New York Greenwich Village Speakeasy and Ghost Tour (with pizza!)

Greenwich Village after dark gives this tour its best material: tucked-away bars, old courthouses, famous homes, and stories of spirits that refuse to leave. You move through the West Village on foot, stopping at four speakeasies and several historic sites along the way.

I like the complimentary Two Boots slice, which adds a useful food break to an evening built around drinks. I also like the local angle, especially the chance to hear the Village explained by a guide such as Tom, a native New Yorker who offers personal recommendations. The main catch is that drinks are not included, and the tour is limited to people 21 and older.

Key details to know before you book

• Four speakeasy stops: Visit Little Branch, Father’s Study, The Garrett, and the area around Two Boots Pizza without arranging separate reservations.
• Ghost stories between bars: The walking time is part of the tour, with tales connected to old Greenwich Village buildings and residents.
• A slice at Two Boots: Your pizza stop is included, while cocktails and other food purchases cost extra.
• Famous Village landmarks: The route passes the House of Death, Jefferson Market Library, Stonewall Inn, and One If by Land, Two if by Sea.
• Small evening group: The tour has a maximum of 25 people, which should help the guide keep the group together in narrow streets and small bars.
• Simple logistics: Meet at Washington Square Arch at 7 pm and finish at 296 Bleecker Street after about two hours.

Starting beneath Washington Square Arch

Your evening begins at Washington Square Arch, one of the easiest landmarks in Greenwich Village to recognize. Arrive ready to walk, since the tour links several stops by foot rather than placing you in a vehicle.

Starting here makes sense. Washington Square is close to the Village streets that give the neighborhood its character, and the route finishes near Bleecker Street, where you can continue your night at a restaurant or cafe. The meeting point is also near public transportation, which is useful if you are coming from another part of Manhattan.

The tour starts at 7 pm. That timing suits the subject. Speakeasies feel more convincing after sunset, and the ghost stories gain a little atmosphere as the streets grow darker. You should still expect an active walk, not a seated storytelling show. The supplied details allow about two hours, with time spent at each bar and on the streets between stops.

Four bars, four different moods

The bar stops are the heart of the evening. You visit several places without making separate reservations, though you should expect to pay for your own drinks. Admission to the listed stops is free, but that does not mean cocktails are included.

Little Branch

Little Branch is presented as a Prohibition-era speakeasy with a small, vintage feel and carefully made cocktails. The appeal here is the setting. Rather than visiting a large, polished nightlife venue, you get a bar designed around secrecy and old-fashioned atmosphere.

Your time here is about 20 minutes. That is enough for an introduction and perhaps a drink, but not a long cocktail session. If you want to order something, keep it simple and stay aware of the group’s schedule. The tour must continue to the next stop.

Little Branch works best for people who enjoy the story behind a place as much as the drink itself. The bar’s value comes from the combination of location, mood, and the guide’s explanation of how speakeasy culture fits into New York’s past.

Father’s Study

Father’s Study takes the secret-bar theme in a more intimate direction. It is described as dimly lit and cozy, with a vintage design and classic cocktails given a modern touch.

This is another 20-minute stop, so the visit is more of a sample than a full evening at the bar. That format is useful if you want to compare several Village drinking spots in one night. It is less useful if your main goal is to settle into one bar and order several rounds.

I would treat Father’s Study as a chance to notice how different each venue feels. Little Branch leans toward a Prohibition setting, while Father’s Study is framed as a private study or secret gathering place. The variety keeps the walk from becoming four identical bar visits.

Two Boots Pizza West Village

The pizza stop gives the tour a welcome change of pace. Two Boots is known for combining Italian and Creole influences, and the West Village location has colorful decor and an artistic feel.

Your included benefit is one slice. That is not a full dinner, so plan accordingly if you need a substantial meal before or after the tour. Still, a slice at the midpoint has real practical value. Cocktails on an empty stomach are rarely a good plan, and the food break helps divide the evening into manageable parts.

I also like that this is a local food stop rather than another drink-focused venue. Two Boots brings a different part of New York into the route: casual, creative, and easy to fit into a walking night. If you want extra food or another drink, those purchases are not covered by the tour price.

The Garrett

The Garrett is described as a discreet cocktail bar above a restaurant, with stylish decor and a relaxed, intimate setting. Its location makes the arrival part of the fun. You are not simply walking up to a large sign on a busy avenue and joining a standard bar queue.

The tour allows about 20 minutes here. As at the other bars, the point is to experience the room and hear the guide’s explanation, not to spend the whole evening ordering drinks. The Garrett is likely to appeal most to people who enjoy cocktail bars with a sense of discovery.

The practical point is that the four bar stops create a tasting route through the West Village, but the $45 price does not cover drinks. Your final cost depends on how much you order. You can keep spending under control by treating the stops as short visits and choosing only one or two drinks for the entire evening.

Ghost stories tied to real Village landmarks

The ghost portion adds a second layer to the tour. Instead of presenting Greenwich Village only as a nightlife district, the guide connects its streets to old buildings, famous residents, legal battles, and unresolved stories.

You do not enter every landmark. Several are brief exterior stops, usually about five minutes each. That matters when setting expectations. You are hearing stories and seeing the locations from the route, not taking a long indoor tour of each building.

The House of Death

The House of Death is the route’s most direct brush with the supernatural. The stop focuses on the building’s eerie reputation and the stories attached to it.

At five minutes, this is a quick explanation rather than a full investigation. Still, short stops can work well on a walking tour. You see the place in context, then continue through the neighborhood instead of spending the night at a single address.

The name alone gives the guide plenty to work with, but the quality of this stop depends on the storytelling. A good guide will connect the spooky material to the people and streets around it rather than treating the building as an isolated scare.

