaoke, and live music.
- Brooklyn Literary Pub Crawls explore bars frequented by renowned writers, highlighting literary heritage and architectural landmarks.
- The East Village Speakeasy Tour takes guests to three secret bars, providing history lessons and specialty cocktails.
- The Little Italy Prohibition Pub Crawl visits up to four operating speakeasies, focusing on mob and gangster history.
- Themed tours like the NYC Boos and Booze Haunted Pub Crawl offer unique experiences by exploring haunted nightlife in Greenwich Village.
NYC West Village Pub Crawl
What better way to experience the vibrant nightlife of New York City’s West Village than on a guided pub crawl?
The NYC West Village Pub Crawl offers a lively tour through the neighborhood’s iconic bars. This 93% traveler-recommended experience takes guests to up to four venues featuring ping pong, karaoke, and live music.
Along the way, you’ll learn about the history of the area’s bars while enjoying free admission, exclusive drink deals, and even a complimentary shot at select locations.
With a maximum of 40 travelers per group, this 9 PM tour on West 3rd Street promises an evening of socializing and exploring the West Village’s after-dark scene.
Read our full review: NYC West Village Pub Crawl Review
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The Bar Crawl and History Experience!
The Secret Speakeasies and History Experience offers travelers a captivating tour through New York City’s historic bars and hidden speakeasies.
With a maximum group size of 15, the tour provides free admission and express entry to at least three iconic venues, accompanied by a dedicated, licensed guide.
Guests can enjoy the unique history of the Prohibition Era, enjoying alcoholic beverages available for purchase.
While not wheelchair accessible, the tour requires a moderate fitness level and an upscale casual dress code.
With an impressive 95% recommendation rate and a Badge of Excellence, this experience is perfect for cocktail enthusiasts and those interested in exploring NYC’s rich history.
Read our full review: The Bar Crawl and History Experience! Review
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Ultimate Rooftop Bar & Lounge Night Tour NYC
Travelers seeking to experience the vibrant nightlife of New York City can embark on the Ultimate Rooftop Bar & Lounge Night Tour.
This 3-hour or more tour takes visitors to three unique bars, lounges, and rooftop venues. With a knowledgeable host guiding the way, guests can enjoy express entry and explore the city’s lively social scene.
The tour covers a walking distance of 5-8 minutes between stops, allowing participants to fully enjoy the experience.
While the tour has received positive feedback for its fun group dynamics, informative hosts, and impressive venues, some guests have expressed concerns about high drink prices and perceived lack of value.
Read our full review: Ultimate Rooftop Bar & Lounge Night Tour NYC Review
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Greenwich Village Literary Pub Crawl
For those seeking a more literary experience of New York City’s vibrant nightlife, the Greenwich Village Literary Pub Crawl offers an engaging journey through the neighborhood’s rich history.
Over the course of 3 hours, this 5-star rated tour takes visitors to the former haunts of renowned writers, poets, and playwrights.
Expert guides provide commentary at each stop, while participants have the opportunity to purchase drinks at the local pubs.
With a maximum group size of 25 and starting at $49 per person, this tour is a must for lovers of literature and lively conversation.
Just be sure to dress appropriately and bring cash, as many pubs are cash-only.
Read our full review: Greenwich Village Literary Pub Crawl Review
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Speakeasy Bar & History Night Tour NYC
A nighttime speakeasy-hopping excursion through New York City’s storied past, the Speakeasy & Bar Night Tour NYC offers an immersive glimpse into the city’s Prohibition-era underworld.
Led by local experts, the 3-hour tour visits three historic bars, pubs, and speakeasies, granting guests free admission and express entry.
While drinks and food are purchased separately, the tour includes gratuity.
With a maximum group size of 16, the experience caters to those 21+ with valid ID.
Though not wheelchair accessible, the tour involves a fair amount of walking.
Read our full review: Speakeasy Bar & History Night Tour NYC Review
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4 Hours Friending and Bar Hopping as Local New Yorkers
Though not wheelchair accessible, the 3 Hours Friending & Hangout as Local New Yorker experience invites travelers to connect with local New Yorkers and explore the city’s vibrant nightlife.
Based at The Bean Cafe, the 3-hour activity involves friending, gaming, and food crawling. Participants receive a wristband signifying their openness to connect within the GEM community.
With a maximum of 100 travelers, the experience isn’t recommended for those with certain medical conditions. Priced from $5 per person, the activity offers free cancellation and a reserve now, pay later option.
Boasting a 5-star rating from over a dozen reviews, this tour is a popular way for solo travelers to quickly make new friends and experience New York like a local.
