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

If you’re thinking about ringing in the New Year with a bit of history, good drinks, and a prime spot to watch the iconic ball drop, this tour might just tick all those boxes. Marketed as an 8-hour experience, it combines the allure of Prohibition-era NYC with a lively celebration and exclusive access to one of the most famous New Year’s events worldwide. While we haven’t taken the tour ourselves, the detailed information, reviews, and offerings paint a compelling picture of what you can expect.

Two things we particularly appreciate about this experience are its focus on authentic historic speakeasies and the priority access for viewing the ball drop. It’s a chance to combine education with celebration, all wrapped up in a lively, social atmosphere. The open bar from 8 pm to midnight, plus complimentary drinks at the first two stops, adds to the fun and value.

A potential consideration is the cost—at $440 per person, it’s not cheap. But for those eager to combine a deep dive into NYC’s Prohibition history with a lively New Year’s celebration in a small group, this could be well worth it. It’s best suited for travelers who enjoy a bit of history, good drinks, and a more intimate, guided experience rather than the chaos of crowded streets.

This tour is ideal for history buffs, wine and cocktail lovers, and anyone looking for a unique way to welcome the New Year with style and stories. If you’re after a rowdy party or don’t mind a more structured, storytelling approach, this might be perfect.

Key Points

Authentic Speakeasies: You’ll visit three historic bars with priority entry, experiencing the charm of Prohibition-era NYC.
Inclusive Drinking: Enjoy a four-hour open bar from 8 pm to midnight, plus complimentary drinks at the first two venues.
Exclusive View of the Ball Drop: From a prime spot on 54th Street, you’ll witness the iconic New Year’s countdown away from the mass crowds.
Engaging Storytelling: Learn about gangsters, bootleggers, and the women of the Gilded Age, making history lively and relevant.
Guided Experience: Knowledgeable hosts (like Arial, Ryan, Rory) ensure smooth navigation, engaging stories, and a friendly atmosphere.
Short Walks, Long Memories: The 8-hour tour balances walking, drinking, learning, and celebrating without feeling rushed.

You can check availability for your dates here:

A Closer Look at the Experience

Introduction and Meeting Point
We love that the tour begins with a central meeting in front of Sir Henry’s Bar, making it easy to find and kick off the night without complicated transfers. Arriving 15 minutes early is a smart move to circumvent NYC’s traffic or subway delays.

Starting at a Modern Speakeasy
Your journey kicks off in style at one of NYC’s contemporary speakeasies. Here, you’ll make introductions and sip a cocktail, setting a relaxed tone. This initial stop is perfect for breaking the ice and getting into the mood for a night of history and celebration. The atmosphere is designed to evoke the clandestine charm of the Prohibition era, with dim lighting, vintage decor, and a spirited crowd.

Exploring the Roots of Prohibition
Next, you’ll visit a second bar that digs into the causes behind Prohibition, with a focus on the influential women of the Gilded Age and the rise of oil barons. This part of the tour isn’t just about the booze; it’s about understanding the social and economic forces that shaped NYC’s clandestine nightlife. You’ll enjoy drinks and snacks, making it a social, educational stop that enriches your understanding of the city’s layered past.

Last Stop: A 1920s Speakeasy & Gangster Tales
The final venue is one of NYC’s last-standing 1920s speakeasies, steeped in history and authenticity. Here, your guide shares stories of infamous gangsters, bootleggers, and the sudden end of Prohibition. The ambiance is more intimate, with vintage decor and a nostalgic feel. This venue is also where the real celebration begins — an open bar from 8 pm to midnight—offering ample chances to toast to the New Year.

The Prime Viewing Spot
As midnight approaches, you’re guided to an exclusive viewing area on 54th Street. Unlike the chaos of Times Square, this spot provides a clear view of the ball drop with considerably fewer crowds. It’s a more relaxed, comfortable way to see the iconic event, with the added benefit of being part of a small, lively group.

Value and Practical Considerations

Cost vs. Experience
At $440 per person, this tour is an investment. It includes priority entry to historic bars, a four-hour open bar, multiple drinks at early venues, and a prime view of the ball drop. Compared to booking separate tickets for bars, drinks, and a viewing spot, this package offers convenience and a curated experience. Many reviews praise the guides for their storytelling, which adds value beyond just the drinks and views.