Jefferson Market Library

Jefferson Market Library brings a more documented kind of darkness to the route. The Gothic building once served as a courthouse and was linked to notorious trials. The tour also covers stories of its haunted past.

This is a useful contrast with the House of Death. Here, the building’s legal and civic history comes first, with ghost stories layered over it. You get a clearer sense of how older New York buildings can gather legends over time.

The stop lasts about five minutes, so listen closely. The guide will need to deliver the key details quickly before moving the group onward.

Stonewall Inn

Stonewall Inn gives the tour its most important social and political landmark. It is famous for its role in the LGBTQ+ rights movement, and the tour presents both that history and stories connected to the building’s haunted side.

I appreciate this stop because it keeps the evening from becoming only a collection of spooky tales. Stonewall represents living history, courage, and change. The ghost story adds atmosphere, but it should not overshadow the landmark’s real importance.

Again, this is a brief exterior visit. You should not expect an extended museum-style presentation or a guaranteed opportunity to go inside. The value is in seeing Stonewall as part of the Village route and hearing why it matters.

One If by Land, Two if by Sea

The route ends its landmark stories with a walk by One If by Land, Two if by Sea. The restaurant occupies a historic carriage house once owned by Aaron Burr, giving the guide a strong link to early New York personalities and local legends.

The stop also connects to the tour’s promise to show homes and places associated with notable figures. Along the way, you may hear about Aaron Burr and Mark Twain, among others named in the route description.

At roughly five minutes, this is another outside look rather than a meal or restaurant visit. The restaurant is known for romantic surroundings and ghost stories, but dining there is not part of the $45 tour. If it interests you, save it for another evening and make a separate reservation.

A local guide can make or break the walk

The strongest personal detail attached to this experience is the guide Tom, described as a native New Yorker who grew up around Greenwich Village. His value is not just in repeating spooky facts. A local guide can explain how the neighborhood feels, where to continue after the tour, and which places deserve more of your time.

Tom is also noted for offering recommendations on things to do and see during a New York visit. That is particularly helpful if this tour falls early in your trip. Bring a phone or small notebook if you want to save restaurant, bar, or sightseeing suggestions.

The company is NYC Gangsters and Ghosts Tour, so the storytelling style combines crime, nightlife, and supernatural material. You should expect entertainment rather than an academic lecture. The best fit is someone who enjoys a good story, asks questions, and does not need every ghost tale treated as proven fact.

Is $45 a fair price?

At $45, the tour offers a two-hour guided walk, access to several speakeasy-style stops without separate reservations, the ghost and history commentary, and one pizza slice. That is a reasonable package if you would otherwise spend the evening paying for separate bar visits and finding the locations yourself.

The value is strongest for first-time visitors who want an organized night in Greenwich Village. You get a route, a guide, a food stop, and a selection of places that may be easy to miss on your own.

The price is less attractive if you are mainly looking for included food and drinks. Only the pizza slice is covered. The cocktails, extra food, and any separate visit to a restaurant are additional expenses. I would budget beyond the ticket price if you plan to order at more than one bar.

The group maximum is 25 people. That is not a private tour, but it is limited enough to remain manageable. Small bars can feel crowded, and the group will need to stay together while crossing Village streets, so patience helps.

Who should book this Greenwich Village night walk?

This tour suits adults who want several kinds of New York stories in one evening. You will get the most from it if you enjoy cocktails, local legends, historic buildings, and walking through city streets after dark.

It is also a good choice for:

• First-time New York visitors who want an organized Greenwich Village route
• Couples looking for a light evening activity with food and spooky stories
• Friends who want to compare several speakeasy-style bars
• History fans interested in Stonewall Inn, Aaron Burr, Mark Twain, and Jefferson Market
• People who prefer guided storytelling to a standard bar crawl

It is not a good match for anyone under 21, since the activity excludes people under that age. It may also disappoint you if you want a full dinner, a long stay at each bar, or drinks included in the ticket.

Bring comfortable shoes and dress for an evening walk. Service animals are allowed, and most people can take part, but you will be moving between stops rather than sitting for the entire two hours.

Cancellation and basic planning

You can cancel for a full refund if you do so at least 24 hours before the 7 pm start time. Cancellations or changes made within 24 hours are not refunded or accepted, and the cut-off follows New York local time.

Your mobile ticket is confirmed at booking. The tour begins at Washington Square Arch and ends at 296 Bleecker Street, close to restaurants and cafes. That final location makes it easy to keep your evening going, but your next reservation should allow for the stated two-hour duration and normal walking time.

Should you book it?

Book this tour if you want a social, story-driven night that mixes Greenwich Village history with cocktails, a pizza slice, and a few well-placed scares. The strongest reasons to go are the varied route, the local guide perspective associated with Tom, and the chance to visit several speakeasy-style bars without arranging each stop yourself.

Skip it if your priority is a serious ghost investigation, a full meal, or an all-inclusive drinking package. For most adults who want a lively introduction to the West Village after dark, $45 is fair, especially if you value the guide’s local advice and would rather follow a smart route than search for these places on your own.

FAQ

How long does the Greenwich Village Speakeasy and Ghost Tour last?

The tour lasts approximately two hours, including time at the bars and walking between the stops.

Where does the tour begin?

It begins at Washington Square Arch, Washington Square North, New York, NY 10012.

What time does the tour start?

The scheduled start time is 7 pm.

Where does the tour end?

It ends at 296 Bleecker Street in Greenwich Village, near restaurants and cafes.

Is pizza included?

Yes. The tour includes one slice from Two Boots Pizza in the West Village.

Are drinks included in the $45 price?

No. Food beyond the included pizza slice and all drinks are extra.

Can people under 21 join the tour?

No. The activity is limited to people 21 and older.