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We make history fun, exciting and applicable in 21st century NYC!! Through the art of storytelling, we'll explore 516 years of New York history with a focus on immigration, food and alcohol all while bringing strangers together from around the world.

Our Team


Rory Lipede

Rory’s experience as a NYC tour guide spans the better part over a decade and has helped cement her reputation as one of the most sought after tour guides in town. Indeed, Rory had the honor of being named one of New York’s top 8 tour guides. In light of her unwavering five-star reviews and status as a coveted gold star tour guide licensee with the city of New York, Rory is in high demand. Her exuberance, theatricality, passion and extensive knowledge of the city’s history speak for themselves. Rory continues to grow and foster relationships under the mentorship of many of the most renowned historians of NYC.

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A theatre buff and classically trained actor, our tour guide Jenna is always ready to put on a show! Hailing from Pittsburgh, a city rife with its own fascinating history, Jenna brings her love of storytelling and history to the greatest city in the world. With her background in theatre, telling the many tales of the city are never a dull moment. And the drinks certainly don’t hurt either!

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Having earned a dual degree in performance and history, Kamala is excited to finally have a chance to put them both to use at once. Come out and hear about some facts they probably don't teach you in school and enjoy a few drinks along the way!



Armed with his tour guide background, training in musical theatre, and ability to soak up random history like a sponge, Ryan is excited to hit the streets with Telltale Tours! Originally from San Jose, California, and spending his college years in Miami, Florida, he has always felt the draw of New York City and its rich, vibrant, and oftentimes disturbing history. Come along and have some laughs and drinks soon!

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From small town to big city, Kaitlyn has always dreamed of coming to New York to pursue her passion for acting. So after getting her BFA in Performance, she dove right into all NYC has to offer. Falling in love with the city, it’s people, and it’s unmatched nightlife, Kaitlyn hopes to share that love with you as we explore a night in the greatest city in the world!

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(she/her) Is a NYC-based theater actress. Broadway credits: Macbeth, Slave Play.

Theater credits include: Too Heavy For Your Pocket (Roundabout Theater), A Raisin in the Sun (Williamstown Theater Festival), Father Comes Home from the Wars, Parts 1-3 (Yale Rep/A.C.T), Dead Dog Park (Boz &The Bard/ Bedlam), Paradox of the Urban Cliche' (Poetic Theater Productions). For more about Eboni visit



From Hollywood to Broadway, Arielle’s ready to show you the secrets of NYC’s past and weigh in on which coast is superior (spoiler alert: New York is!). Actor by day, tour guide by night, she combines her love of storytelling, history, and cocktails to give you an unforgettable experience. Join her and get ready to booze, schmooze, and step back in time.



What They're Saying

What an amazing tour!

"What an amazing tour! As a solo traveler I couldn’t have asked for a better experience! Our guide was knowledgeable and I learn so much history! Also I had the best old fashion in the history of old fashions! There is something to drink for everyone. 100% recommend and will do it again!"


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