Read our full review: 4 Hours Friending and Bar Hopping as Local New Yorkers Review
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New York Harbor Craft Beer, Manhattan Skyline Sailing Cruise – New York City
The NYC Craft Beer Sail aboard the Clipper City tall ship offers travelers a unique opportunity to experience New York City’s vibrant harbor and skyline while sampling a flight of six local craft beers.
The 158-foot-long vessel can accommodate up to 149 passengers, providing stunning views of the Statue of Liberty, Ellis Island, and Manhattan’s iconic skyline.
The tour includes transportation, a selection of craft beers, an expert captain and crew, and all taxes and fees.
While gratuities and additional alcoholic beverages are available for purchase, the overall experience is praised for its friendly staff, beer variety, and scenic views, making it a popular choice for an afternoon of fun in the city.
Read our full review: New York Harbor Craft Beer, Manhattan Skyline Sailing Cruise – New York City Review
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Rooftop, Speakeasy and Bar Tour: Hell’s Kitchen NYC
Midtown Unleashed – A Local’s Night Out takes visitors on an immersive tour through the heart of Hell’s Kitchen, exploring the neighborhood’s vibrant rooftop lounges, hidden speakeasies, and lively bars.
This $37 per person experience offers free admission, express entry, and guided insight into New York City’s history. Participants must be at least 21 years old and adhere to an upscale casual dress code.
The tour isn’t wheelchair accessible and requires a moderate fitness level. With a maximum group size of 15, travelers can enjoy a personalized night out complete with gratuities and panoramic city views from a rooftop lounge.
Read our full review: Rooftop, Speakeasy and Bar Tour: Hell’s Kitchen NYC Review
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NYC Skyline Lights Happy Hour and Cash Bar
Typically, the NYC Skyline Lights Happy Hour and Cash Bar cruise offers travelers a 90-minute journey around New York Harbor.
The route takes passengers within 100 feet of the Statue of Liberty and Ellis Island, as well as alongside both sides of Manhattan.
With a maximum of 300 travelers, the cruise provides outdoor and indoor seating, a guide with English and Spanish commentary, and a cash bar on board.
Passengers can purchase food and drinks, but gratuities aren’t included.
The cruise is wheelchair accessible for push-wheelchairs, and service animals are allowed.
Prices start at $49.99 per person, with free cancellation up to 24 hours before the experience.
Read our full review: NYC Skyline Lights Happy Hour and Cash Bar Review
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New York Ghosts Boos and Booze Haunted Pub Crawl
As the sun sets on New York City, travelers embark on a captivating journey through the haunted streets of Greenwich Village during the New York Ghosts Boos and Booze Haunted Pub Crawl.
For $23.20 per person, groups of up to 20 guests aged 21 and over can sip on spirits while learning about NYC’s ghostly history from a local guide.
The 2-hour tour visits establishments known for paranormal encounters, uncovering lesser-known haunts and insights into the neighborhood’s past.
With mixed reviews, this experience offers an engaging mix of history, storytelling, and libations, though some may desire a stronger focus on the drinking aspect.
Read our full review: New York Ghosts Boos and Booze Haunted Pub Crawl Review
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The Luxury Bar and Rooftop Crawl Downtown NYC
Travelers seeking an elevated nightlife experience in downtown New York City can embark on the Luxury Bar and Rooftop Crawl.
This guided tour explores the Lower East Side and Chinatown, focusing on immigrant culture and history beyond the typical tourist attractions. Led by a licensed expert in NYC culture, history, and nightlife, the group visits cocktail lounges, rooftops with panoramic views, and unique venues at sunset.
Guests enjoy free admission and express entry to all venues, with alcoholic beverages available for purchase. The tour is wheelchair and stroller accessible, but not recommended for travelers with back problems or serious medical conditions due to the moderate walking involved.
Read our full review: The Luxury Bar and Rooftop Crawl Downtown NYC Review
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Brooklyn Literary Pub Crawl
For those interested in exploring the literary heritage of Brooklyn, the Brooklyn Literary Pub Crawl offers a captivating journey.
This 3-hour walking tour takes participants through the neighborhoods of Brooklyn Heights, Cobble Hill, and Boerum Hill, stopping at bars frequented by renowned writers.
Along the way, the professional guide shares passages from literary works and provides insights into the area’s urban planning and architectural landmarks.
With a maximum of 25 travelers, the tour offers an intimate experience. Priced at $49 per person, it’s a bargain for the immersive experience.
Reviewers praise the guide’s knowledge and engagement, making this pub crawl a must-do for book lovers visiting New York City.
Read our full review: Brooklyn Literary Pub Crawl Review
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East Village Speakeasy (Secret Bars) Experience
What better way to experience the hidden speakeasies of New York’s East Village than on the East Village Speakeasy (Secret Bars) Experience?
This 3.5-star rated tour takes you on a journey through the neighborhood’s back alleys and unmarked doorways to discover the city’s best-kept drinking spots.
