The drinking scene in New York City mixes historic charm with modern energy. First-time visitors will find excellent guided pub experiences in Manhattan’s West Village, while history buffs can explore genuine Prohibition-era bars with fascinating backstories. The most worthwhile tours combine local insights with value-focused drink specials and stops at hard-to-find venues.

We especially love the speakeasy walking tours for their mix of history and ambiance, and the craft beer circuits in Brooklyn for their authentic neighborhood feel. The literary pub crawls stand out by connecting famous writers to their favorite watering holes.

Check out these carefully selected tours that showcase the best of New York’s drinking culture.

Key Points

  1. NYC West Village Pub Crawl, Speakeasy Pub and Prohibition History Tour NYC, and Little Italy Prohibition Pub Crawl offer immersive experiences exploring the city’s historic drinking culture.

  2. Secret Bars and Speakeasy NY Experience and NYC: Night Out Prohibition History Bar and Speakeasy Tour provide insider access to hidden speakeasies and Prohibition-era insights.

  3. Rooftop Bar & Lounge Night Tour NYC, NYC Skyline Lights Happy Hour, and New York Rooftop Pub Crawl showcase the city’s stunning skyline views and exclusive rooftop venues.

  4. Seafaring Culinary Adventures and Specialty Beer and Food Tours combine sightseeing, historical narratives, and gourmet food and drink pairings for a unique experience.

  5. 3 Hours Friending & Hangout and Happy Hour Sightseeing Cruise With Cash Bar offer social and interactive opportunities to connect with locals and fellow travelers while enjoying drinks in New York City.

NYC West Village Pub Crawl

NYC West Village Pub Crawl

One of the most popular drinking tours in New York City is the NYC West Village Pub Crawl.

It boasts 172 reviews and a 93% recommendation rate from travelers. The tour includes visits to four bars in the historic Greenwich Village, offering activities like ping pong, karaoke, and live music.

Participants can enjoy exclusive drink deals, free shots, and fun games. The tour starts at 9 PM and can accommodate up to 40 travelers aged 21 and above.

With a meeting point on West 3rd Street and an end point on Bleecker Street, the tour is conveniently located near public transportation.

Bookings come with free cancellation and flexible rescheduling options.

Read our full review: NYC West Village Pub Crawl Review
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Secret Bars and Speakeasy NY Experience

Secret Bars and Speakeasy NY Experience

For those seeking a more exclusive and historical drinking experience in New York City, the Secret Bars and Speakeasy NY Experience offers a captivating tour through the city’s hidden watering holes.

Over the course of 3 hours, you will visit 3 concealed speakeasies, learning about the prohibition era from a licensed history teacher.

The tour, which is limited to 10 people, allows guests to sip from teacups while discovering establishments featured in the TV show Boardwalk Empire.

With a 4.2/5 rating based on 26 reviews, this activity is a must-try for those interested in exploring New York’s clandestine cocktail scene.

Read our full review: Secret Bars and Speakeasy NY Experience Review
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Speakeasy Pub and Prohibition History Tour NYC

Speakeasy Pub and Prohibition History Tour NYC

The Speakeasy Pub and Prohibition History Tour NYC takes participants on a captivating journey through New York City’s illicit past. Rated 91% recommended with a Badge of Excellence, this tour offers a unique experience exploring historic bars, pubs, and speakeasies.

Led by expert local guides, guests learn about the city’s Prohibition Era and Gilded Age history through engaging storytelling. The tour includes free admission and preferred entry to three venues, with drinks and food available for purchase.

While the tour isn’t wheelchair accessible, it’s suitable for most travelers aged 21 and over. Guests praise the knowledgeable guides and diverse bar experiences, though service and atmosphere can be hit or miss at certain stops.

Read our full review: Speakeasy Pub and Prohibition History Tour NYC Review
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NYC: Night Out Prohibition History Bar and Speakeasy Tour

NYC: Night Out Prohibition History Bar and Speakeasy Tour

Visitors looking to explore New York City’s storied Prohibition past can embark on the NYC: Night Out Prohibition History Bar and Speakeasy Tour.

This 3-hour walking tour takes guests to three iconic Midtown bars, hidden speakeasies, and historic pubs. Along the way, an expert guide provides insights into the city’s history, immigration, politics, and the Prohibition Era.

The tour includes preferred entry and insider service at each venue, allowing guests to enjoy rich storytelling and meet people from around the world.

