Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience New Year's Eve in NYC with a guided speakeasy tour, open bar, historic insights, and an exclusive view of the Times Square ball drop.
The NYC: New Year’s Eve Drinks, History and Ball Drop Tour offers a unique way to ring in the new year in New York City. Priced at $440 per person and lasting 8 hours, this guided experience combines prohibition-era history, visits to three historic and modern speakeasies, and a prime viewing spot for the midnight ball drop from 54th Street. The tour includes complimentary drinks at two venues, a full open bar from 8:00 PM to midnight, and expert storytelling from live guides. Its intimate access and exclusive vantage point make it a compelling option for those who enjoy a blend of history, cocktails, and a lively New Year’s celebration.
While the focus on historic speakeasies and an open bar sets this tour apart, it is important to note that meals and transportation are not included. The experience is best suited for those comfortable with smart casual attire and who are eager to learn about Prohibition while celebrating in style. The tour’s small group setting and guided storytelling promise an engaging evening with plenty of opportunities to sit, sip, and watch the iconic ball drop.


The tour begins with meeting in front of Sir Henry’s Bar, a recognizable spot in Downtown Manhattan. Guests are advised to arrive 15 minutes early to allow for potential traffic or subway delays. The group size is manageable, ensuring an engaging and personalized experience, with priority entry to the speakeasies allowing quick access past lines. The express security check helps streamline the start of the evening.
Interested in history? Here are other past-focused experiences we've examined in New York City

This tour takes guests through three carefully selected venues, each with its own story. The first stop is a modern speakeasy where introductions are made, and a cocktail is enjoyed. It sets the tone for the evening with a contemporary vibe blended with Prohibition-era ambiance.
Next, the guide leads guests into a venue focused on Prohibition catalysts and the women of the Gilded Age. Here, guests learn about movements that led to Prohibition while sampling drinks and food. This stop emphasizes American history intertwined with immigrant narratives and industry influence.
The final stop is one of New York’s last-standing 1920s speakeasies, renowned for its authentic atmosphere. Here, stories unfold about gangsters, bootleggers, and the end of Prohibition, with an open bar available from 8:00 PM to midnight. The venue’s historic charm provides a fitting backdrop for the evening’s climax—seeing the ball drop from 12 blocks away.

One of the tour’s standout features is the allocated viewing area on 54th Street, providing an up-close yet comfortable vantage point for the midnight countdown. This area is exclusive to tour guests, offering a prime location to witness the iconic ball descending. Guests can enjoy sparkling wine and the energy of New Year’s Eve with a partial view from a controlled, less crowded spot, unlike the general chaos of Times Square.

From 8:00 PM until midnight, guests have access to a complimentary open bar. This full bar service allows guests to enjoy a variety of cocktails, beers, and spirits throughout the evening. Since meals are not included, it’s advisable to arrive ready to sip and socialize. The bar’s timing ensures plenty of celebratory drinks before the midnight countdown and the ball drop.
More Great Tours Nearby
The experience is led by live guides like Ryan, Ariel, and Rory, whose energetic storytelling makes the history of Prohibition, gangsters, and bootlegging come alive. Reviews highlight how these guides go above and beyond to keep the group entertained and informed. Their knowledge provides contextual color to the venues, making each stop meaningful.

Guests are expected to wear smart casual attire appropriate for NYC nightlife. The meeting point is accessible, but arriving 15 minutes early helps avoid delays. Valid photo ID is necessary for entry. Luggage, backpacks, weapons, and sportswear are not permitted, ensuring a safe and comfortable environment.

This tour is well-suited for history enthusiasts, cocktail lovers, and those celebrating New Year’s in style. The small group setting and priority entry create an intimate atmosphere, ideal for socializing and learning simultaneously. However, it’s not recommended for people with mobility issues, wheelchair users, or younger travelers under 21.

The $440 price offers a comprehensive experience that combines history, entertainment, and exclusive access. The eight-hour journey culminates with a spectacular view of the ball drop, making it a distinctive way to welcome the new year. The knowledgeable guides and authentic venues contribute to a memorable celebration.
For those who enjoy learning about American history, sipping cocktails in historic venues, and avoiding the crowded Times Square chaos, this tour presents a luxurious yet educational alternative. Keep in mind, meals are not included, so plan accordingly. This experience delivers value through its combination of storytelling, historic ambiance, and exclusive views, tailored for a refined New Year’s Eve celebration.

Does the tour include breakfast or dinner?
No, meals are not included. The focus is on drinks and stories at the speakeasies.
Can I join if I don’t drink alcohol?
While the open bar is a highlight, non-drinkers can still enjoy the storytelling, venue ambiance, and the view of the ball drop.
Is transportation provided between venues?
Transportation to and from the activity is not included. The tour begins at Sir Henry’s Bar and involves walking between stops.
What should I bring?
A passport or ID card is required for entry, and guests should wear smart casual attire.
Is the tour accessible for people with mobility issues?
No, the experience is not suitable for people with mobility impairments or wheelchair users.
Can I cancel or change my booking?
Yes, cancellations are possible up to 24 hours in advance for a full refund, and reservations can be made with flexible payment options.