For $35 per person, you’ll explore three secret bars, learning their history and enjoying specialty cocktails.
The tour starts at 4:45 PM on East 9th Street and ends near the Essex Delancey subway station.
While not wheelchair accessible, the tour allows service animals and is suitable for most travelers.
Booking is easy, with a reserve now and pay later option available.
Read our full review: East Village Speakeasy (Secret Bars) Experience Review
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Lobster and Beer Sail in New York City
Departing from Pier 17 in the heart of the South Street Seaport, the Lobster and Beer Sail in New York City offers a unique way to experience the city’s iconic waterfront.
Aboard the largest classic tall ship in the US, passengers can savor Maine-style lobster rolls and unlimited craft beers while taking in breathtaking views of the Manhattan skyline and New York Harbor.
This 2-hour cruise accommodates up to 150 people and is accessible for those with special needs.
Participants must be 21 or older with valid ID to consume alcohol.
Subject to weather conditions, this experience provides a delightful blend of food, drinks, and stunning scenery on the open waters.
Read our full review: Lobster and Beer Sail in New York City Review
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Little Italy Prohibition Pub Crawl
The Little Italy Prohibition Pub Crawl takes travelers on a 3-hour journey through the historic district’s speakeasies and watering holes.
For $64 per person, visitors explore up to 4 operating speakeasies and learn about the area’s mob and gangster history.
The tour visits notable venues like one famous from “Sex in the City” and another known for good pizza.
While food and drinks aren’t included, alcoholic beverages can be purchased along the way.
This walking tour is wheelchair and stroller accessible, operates in all weather, and has a maximum of 10 participants.
With 2 reviews and a 3.0 rating, it provides an immersive speakeasy experience in New York City.
Read our full review: Little Italy Prohibition Pub Crawl Review
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NYC: Statue of Liberty & Skyline 90 Min Sunset Cruise & Cash Bar
This 90-minute sunset cruise from Pier 15 in New York City offers travelers a unique opportunity to witness the iconic Statue of Liberty and the city’s stunning skyline.
The cruise departs from Pier 36 and returns to the same location, with a recommended arrival time 15 minutes prior to the scheduled departure.
Onboard, guests can enjoy a cash bar and food, and the cruise is wheelchair and stroller accessible.
The tour features an audio guide available in multiple languages, and passengers can capture photos of the Brooklyn and Manhattan Bridges, Lower Manhattan, and Ellis Island.
However, reviews suggest there have been issues with cleanliness and difficulty finding the dock.
Read our full review: NYC: Statue of Liberty & Skyline 90 Min Sunset Cruise & Cash Bar Review
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Lower East Side Prohibition Pub Crawl
A captivating three-hour prohibition pub crawl allows visitors to experience Manhattan’s vibrant Lower East Side during the roaring twenties.
Guests will tour original speakeasies and modern hidden bars that require a secret password for entry, while learning about notorious gangsters and the lively party scene of the prohibition era.
The tour highlights include a visit to a speakeasy hidden behind a pawnshop and a complimentary glass of Champagne.
However, past reviews suggest the tour may not always meet expectations, with one traveler reporting a disappointing experience due to a no-show tour guide.
The tour isn’t wheelchair accessible, but stroller-friendly and allows service animals.
Read our full review: Lower East Side Prohibition Pub Crawl Review
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Broadway Prohibition Pub Crawl
Visitors can embark on a captivating Broadway Prohibition Pub Crawl, a 3-hour historic exploration of New York’s Midtown area during the roaring 1920s.
This guided tour takes participants to three notable bars, including the hotel where the famous Bloody Mary was invented.
Along the way, travelers will learn about famous speakeasies and notable figures from old Broadway.
While the tour has received mixed reviews, with some participants feeling the value didn’t match the $64 price tag, it remains an intriguing option for those interested in delving into New York’s Prohibition-era past.
Advance reservations are recommended, and free cancellation is available up to 24 hours prior.
Read our full review: Broadway Prohibition Pub Crawl Review
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The Edgar Allan Poe Pub Crawl
One of New York City’s most unique pub crawl experiences is the Edgar Allan Poe Pub Crawl. This small-group tour focuses on the life and tales of the renowned writer, covering key locations from Greenwich Village to Broadway.
Participants will visit haunted sites, Poe’s drinking spots, and venues where he held poetry readings. A complimentary cocktail is included, and the tour is wheelchair accessible.
However, past reviews have been disappointing, citing issues with the guide’s tardiness, poor navigation, and reliance on scripted notes. The host has acknowledged the feedback and offered a discount code for a future tour.