With a price tag of $36 per person and likely to sell out, this tour is a must-do for those seeking an immersive Prohibition-themed experience in the heart of NYC.

Read our full review: NYC: Night Out Prohibition History Bar and Speakeasy Tour Review
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Greenwich Village Literary Pub Crawl

Greenwich Village Literary Pub Crawl

Though steeped in history, the Greenwich Village Literary Pub Crawl offers a lively and engaging journey through the neighborhood’s storied past.

Rated highly by 92% of travelers, this 2-hour walking tour takes guests to iconic pubs and landmarks associated with literary giants like Mark Twain and Edgar Allan Poe.

Knowledgeable guides share captivating anecdotes and insights, bringing the area’s rich cultural heritage to life.

While some pubs are cash-only, the tour includes local taxes, food, and drinks, making it a convenient and value-packed experience.

With a maximum of 25 travelers, the tour provides an intimate atmosphere perfect for literary enthusiasts seeking an immersive exploration of Greenwich Village’s vibrant past.

Read our full review: Greenwich Village Literary Pub Crawl Review
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NYC: Bar, Lounge and Rooftop Nightlife Tour

NYC: Bar, Lounge and Rooftop Nightlife Tour

For those seeking a more lively and immersive nightlife experience in New York City, the NYC: Bar, Lounge and Rooftop Nightlife Tour offers a comprehensive and guided exploration of the city’s vibrant after-dark scene.

Priced at €34.06 per person, the 3-hour tour takes visitors to at least three iconic venues, including historic bars, cocktail lounges, and a rooftop lounge.

Guests can enjoy complimentary admission and skip-the-line entry, as well as personalized guidance from a local nightlife insider.

With a small group size capped at 12 people, this tour promises an intimate and engaging experience, perfect for those eager to discover New York’s legendary nightlife.

Read our full review: NYC: Bar, Lounge and Rooftop Nightlife Tour Review
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Rooftop Bar & Lounge Night Tour NYC

Rooftop Bar & Lounge Night Tour NYC

Enjoy the vibrant nightlife of New York City with the Rooftop Bar & Lounge Night Tour. This 3-hour experience takes you to three exclusive bars, speakeasies, and rooftop lounges.

Enjoy free admission and express entry, with food and drinks available for purchase. Led by a knowledgeable host, you’ll discover hidden gems and experience the city’s lively social scene.

Guests praise the tour’s fun atmosphere and opportunities to meet new people. However, some report issues with overcrowding and miscommunication about inclusions.

Manage your alcohol intake to ensure smooth entry at venues. Dress in business/upscale casual attire, and leave the flip-flops and backpacks at home.

With 4.5-star reviews, this tour offers an unforgettable night out in the Big Apple.

Read our full review: Rooftop Bar & Lounge Night Tour NYC Review
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Nyc: Statue of Liberty Day Sail With Onboard Bar

Nyc: Statue of Liberty Day Sail With Onboard Bar

Explore the iconic Statue of Liberty on this delightful day sail around New York Harbor. Lasting 1.5 hours, this popular cruise offers unparalleled views of the city’s famous skyline and Lady Liberty herself.

Priced at $76.32, the Manhattan Statue and Skyline Cruise boasts a 4.8 rating, making it a must-do activity for visitors. Aboard the vessel, guests can enjoy an onboard bar, serving refreshing drinks as they take in the sights.

This comprehensive tour provides an engaging and picturesque way to experience the best of New York City from the water. Whether you’re a first-time visitor or a local, this Statue of Liberty day sail is an excellent choice for a memorable outing.

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Speakeasy Bar & History Night Tour NYC

Speakeasy Bar & History Night Tour NYC

The Speakeasy & Bar Night Tour NYC offers a unique glimpse into New York City’s vibrant past. This 3-hour tour takes participants to three historic bars, pubs, and speakeasies, providing an immersive experience with free admission and express entry.

Guests can savor alcoholic beverages while learning about the city’s Prohibition and immigration history from knowledgeable local guides. With a maximum of 16 travelers, the tour encourages social interaction and the opportunity to continue the night out together.

While drinks and food at the venues aren’t included, the tour’s 96% recommendation rate and 4.5-star reviews suggest it’s a memorable experience for those aged 21 and up.

Guests should dress in business/upscale casual attire and be prepared for a lively, educational journey through New York’s storied drinking establishments.

Read our full review: Speakeasy Bar & History Night Tour NYC Review
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New York City: Guided Brooklyn Craft Brewery Tour

New York City: Guided Brooklyn Craft Brewery Tour

Visitors to New York City can discover the vibrant craft beer scene in Brooklyn on this guided tour. Priced at $99 per person, the 3.5-hour experience offers VIP access to three world-class breweries.

Participants can sample up to 12 craft beers, learn about unique brewing processes, and enjoy a complimentary beer-themed snack. The tour includes round-trip transportation and a metro card for travel between stops.

With a minimum age of 21, the experience is open to adults and features knowledgeable, charismatic guides. Based on 11 reviews, the tour has an impressive 4.8/5 rating, making it a must for beer enthusiasts visiting the city.

Read our full review: New York City: Guided Brooklyn Craft Brewery Tour Review
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History Tour Pub Crawl of Historic Stone Street

History Tour Pub Crawl of Historic Stone Street

Discover the rich history and vibrant pub culture of New York City’s Historic Stone Street on this guided walking tour.

Rated 5.0 stars by travelers, this History Tour Pub Crawl immerses you in the area’s past while enjoying beer and cider tastings.

Your knowledgeable guide will lead you to popular pubs, sharing fascinating stories about the neighborhood’s heritage.

The tour starts at Le Pain Quotidien and ends just a short walk away on Stone Street, the perfect setting to continue your exploration.

With a maximum of 12 participants, you’ll enjoy a personalized experience and beer recommendations tailored to your preferences.

Don’t miss this opportunity to combine history and libations on the Historic Stone Street tour.

Read our full review: History Tour Pub Crawl of Historic Stone Street Review
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New York City: Sail With Lobster & Craft Beer

New York City: Sail With Lobster & Craft Beer

While the Historic Stone Street tour offers a glimpse into New York’s past, the “New York City: Sail With Lobster & Craft Beer” experience takes visitors on a seafaring adventure.

Guests board a scenic yacht and sail along the city’s iconic skyline, taking in the sights of the Statue of Liberty and Ellis Island. During the cruise, they savor a delectable lobster roll and sample an array of locally crafted beers.

This unique tour combines the best of New York’s maritime heritage with its thriving culinary and beverage scene, providing a truly memorable way to experience the city from the water.

The perfect blend of history, food, and drinks makes this tour a must-do for any visitor to the Big Apple.

Read our full review: New York City: Sail With Lobster & Craft Beer Review
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NYC Skyline Lights Happy Hour and Cash Bar

NYC Skyline Lights Happy Hour and Cash Bar

For those seeking a captivating evening on the water, the NYC Skyline Lights Happy Hour and Cash Bar cruise offers an unparalleled experience.

This 90-minute cruise takes passengers within 100 feet of the Statue of Liberty and Ellis Island, while also providing stunning views of both sides of Manhattan.

With English and Spanish commentary, travelers can learn about the city’s landmarks as they sip on beverages from the onboard cash bar.

The cruise accommodates up to 300 people and features outdoor and indoor seating, as well as background music to set the mood.

While reviews are mixed, the cruise’s accessibility and convenient meeting point make it a popular choice for those looking to enjoy New York’s skyline from the water.

Read our full review: NYC Skyline Lights Happy Hour and Cash Bar Review
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New York Rooftop Pub Crawl

New York Rooftop Pub Crawl

Adventurous travelers can embark on the New York Rooftop Pub Crawl, an exhilarating 4-hour experience that takes them on a journey through the city’s most exclusive rooftop venues.

Priced from $1 per person, the tour is limited to 10 participants and offers a unique opportunity to enjoy breathtaking skyline views, artisan cocktails, and social activities.

Participants can visit multiple rooftops and a club, with inclusions like a welcome drink and club entrance fee.

While drinks and transportation are excluded, the tour provides a money-saving alternative to traditional viewpoints.

With an overall rating of 2.3/5, the experience is best suited for those seeking a lively, social atmosphere with fellow global travelers.

Read our full review: New York Rooftop Pub Crawl Review
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4 Hours Friending & Food/Bar Hop as Local New Yorker

4 Hours Friending & Food/Bar Hop as Local New Yorker

Travelers seeking a unique local experience in New York City can embark on the 3 Hours Friending & Hangout as Local New Yorker tour.

