NYC: New Year’s Eve Drinks, History and Ball Drop Tour

NYC: New Year’s Eve Drinks, History and Ball Drop Tour

Planning a memorable New Year’s Eve in New York City? This guided tour combines the allure of the Prohibition era, the thrill of historic speakeasies, and an exclusive vantage point for the iconic ball drop. It’s an experience that promises storytelling, drinks, and a touch of the city’s rebellious spirit—all wrapped into one eight-hour evening.

What’s especially appealing about this tour? First, it offers priority entry into three historic and modern speakeasies, saving you time and hassle in the busy city. Second, the open bar from 8 PM until midnight ensures you’re well-hydrated and spirited for the countdown. Third, the exclusive viewing spot on 54th Street gives you a prime, barricade-free view of the ball drop, away from the crowds and chaos.

One thing to keep in mind is the dress code—smart casual is expected—so don’t pack your athletic wear or beach shorts. Also, transportation isn’t included, so you’ll want to plan how to meet at the starting point, which is in front of Sir Henry’s Bar. This tour is ideal for those who love history, craft cocktails, and a lively, insider’s view of New York’s New Year’s Eve traditions. It’s particularly suited for travelers who enjoy guided storytelling and a good mix of sightseeing and celebration.

You can check if your dates are available here:

Good To Know

• Historic and modern speakeasies provide a unique window into Prohibition-era NYC.
• The open bar offers four hours of complimentary drinks, from cocktails to bubbly.
• Priority entry avoids the long lines, allowing more time to relax and enjoy.
• The exclusive ball drop viewing offers a front-row experience from a barricade-free spot.
• Guided storytelling about gangsters, bootleggers, and the history behind New Year’s Eve.
• The tour’s pricing reflects a focus on quality: a well-curated experience with drinks, stories, and views.

A Deep Dive into the Experience

The Itinerary and Its Charm

The tour kicks off in the afternoon, meeting in front of Sir Henry’s Bar. From there, you’re whisked away into the history of NYC’s Prohibition era with visits to three different speakeasies, each with its own story and ambiance. These aren’t just bars—they are carefully selected venues with authentic ties to the past, some still standing since the 1920s.

The first stop is a modern speakeasy, where you’ll enjoy your first cocktail and get introduced to the history of illicit drinking during Prohibition. The friendly guides, such as Ryan, Ariel, and Rory, make introductions, share intriguing tales, and set the tone for the evening. You’ll appreciate their knowledge and energetic delivery—reviewers praise these guides for going “above and beyond” to ensure guests are both entertained and informed.

At the second stop, the focus shifts to the catalysts behind Prohibition, highlighting the overlapping stories of women’s rights, the rise of oil magnates, and societal shifts that led to the ban on alcohol. Here, you can expect to learn about the more nuanced aspects of the era, beyond just the booze. The atmosphere is cozy, with stories that make history come alive.

The final stop is one of New York City’s last-standing 1920s speakeasies, with a reputation for having retained its original charm and clandestine feel. This venue offers a glimpse into the era’s notorious gangsters and bootleggers, giving you a sense of the danger and defiance that defined the period. At this location, the open bar runs from 8 PM to midnight—so you can sip cocktails, enjoy small bites, and soak in the speakeasy ambiance.

The View of the Ball Drop

As midnight approaches, the tour guides escort the group to a special viewing area on 54th Street, just ten blocks from Times Square, but away from the crush of crowds. This barricaded section ensures a comfortable, unobstructed view of the famous ball descending. Guests have described this as a “fantastic vantage point,” with some appreciating being able to sit, dance, and toast the New Year with sparkling wine in hand.

Reviews from previous guests, like Charlie from the UK, highlight the smoothness of the experience—from the “wonderful hosts” to the “great booze and finger food” at the final venue. The guides shared stories about the period’s most infamous gangsters, adding depth to the celebration. The open bar continues during the countdown, allowing guests to raise a glass to the new year as the ball drops.

More Great Thing To Do Nearby

The Value of the Experience

At $440 per person, this tour might seem steep, but considering what’s included—priority entry, three historic venues, four hours of open bar, and an exclusive view of the ball drop—it offers good value. The guided storytelling adds educational value, making it more than just a party; it’s an immersive historical celebration.

While the experience doesn’t include meals or transportation, the focus on quality drinks, engaging guides, and a memorable view makes it worthwhile for those who value a hassle-free, curated event. The smart casual dress code ensures a polished vibe, which many guests found added to the overall enjoyment.

Authenticity and Comfort

The tour fosters a relaxed, engaging atmosphere. Reviewers mention how guides like Rory kept the energy high with their “beautiful energy” and storytelling. Guests also appreciated the priority security check that helped avoid long lines, enabling more time for socializing and enjoying each stop.

The venues themselves retain a sense of authenticity—most feel like genuine speakeasies with dim lighting, vintage decor, and a clandestine feel that transports you back in time. This immersive setting makes the historical aspect palpable, especially when paired with the stories of gangsters, bootleggers, and the secretive world of Prohibition.

Practical Details and Tips

• Timing: The tour lasts about 8 hours, starting in the afternoon and ending with the midnight countdown.
• Meeting Point: In front of Sir Henry’s Bar. Arrive at least 15 minutes early to accommodate traffic or subway delays.
• Dress Code: Smart casual. Think dress shirts, nice blouses, and accessories—nothing too casual or athletic.
• ID: Bring a passport or ID card, as it’s required for entry and age verification.
• What to Expect: No meals are included, so plan to eat before or after, though the venues do offer small bites.
• Accessibility: Not suitable for those with mobility impairments or in wheelchairs.
• Language: Tour is conducted in English by live guides.

Who Should Consider This Tour?

This experience is perfect for history buffs who love NYC’s rebellious past, cocktail enthusiasts eager for quality drinks, and travelers seeking a stress-free way to enjoy New Year’s Eve. It’s also great for those who prefer a more intimate, guided experience rather than battling crowds in Times Square. However, if mobility is an issue or you want a more lively, dance-focused celebration, other options might suit better.

The Sum Up

This New Year’s Eve tour offers a compelling blend of history, craft cocktails, and exclusive views, making it a fantastic choice for those looking to celebrate in style. The knowledgeable guides, curated venues, and barricade-secured ball drop viewing create a memorable, stress-free evening that balances education and entertainment.

While the price may be higher than some other options, the comprehensive experience—covering history, drinks, and prime viewing—delivers significant value. It’s ideal for travelers who want to start their year immersed in NYC’s unique spirit, without the hassle of navigating the crowds alone.

For anyone interested in a sophisticated, storytelling-driven way to ring in the new year, this tour is a standout choice. Just remember to dress sharp, arrive early, and get ready for an authentic, enjoyable celebration.

FAQ

Is transportation included? No, transportation to and from the meeting point is not included, so plan your route accordingly.

What should I wear? A smart casual outfit is recommended to match the dress code and keep comfortable in the venues.

Can I cancel the tour? Yes, you can cancel up to 24 hours in advance for a full refund.

Are meals included? No, meals are not provided, but the venues serve small bites and snacks.

Is this suitable for wheelchair users? No, the tour isn’t suitable for people with mobility impairments or wheelchair users.

What time does the open bar start? The open bar is from 8:00 PM until midnight, allowing plenty of time to enjoy drinks during the evening.

Do I need to bring ID? Yes, a valid passport or ID card is required for verification and age checks.

What makes this tour stand out? Its combination of historical storytelling, exclusive speakeasy visits, and a barricaded view of the ball drop makes it a truly memorable way to welcome the new year.

You can check if your dates are available here: