8 Boozy Tours in New York City for a Big Night Out

1.NYC: Speakeasy Drinks and Prohibition History Tour

★★★★★★★★★★4.7 · 474 reviews · from $36Our pick

Meet your English-speaking guide near One Worldwide Plaza and walk to three very different Manhattan bars, lounges, and speakeasies. Hear about bootleggers, Gilded Age women, and Prohibition while buying your own drinks. Guides such as Ariel, Ryan, Katie, and Katherine are known for lively storytelling.

“Way beyond expectations! Hilarious guide, great stories, delicious drinks, and COOL spots. Would do this again, loved our time in NYC on the tour!”

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2.NYC: City Lights Yacht Cruise with Drink Included

★★★★★★★★★★4.8 · 241 reviews · 75 - 90 minutes · from $78

Cruise New York Harbor for 75 to 90 minutes aboard a 1920s-inspired yacht. You’ll have an assigned table in the climate-controlled salon, a complimentary drink, and views of Lower Manhattan, the Statue of Liberty, Ellis Island, Governor’s Island, and the Brooklyn Bridge area from the open decks.

“This was a great kick off activity for our NY trip. Hot summer eve out on the water, beautiful views of the city skylines, and sites. Excellent cocktails, romantic setting. The only con was not being able to hear the captain point out the sites, as we opted to sit outside. Still a lovely outing. Limited dining options in the area during our visit so check around ahead of time (we ended up eating at the bowling alley).”

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3.Speakeasy Drinks and Prohibition History Tour NYC

★★★★★★★★★★4.5 · 204 reviews · 3 hours (approx.) · from $38

Follow a local guide such as Ryan, Ariel, Walter, or Katherine through Midtown for three hours of Prohibition stories, Broadway lore, and three very different cocktail stops. Admission is included, but drinks and food cost extra. Expect a small group, upscale-casual dress, and a minimum age of 21.

“Kathryn was awesome! Great places to hit and really unique drinks. This was worth a Friday night trip!”

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4.New York Nightlife: The Essential NYC Nightlife Experience

★★★★★★★★★★4.5 · 175 reviews · 3 to 4 hours (approx.) · from $24Best value

Meet at 9:00 pm near West 3rd Street and follow hosts such as Louis and Ajna through Greenwich Village bars and clubs. Expect ping pong, karaoke, live music, drink deals, and a final club where you may stay all night. Bring ID and wear trendy smart casual clothing.

“I texted the viator whatapp that I will be late in 5min to meeting place and it mention will help me informed the tour Incharge but I reach the meeting place no one there and called the help desk and difficult to provide me a right answer. Disappointed”

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5.Greenwich Village Literary Pub Crawl

★★★★★★★★★★5.0 · 48 reviews · 3 hours (approx.) · from $49Top rated

Walk Greenwich Village with local actor-guides such as Malka, Miranda, Rob, or Camber, stopping at pubs linked to writers from Thomas Paine to Allen Ginsberg. You will hear stories, enjoy recitations, and have time to buy drinks. The tour starts at 2 p.m. and lasts about three hours.

“Great historical tour with lots of interesting information about the area. Presentation by the host was excellent. Really enjoyed ourselves.”

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6.NYC Pub Crawl and Rooftop Clubbing Experience

★★★★★★★★★★4.1 · 39 reviews · from $28

Meet an English-speaking host near Bowery and East Houston for a 3.5-hour night through four New York bars and clubs, ending at a multi-level rooftop nightclub. Your $28 covers entry, hosts, drink deals, and shots. Bring ID, follow the strict dress code, and arrive on time.

“As the tour guide was walking very fast, she didn't pay attention to the group at all. What's more, she was going so fast in windy weather that I fell on my hand and broke my wrist and had to go to hospital as an emergency. In other words, I didn't get to experience it at all.”

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7.Best of NYC Drag – Drag Bar Crawl with Drink

★★★★★★★★★★5.0 · 20 reviews · 2 hours 30 minutes (approx.) · from $49

Meet guides such as Alex, Justin, or Miss JAE in Hell’s Kitchen for a welcome drink, nightlife history, drag performances, and a final show at Industry Bar. The group is limited to 10 people, making this a friendly introduction to New York’s drag scene.

“Fun night with great people, thanks!!! Dancing/lip sync and drag scene in real life club competition.”

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8.NYC Nightlife Crawl: Bars, Clubs & VIP Entry

★★★★★★★★★★4.5 · 15 reviews · 3 to 4 hours (approx.) · from $32

Start at 9:00 pm in the East Village for about 3.5 hours of hosted bar and club hopping. Expect games, DJs or live music, free shots, drink discounts, dancing, and VIP-style entry. Bring valid ID, follow the dress code, and plan for walking and crowded rooms.

“Okay pub crawl, lots of walking so I’d recommend comfortable shoes. Also, some of the bars were overly crowded so be prepared to stand with loud music. I’d say this is for more of the 40 and under crowd. If you don’t drink I wouldn’t recommend because with every stop when you get a drink you get a free shot. So drink wisely! Lol However, you get to meet a lot of people in a short amount of time.”

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