What’s Included and What’s Not
While the experience covers much, it doesn’t include meals or transportation to or from the meeting point. Expect to eat beforehand or plan for additional snacks during the evening. The tour’s focus is on the bars, the history, and the celebration. It’s also worth noting that transportation isn’t provided, so you may want to plan your arrival or return accordingly.

Dress Code and Practical Details
Smart casual is recommended, fitting with the vintage, stylish vibe of the venues. Arriving 15 minutes early is advised to avoid delays, and bringing a valid ID (passport or ID card) is necessary for age verification. The tour is not suited for those with mobility issues or who cannot stand for periods, as walking and standing are involved.

The Guides and Their Impact

Reviews highlight the guides’ expertise and engaging storytelling. Participants appreciated the hosts’ efforts to make the night smooth, fun, and informative. Rory, for example, was praised for his energetic approach. The guides’ knowledge of gangsters, bootlegging, and NYC’s history added depth, transforming what could be a simple pub crawl into a lively history lesson.

Overall Impressions

This tour isn’t just about the drinks; it’s about connecting with New York’s history and experiencing New Year’s in a way that’s both fun and meaningful. The combination of historic venues, stories of gangsters and women of influence, and a prime spot for the ball drop makes it a standout choice for those wanting a richer, more intimate celebration.

While the price might seem high to some, the inclusion of multiple drinks, priority access, and the exclusive viewing area make it cost-effective compared to piecing together similar elements independently. The guides’ enthusiasm and storytelling are often cited as highlights, elevating the experience from a typical party to a memorable journey through NYC’s lively past.

More Great Tours Nearby

Who Should Book This?

This experience is perfect for travelers eager to combine history and celebration in a relaxed, guided setting. It’s suitable for adults who appreciate good drinks and stories and don’t mind a smart casual dress code. If you dislike crowds or prefer a more curated, small-group outing, this tour offers a welcome alternative.

However, it’s less suited for travelers with mobility limitations, those under 21, or anyone expecting a loud, boisterous party rather than a cultural and historical experience. If you’re looking for a festive yet sophisticated way to bring in the new year, this tour is worth considering.

Frequently Asked Questions

What is included in the tour?
You’ll get priority entry to three historic and modern speakeasies, complimentary drinks at two of them, a four-hour open bar from 8 pm to midnight, and an exclusive view of the Times Square ball drop from 54th Street. The tour also features storytelling about Prohibition-era gangsters and bootleggers.

How long does the tour last?
It runs approximately 8 hours, usually starting in the afternoon and culminating right at midnight with the ball drop.

Where do I meet?
Meet in front of Sir Henry’s Bar, about 15 minutes before the scheduled start time. This central location makes it easy to find and convenient for most travelers.

Is transportation provided?
No, transportation to or from the tour is not included. You’ll need to plan how to get there and back, considering NYC’s subway or taxi options.

What’s the dress code?
Smart casual is recommended. Think neat, comfortable attire that fits the vintage-inspired vibe of the venues. Avoid shorts, sportswear, and large backpacks.

Are meals included?
No, meals are not included. You might want to eat beforehand or bring snacks. The focus is on drinks, stories, and celebration.

Is this tour suitable for non-drinkers?
Since drinks are a core part of the experience, it might not be ideal for non-drinkers. However, non-alcoholic options may be available at the venues.

Can I cancel or reschedule?
Yes, you can cancel up to 24 hours in advance for a full refund. Reserving with the “pay later” option provides flexible planning.

Is the tour accessible for people with mobility issues?
No, this tour is not suitable for those with mobility impairments or who rely on wheelchairs, as it involves walking and standing in historic venues.

Final Thoughts

This NYC New Year’s Eve tour offers a rare blend of history, celebration, and exclusive access. It’s perfect for those who want to toast the new year with a story-rich experience rather than just a crowded street party. The knowledgeable guides, authentic venues, and prime view of the ball drop all combine to make it a memorable way to welcome the new year in the city that never sleeps.

While priced at a premium, many find the experience’s intimacy, storytelling, and convenience worth the cost. If you’re someone who appreciates a good tale, a well-curated drink list, and a dash of vintage NYC charm, this tour could be the highlight of your visit. Just remember to book early, dress smart, and arrive ready for a night full of stories and celebration.

You can check availability for your dates here: More Great Tours Nearby