This activity starts at The Bean Cafe and allows up to 100 participants to connect with locals. Priced from $5 per person, the tour includes a wristband to signify openness to making new friends.

Activities range from friending and gaming to food crawling. With 100% traveler recommendation and a 5-star rating, this tour is perfect for solo travelers looking to enhance their experience.

The tour isn’t wheelchair accessible but most travelers can participate. Reviewers highlight the fun, social atmosphere and ease of making new friends quickly.

Read our full review: 4 Hours Friending & Food/Bar Hop as Local New Yorker Review
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Nyc: Epic Tall Ship Craft Beer Sail With Lobster Option

Nyc: Epic Tall Ship Craft Beer Sail With Lobster Option

New York City’s Epic Tall Ship Craft Beer Sail provides an unforgettable experience for beer enthusiasts. Aboard a historic tall ship, guests can savor a selection of craft beers while taking in panoramic views of the city skyline.

The 2-hour sail offers a unique opportunity to learn about the history of craft brewing and the ship’s impressive maritime legacy. Passengers can also opt for a lobster roll package, making it a delightful pairing with the craft beers.

With knowledgeable guides and a lively atmosphere, this tour is a must-do for anyone seeking an authentic New York City adventure on the water.

Read our full review: Nyc: Epic Tall Ship Craft Beer Sail With Lobster Option Review
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NYC Craft Beer Sail Aboard Clipper City

NYC Craft Beer Sail Aboard Clipper City

The NYC Craft Beer Sail aboard the impressive 158-foot-long (48-meter) Clipper City tall ship offers an unparalleled experience for beer enthusiasts and sightseers alike.

Passengers can enjoy a flight of six craft beers from local NYC breweries, paired with artisan cheeses, charcuterie, and nuts.

The cruise provides breathtaking views of iconic landmarks like the Statue of Liberty, Ellis Island, and the Manhattan skyline.

With an expert captain and crew, restrooms onboard, and transportation by classic tall ship, this activity is both convenient and memorable.

While gratuities and additional alcoholic beverages are available for purchase, the included offerings make for a delightful afternoon on the water.

Read our full review: NYC Craft Beer Sail Aboard Clipper City Review
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NYC: Greenwich Village Pizza, Beer, and History Tour

NYC: Greenwich Village Pizza, Beer, and History Tour

Eager to expand beyond the nautical-themed Craft Beer Sail, beer enthusiasts can indulge in a delectable Greenwich Village Pizza, Beer, and History Tour.

Priced at $99 per person, the 2.5-hour excursion includes three pizza tastings, two beer samplings, and an exploration of the neighborhood’s cultural significance.

Participants will discuss pizza-making with renowned chefs, visit historic bars, and learn about the area’s drinking culture during Prohibition.

With a maximum group size of 8, the tour offers a personalized experience. Comfortable shoes are recommended, and dietary restrictions can be accommodated.

Reviewers praise the knowledgeable guides and enjoyable outings, making this a must-try for those seeking a unique blend of food, drink, and local history.

Read our full review: NYC: Greenwich Village Pizza, Beer, and History Tour Review
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Lobster and Beer Sail in New York City

Lobster and Beer Sail in New York City

Aboard a classic tall ship in New York City, travelers can embark on a 2-hour Lobster and Beer Sail. The experience accommodates up to 150 people, making it the largest of its kind in the US.

Guests will enjoy Maine-style lobster rolls from Luke’s Lobster and unlimited craft beers as they take in views of the New York Harbor and Manhattan waterfront.

The tour includes an expert captain and crew, as well as starter items like chips, pickles, and coleslaw. Confirmation is provided at booking, and the experience is wheelchair and stroller accessible.

Guests must be 21+ to consume alcohol and provide valid ID. Cancellations due to severe weather will be rescheduled at no charge.

Read our full review: Lobster and Beer Sail in New York City Review
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Private American Beer Tasting Tour in New York City

Private American Beer Tasting Tour in New York City

For those seeking a more intimate and educational beer-centric experience in New York City, the Private American Beer Tasting Tour offers an immersive journey through the rich history and diverse flavors of American beer.

Priced from $288 per person, this 2-4 hour tour allows participants to taste 4-8 American beers, including local craft brews. Guests will learn about brewing techniques, the Prohibition era, and the impact of organized crime on the industry.

Depending on the tour duration, the experience is complemented by American-style snacks, appetizers, or traditional dishes, tailored to dietary needs.

