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Our Sightseeing Tour Guides

With narration developed by the New York Historical Society, our tour guides are second to none.

Get to know the guides that make the Circle Line experience remarkable.

With decades of collective experience and insider information provided by the New York Historical Society, Circle Line's top-rated tour guides are the best in the business. Sit back and relax while these entertaining regional experts share their knowledge, insights and good humor.

Alexis Moore Eytinge

In November 2013, Alexis went on her first guided tour: a chocolate tour in New York City. She immediately knew that tour guiding would be her new career. Her theater, sociology, and foodie background gave her an edge over the other candidates applying to work at a tour company in Portland, Oregon. She gave historical and neighborhood walking tours; beer, food, and chocolate tours; and wine and waterfall tours in Oregon for six years. Finally, she made her way back to her roots in New York City (her mother is a native New Yorker.) Alexis lives in Astoria, Queens.

Alexis loves boats and has never felt more at home than guiding for Circle Line. She believes guiding should be edu-tainment--engaging, informative, and humorous. She's produced a number of one-woman shows and today you can catch her show on Circle Line! If you find yourself on Alexis' tour, you may also get to hear her sing!

Alexis also has a life coaching business supporting young people transitioning to college and independent living. You can find her book 21 Strategies for Thriving at College on her website: www.TheConfidenceSociety.com

Andy Sydor

Born in Manhattan, raised in New Jersey, and now a resident of Queens, Andy has a BA in anthropology from Rutgers. With a deep understanding of the New York metropolitan area, he thought becoming a tour guide was the next logical step. After 17 years as a tour guide, Andy joined Circle Line in 2015.

When not speaking from a boat, Andy is singing to bars in Queens. A fixture on the Astoria music scene, you can find Andy singing and strumming at the Irish Whiskey Bar, Shillelagh or the Wild Goose in Woodside.

One of his enduring memories is from the 2003 Blackout, when, as a guide on a double decker bus, he helped the packed bus navigate the darkened streets of the City from lower Manhattan back to Midtown.

Andy loves to help people, and particularly likes using his role as a tour guide to help people make sense of the crazy experiment that is New York City.

"The tour guide Andy was by far one of the best tour guides we've had on any trip. He was worth the price of admission!" - Kara, 3/16/23

Chris Mason

Chris Mason was born and raised in Bay Ridge, Brooklyn with Circle Line Sightseeing Cruise blood running through his veins. As the son of infamous Circle Line Sightseeing Cruise guide John Mason, Chris had big shoes to fill when he started guiding tours in 1985.

Over the years, Chris has developed a unique perspective on what he feels makes NYC the greatest city on earth. He is proud to share his views with his passengers on his tours, and will often challenge them with trivia and statistic questions.

"Chris Mason, whose profound erudition and deep love for his city and for us - his passengers and pupils - made for an experience we will carry in our hearts for a long time to come."
— harveyb381, TripAdvisor

Chris Mason Circle Line tour guide

David Parker

Born and raised in Pennsylvania, near the Pittsburgh Airport, David Parker came to New York in 1985 to earn an M.F.A. in Acting. After graduating and doing Summer Theater and later adjunct college teaching work, he found a summer job with the then concession contractor on our boats. As he was their top salesman, their manager arranged for David's audition to become a tour guide, where he was hired as a substitute guide. A promotion from Circle Line concessions to running the information booth on Liberty Island meant working both full time at the Statue of Liberty and subbing here as needed for three years. In one form or another he's officially been a Circle Line Guide since 1994.

In October 2001, Dave found one more reason to love Circle Line by meeting his true love while narrating one of his tours. Dave and Leslie married in December 2002 and currently live in Jersey City, NJ. David is an aviation and auto enthusiast, and auto racing fan. As a member of the NJ Diecast Car Club (NJDCC), he has a collection of thousands of die cast toy cars.