Read our full review: The Edgar Allan Poe Pub Crawl Review
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New York City: Night Skyline Cruise With Cash Bar
Departing from Pier 36 in New York City, the 60-minute Night Skyline Cruise allows travelers to enjoy breathtaking views of the city’s iconic landmarks.
With a maximum capacity of 300, the tour offers a cash bar and is accessible to most, including those with service animals and wheelchairs.
However, based on recent reviews, the experience has faced challenges, with the tour reportedly cancelled without prior notice and refunds proving difficult to obtain.
Plus, other companies continued operating in similar weather conditions, leading to customer frustration.
While the tour may provide an opportunity to see the New York City skyline at night, potential travelers should carefully consider the recent reviews before booking.
Read our full review: New York City: Night Skyline Cruise With Cash Bar Review
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NYC: Happy Hour Sightseeing Cruise With Cash Bar
The NYC Happy Hour sightseeing cruise provides an opportunity to experience the city’s iconic landmarks from the water. The one-hour cruise departs from Pier 36, offering views of the Brooklyn Bridge, Statue of Liberty, and NYC skyline.
Aboard, guests can enjoy recorded music and commentary while indulging in happy-hour priced drinks from the cash bar. With a maximum capacity of 175 travelers, the cruise is wheelchair accessible and conveniently located near public transportation.
However, past guests have reported limited seating and a crowded bar area. Refunds aren’t issued for late arrivals, so it’s crucial to arrive at the check-in point on time.
Read our full review: NYC: Happy Hour Sightseeing Cruise With Cash Bar Review
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New York City Rooftop Bar Crawl With VIP Skip-The-Line Entrance
Why not experience the vibrant nightlife of New York City with a rooftop bar crawl? This tour offers VIP access to two rooftop clubs and one bar, complete with complimentary drinks at each venue and transportation between stops.
Guests will meet at 513 W 27th St, where they’ll enjoy a glass of champagne before being whisked away in an air-conditioned minivan. The tour is suitable for adults 21 and over and requires a moderate fitness level.
While the reviews are mixed, the ability to skip lines and have reserved seating at some locations is a notable perk. Gratuities aren’t included, and transportation is provided near public transit options.
Read our full review: New York City Rooftop Bar Crawl With VIP Skip-The-Line Entrance Review
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NYC Boos and Booze Haunted Pub Crawl by US Ghost Adventures
Explore the haunted nightlife of New York City’s Greenwich Village on the NYC Boos and Booze Haunted Pub Crawl by US Ghost Adventures.
This small-group tour focuses on prohibition-era scandals, ghost stories, and local history. With a maximum of 15 participants, you’ll enjoy a personalized experience visiting 4 haunted bars.
The knowledgeable tour guide will share spooky tales as you sip drinks at the first stop, The Slaughtered Lamb Pub. The tour is wheelchair accessible, and you’ll end at Down the Hatch.
While drinks aren’t included, all fees and taxes are. Moderate physical fitness is recommended, and the tour is near public transportation.
Read our full review: NYC Boos and Booze Haunted Pub Crawl by US Ghost Adventures Review
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Times Scare! Ghost Pub Crawl
On Wednesdays and Fridays at 6 PM, travelers can experience New York’s haunted history on a 3-hour ghost pub crawl through Times Square and Hell’s Kitchen.
The tour includes visits to haunted theaters on Broadway and a stop at the Landmark Tavern, one of New York’s oldest bars, rumored to be haunted by a Confederate soldier.
Explorers will also learn about the Algonquin Hotel’s rumored hauntings and enjoy one craft cocktail at the Landmark Tavern.
The tour is wheelchair accessible, stroller accessible, and allows service animals.
Confirmation is received at booking, and the dress code is smart casual.
Most travelers can participate, though the tour has received only 1 review with a total rating of 1.0 stars.
Read our full review: Times Scare! Ghost Pub Crawl Review
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East Village Prohibition Pub Crawl
The East Village Prohibition Pub Crawl offers travelers a unique opportunity to explore New York City’s shadowy past during the Prohibition era.
With a focus on exploring hidden speakeasies and learning about gangster-related events, the tour promises an immersive experience.
However, multiple negative reviews suggest avoiding this tour due to poor organization and an unprepared guide. Guests have complained about the tour leader’s tardiness, lack of technical equipment, and vague historical anecdotes.
Plus, the tour’s inclusions and overall experience didn’t meet expectations, with guests responsible for paying for all drinks.
Read our full review: East Village Prohibition Pub Crawl Review
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The Sum Up
New York City offers a variety of drinking tours that cater to different interests. From pub crawls and rooftop bar tours to haunted and literary-themed experiences, there’s something for every type of traveler. Whether you’re looking to explore the city’s history, sample its nightlife, or just have a good time, these tours provide a unique and memorable way to experience the best of what NYC has to offer.