Led by a 5-Star Beer Expert, the tour explores top pubs, bars, and microbreweries in NYC.

Read our full review: Private American Beer Tasting Tour in New York City Review
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Little Italy Prohibition Pub Crawl

Little Italy Prohibition Pub Crawl

Delving into the heart of New York City’s Italian enclave, the Little Italy Prohibition Pub Crawl invites participants on a captivating journey through the speakeasies and hidden haunts of the past.

Spanning 3 hours, this tour takes visitors to 4 iconic venues, showcasing the neighborhood’s rich mob and gangster history. While the tour doesn’t include beverages, travelers can purchase drinks at the stops, which range from a renowned pizzeria to a famous “Sex and the City” location.

With a maximum of 10 participants, the tour accommodates wheelchair users and stroller-pushing guests. Although some feedback notes mixed experiences, the Little Italy Prohibition Pub Crawl offers a unique glimpse into New York’s storied past.

Read our full review: Little Italy Prohibition Pub Crawl Review
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New York City: Night Skyline Cruise With Cash Bar

New York City: Night Skyline Cruise With Cash Bar

The New York City: Night Skyline Cruise with Cash Bar offers a captivating 60-minute tour of the city’s iconic skyline.

Setting sail from Pier 36, the tour can accommodate up to 300 travelers onboard.

While the cruise is wheelchair accessible and allows service animals, recent reviews suggest the experience has been marred by cancellations without notice and difficulties obtaining refunds.

Customers have reported waiting nearly an hour before learning of tour cancellations due to alleged weather issues, despite the tour’s claim of operating in all weather conditions.

Those interested in this experience should carefully consider the potential challenges before booking.

Read our full review: New York City: Night Skyline Cruise With Cash Bar Review
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New York City Rooftop Bar Crawl With VIP Skip-The-Line Entrance

New York City Rooftop Bar Crawl With VIP Skip-The-Line Entrance

New York City’s rooftop bar crawl with VIP skip-the-line entrance offers a unique opportunity for visitors to experience the city’s vibrant nightlife. Priced at $59, the tour includes a glass of champagne, one drink at each venue, and transportation via air-conditioned minivan.

However, the tour has received mixed reviews, with complaints about cancellations and unprofessional tour guides. Customers have reported discrepancies in venue experiences and negative issues regarding safety and service.

With a maximum capacity of 50 and a minimum age of 21, this tour may not be suitable for all visitors. Guests should consider the potential drawbacks before booking this experience.

Read our full review: New York City Rooftop Bar Crawl With VIP Skip-The-Line Entrance Review
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Brooklyn Literary Pub Crawl

Brooklyn Literary Pub Crawl

Exploring the literary legacy of Brooklyn, the Brooklyn Literary Pub Crawl takes visitors on a captivating journey through the borough’s iconic watering holes.

Priced at $49 per person, this guided tour showcases the city’s rich literary history, stopping at venues once frequented by renowned authors.

Along the way, participants can indulge in alcoholic beverages while learning about the neighborhood’s cultural significance.

The tour starts at the Custom House and ends at the Brooklyn Inn, covering a moderate amount of walking.

With a maximum of 25 travelers, this experience is ideal for those 21 and older who want to enjoy New York City’s vibrant literary scene.

Read our full review: Brooklyn Literary Pub Crawl Review
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NYC: Happy Hour Sightseeing Cruise With Cash Bar

NYC: Happy Hour Sightseeing Cruise With Cash Bar

Departing from Pier 36 in lower Manhattan, the NYC: Happy Hour Sightseeing Cruise With Cash Bar offers a unique way to experience the city’s iconic skyline.

The 1-hour cruise features recorded music, commentary, and a cash bar, with a maximum capacity of 175 travelers.

While the cruise is wheelchair accessible and near public transportation, recent reviews note issues with incorrect meeting location information, limited seating, and a crowded bar, with no advertised appetizers and a lack of staff presence.

Read our full review: NYC: Happy Hour Sightseeing Cruise With Cash Bar Review
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Recap

New York City offers a diverse range of drinking tours, from pub crawls in historic neighborhoods to speakeasy experiences and rooftop bar hopping. Whether you’re interested in prohibition history, literary landmarks, or stunning skyline views, there’s a tour to suit your preferences. These tours provide an engaging and convenient way to explore the city’s vibrant nightlife scene.