"David was our guide and this guy was amazing! He was clever, entertaining, with facts about what you were looking at, in any given moment, pouring from this guy like he was a walking encyclopedia!"
— Bagpiper549, TripAdvisor

David Parker Circle Line tour guide on boat

George Jay Wienbarg

George Jay Wienbarg is a seasoned storyteller with a rich background in acting, modeling, and broadcast journalism. From appearing in a Crystal Pepsi commercial to anchoring the news at top stations like WABC and WNBC, George has always had a flair for the spotlight. He began his award-winning radio career in Wyoming and quickly rose to become the youngest major market news director in the U.S.

Beyond media, George made headlines for securing the international trademark to the Hollywood Sign for his own fashion brand. Since retiring from radio, he’s turned his passion for New York City into a second act—leading engaging, history-packed tours by bus and at the Intrepid Museum. He’s currently writing a book on the East Village in the 1980s.

With George, every tour is more than a walk through the city—it’s a trip through time, told by someone who’s lived it.

Tim Hollon

Tim Hollon is a historian, storyteller, and veteran guide who’s spent over five decades leading tours across the U.S. and Europe. A Heartland native and Army Intelligence Russian specialist during the Cold War, Tim later worked with the CIA before finding his true calling—bringing history to life for travelers of all ages.

Trained at George Washington University and the University of Wisconsin, Tim has guided hundreds of groups through historic sites like Gettysburg, Boston, Monticello, and across the Atlantic to the British Isles and the Continent. Known for his deep knowledge, wit, and eye for overlooked landmarks, he shares stories grounded in research—and often in the words of those who lived them.

Congressman John McCain’s office twice tapped Tim to lead top Arizona students on government tours in D.C.—a testament to his skill as both educator and guide.

"Tim Hollan made a wonderful afternoon around the waters of New York so much more interesting with all the insightful views and historical relevances peppered in."
— Jeff D, TripAdvisor

Tim Hollan Circle Line tour guide on boat

Debbie Mason

Debbie Mason is a proud native New Yorker, born and raised in the southernmost part of Brooklyn. She's a photographer, a storm chaser, and someone who absolutely loves everything about New York City. From its history and architecture to its food, neighborhoods, and nonstop energy, Debbie sees the city as a place of endless discovery—and she’s always excited to share it with others.

After spending over 30 years in a customer-focused role in the telecommunications industry, Debbie made the leap into tourism and never looked back. Since then, she has led thousands of tours for visitors from around the world. Whether it’s a sightseeing bus tour, a harbor cruise, a student group outing, or a private tour for a corporate client, she brings the same enthusiasm and personal touch every time.

Debbie’s deep connection to the city and her friendly, down-to-earth style make her tours feel more like a walk around town with an old friend than a typical tourist experience. She loves showing people the big landmarks, but she’s just as excited to share the city’s little-known stories and local secrets.

For Debbie, New York isn’t just where she’s from—it’s who she is.

Nathan Cox

Nathan Cox is a lifelong New Yorker with a passion for uncovering every corner and story of his hometown. Born and raised in New York City, he has spent over 20 years as a professional tour guide, sharing both well-known landmarks and personal memories—from towering skyscrapers to his own childhood home.

Nathan is known for his engaging, entertaining style that keeps guests laughing while learning. He recently joined the Circle Line family, where he brings his signature mix of history, humor, and heart to the water, offering unforgettable tours around Manhattan.

In addition to guiding, Nathan is a published author (101: Monumental New York City Events), blogger, screenwriter, and musical theatre librettist and lyricist. Whether on land, on stage, or on a boat, he’s always telling stories that bring New York City to life.

Jerry Kaiser

Jerry Kaiser is a seasoned New York City tour guide with over 15 years in the travel and tourism industry. Since 2017, he has been part of the Circle Line team, where he shares his deep knowledge and love of NYC with visitors from around the world.

Jerry’s background includes guiding with Grayline Sightseeing, helping launch the Top of the Rock Observation Deck, and supporting major events at Rockefeller Center. He has also worked internationally, creating tour packages in India and collaborating with the American Consulate in Mumbai.

Known for his friendly personality, clear communication, and engaging storytelling, Jerry brings New York’s history, landmarks, and hidden gems to life on every Circle Line cruise.