New York City: New Year’s Eve Drinks, History and Ball Drop

New York City: New Year’s Eve Drinks, History and Ball Drop offers a lively way to ring in the New Year, combining a bit of the city’s early 20th-century flair with the excitement of the famous Times Square ball drop. For $350 per person, you’ll spend about five hours exploring three iconic and hidden bars, learning about Prohibition, and finally securing a private spot for the midnight festivities. Your guide will be your storyteller and companion from afternoon to midnight, making this a well-rounded, immersive experience.

What we really like about this tour is how it balances history and celebration—you get to sip cocktails in historic venues that echo the spirit of the Roaring Twenties, then enjoy an exclusive, less chaotic view of the ball drop. Plus, the open bar and small plates help keep the energy high without breaking the bank.

However, a possible downside is that the tour starts early—some reviews mention it begins too soon for late-night revelers—and the last couple of bars can get crowded, leading to longer waits and less fluid service. This tour is perfect if you’re keen to avoid the massive crowds outside and prefer a more intimate, curated celebration. It’s especially suited for those who want to combine history, good drinks, and comfort with their New Year’s plans.

Key Points

  • Historic Venues: Visit three iconic and secretive bars, learning about NYC’s Prohibition era.
  • Exclusive Viewing: Enjoy a reserved, less crowded space for the Times Square ball drop.
  • All-Inclusive: The tour offers five hours of open bar, appetizers, and guided storytelling.
  • Walking Distance: Expect about 1.5 to 2 miles of walking, so wear comfortable shoes.
  • Timing: Starting in the late afternoon, it suits those who want an early start to their New Year’s Eve.
  • Limited Transportation: The tour does not include transportation, so plan accordingly.
  • Age Requirement: Participants must be at least 21 years old.
  • Tour Experience: A licensed guide and dedicated host help streamline the evening.
  • Mixed Reviews: While generally enjoyable, some mention crowded spaces, uneven staffing, and some disappointment with certain inclusions.
You can check availability for your dates here:

A Detailed Look at What You Can Expect

Meeting in front of Sir Henry’s on 8th Avenue, you’ll start your evening immersed in New York’s lively bar scene. Your guide, a licensed professional, will lead you through the city’s past and present, setting the tone for a night of celebration and discovery. The first stop is an Irish bar that oozes local charm. Here, you’ll be able to sip a beer or wine while soaking up the authentic atmosphere—something we appreciate because it’s more than just a drink; it’s a taste of NYC’s beer-loving culture.

Next, you’ll head to a second venue that delves into Prohibition’s catalyst causes. This part of the journey is especially appealing for history buffs, as you’ll learn how women’s movements and industrial magnates contributed to the era’s upheaval—all while enjoying drinks and light snacks. It’s an ideal blend of education and entertainment, giving you a deeper appreciation for the city’s complex past.

The third stop is one of New York’s last-standing 1920s speakeasies. Expect a dimly lit, vintage atmosphere, reminiscent of gangsters, bootleggers, and the secretive clubs of the time. Here, the stories of notorious figures and the abrupt end of Prohibition add flavor to the evening. This venue provides a fitting prelude to the midnight countdown, especially as the tour concludes with an all-night open bar and small plates.

One of the key benefits of this experience is the reserved viewing area. Unlike the chaos and jostling outside, you’ll enjoy a private vantage point only 12 blocks from Times Square. From here, you’ll get a clear sight of the iconic ball drop without the need to fight through crowds. The four-hour open bar from 8 p.m. to midnight, combined with appetizers, ensures you can celebrate comfortably and stylishly.

The Value of This Experience

At $350, this tour is quite competitive considering it includes guided storytelling, three historic venues, an open bar, and a prime view of the ball drop. When you factor in the cost of separate bar tabs, tickets for other New Year’s Eve events, and the convenience of a curated experience, it makes sense for those who want value and ease. Plus, the inclusion of a dedicated host means you’re not left to navigate the city’s security or crowds alone—an advantage on a busy night like New Year’s Eve.

What Could Be Improved?

Some reviews mention that the tour begins earlier than many late-night revelers might prefer, and the last venues can get crowded, with long lines for drinks. The staff at some stops may not be as attentive as expected, leading to waits and limited food options. Notably, some guests felt that certain inclusions, like a champagne toast or pizza slice, were not delivered as promised. These are minor frustrations but worth considering if you’re looking for a seamless, luxury experience.

Who Would Love It?

This tour is ideal for history enthusiasts, couples seeking a romantic yet lively celebration, or groups of friends wanting a curated, comfortable way to enjoy New Year’s Eve. It’s particularly suited for those who prefer inside venues over outdoor crowds and want an educational edge to their festivities.

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Why This Tour Stands Out

We appreciated the way this experience combines history and celebration. It’s not just a party; it’s a narrative journey through NYC’s past, which adds depth to the night’s festivities. The exclusive viewing makes it a standout—giving you a chance to witness the iconic ball drop without fighting the throng of travelers in Times Square. The five-hour open bar and appetizers also offer a good balance of indulgence and comfort, especially when compared to standalone events with hefty extra charges.

The tour’s small group size (by nature of the guided experience) allows for personalized attention, and the guides’ stories bring the city’s history to life. For those wanting a well-organized, historically rich, and upscale way to welcome the New Year, this tour provides a memorable way to do just that.

Final Thoughts: Is It Worth It?

For travelers who want to combine history, good drinks, and a comfortable viewing spot, this tour hits many marks. It’s especially suitable for those who prefer avoiding the chaos of outdoor New Year’s Eve crowds and appreciate a curated, narrative-driven experience. While some may find the start time too early or the last venues crowded, overall, the value for the price—considering everything included—is solid.

If you’re a visitor eager for a mix of NYC’s romantic past and vibrant present, this tour offers a fun, educational, and exclusive way to ring in the New Year. Just be sure to arrive on time, pace yourself, and enjoy the stories as much as the drinks.

FAQs

What is the meeting point for the tour?
You will meet in front of Sir Henry’s Bar on 8th Avenue, a central and recognizable location in Manhattan.

How long does the tour last?
The experience runs for five hours, starting in the late afternoon and ending at midnight with the ball drop.

Is there an age restriction?
Yes, you must be 21 or older to participate, given the alcohol-focused nature of the tour.

Does the tour include transportation?
No, transportation is not included, so you’ll need to plan how to get between venues and afterwards for your plans.

What should I bring?
Bring your passport or ID, along with your admission ticket. Large bags, backpacks, and umbrellas are not allowed.

Will I get a guaranteed view of the Times Square ball drop?
Yes, the tour provides a reserved, exclusive viewing area only 12 blocks away, ensuring you won’t be caught in the general crowds.

Are drinks and food included?
Yes, the tour offers five hours of open bar with complimentary drinks and small plates.

What if I want to cancel?
You can cancel up to 24 hours in advance for a full refund, providing some flexibility.

Is this tour suitable for anyone with mobility issues?
The activity involves about 1.5 to 2 miles of walking, so it’s best for those comfortable with walking in crowds and standing for periods.

In summary, this New Year’s Eve experience in NYC offers an engaging way to celebrate with a mix of history, exclusivity, and comfort. It balances the fun of the city’s legendary traditions with a relaxed, inside setting, which can make your holiday celebration truly memorable.

You can check availability for your dates here: