To 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.



Telltale Tours

Our Mission

Rory (Founder/Operations Manager

Rory’s experience as a NYC tour guide spans the better part of 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 2015. 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. As a member of The New York City Tour Guides Association, she continues to grow and foster relationships under the mentorship of many of the most renowned historians of NYC.




Our Guides

Kathryn Frey (Lead guide and trainer)


Kathryn Fray is an international award-winning storyteller. With almost a decade's worth of New Yorker under her belt, she knows what makes this city tick: its unique history and hidden gems. As a highly experienced and repected tour guide, she gets to blend her passions of history and narrative with her love of the greatest city in the world. After a tour with Kate you'll never look at New York the same way again

Tim Dowd


A tour guide with a taste for the dark and nerdy bits of NYC's history, Tim was born and raised right here in NYC and loves nothing more than proving to everyone else why it is the best city on earth. If you disagree, please join us for one of our tours where you can drunkenly yell at him that he is wrong. 

Emilly Bollman


My name is Emily Bollman, I am a recent graduate of Syracuse University with a BFA in Acting as well as a minor in Business Management. I’m originally from Colorado but reside in NYC where I am am giving these tours, auditioning, and thriving in the chaos of my early 20s. History has always been of such interest to me and, in a sense, this job provides me with the two things I love most; telling stories and connecting with an audience! Plus the added bonus of drinking is also fun! I love gin, guinness, and spiked milkshakes. Thanks for joining me as we drink our way through the history of prohibition! 

Teddy Warren