Meet Our Cast

Detailer

Born and raised in Port-Au-Prince, Haiti. I enjoy reading, watching sports, movies and I love classical music. I love apples, bananas, blueberries, potatoes, plantains, and yucca to name a few. My all-time favorite song is “We are the World” by USA for Africa.

Sales Representative

I grew up in Raynham, MA and currently live in Quincy, MA. I’ve worked as an Assistant Manager at Spirit Halloween, and worked stocking shelves at Hannaford’s. I play video games and card games and watch movies with my daughter. My all-time favorite food is mac and cheese.

Actor

Born and raised in Sonoma County, California, where I became a part of the chipping under the oakwood, the Northern California, Renaissance Faire. Then I moved to Alaska for four years before choosing New England as my home. My man and I live on a small farm where we raise silkie chickens. Our two goofball Roodles (half Rottweiler, half poodle) keep us safe from the encroaching hordes of squirrels.

Sales Representative

Andrew arrived on Old Town Trolley’s Doorstep in 2001! He had quit his boring job at Blockbuster Video to work as a Colonial Actor on The Boston Tea Party Ship. He eventually transferred to Sales at OTT, the job he has today. Andrew loves working with our CAST while selling our attractions to guests from around the world.

Actor

Arthur was a born showman, living his dream as the proprietor and ringmaster of a traveling circus. When the circus fell on hard times, he drummed up business by transforming his performers into unusual and sometimes morbid curiosities, displaying them to enraptured crowds across the land. Over time Arthur’s captive performers rebelled and when they eventually broke free from their cages and took their revenge on Arthur, he found himself condemned to an eternity of performing for the very people he had previously imprisoned and displayed as his traveling band of curiosities.

Detailer

Anesti came to Boston in 1996 with his family from Albania. He has two incredible children and a beautiful granddaughter named Paris. Anesti has been with HTA since 2001, working in our Maintenance Department – ensuring our trolleys are sparkling clean every day.

Sales Representative

Ariel is a creative person who likes to improvise and have fun. They have a very chipper personality and likes to greet others with a smile, willing to lend a hand to someone, if needed. A modern artist with colorful views and a fan of history as well as science. As they grow to become greater in their field of vision, they wish to one day get to see more of the world, other countries in which they meet people that come around on a daily basis. Someday, that dream will come true for them.

Lead Actor

Aspen is a current resident of Gloucester, and has called nearly 5 different states home – but Massachusetts is truly where the heart is. Aspen has a beautiful wife, a wonderful daughter, and too many animals to count. (The cat, Spooky, is the favorite. Don’t tell the others.) When Aspen is not haunting the streets of Boston (or the local Taco Bell), you can find her occasionally hosting a karaoke night, attending a drag brunch, or as a practicing LMT. “Today I define success by the fluidity with which I transcend emotional land mines and choose joy and gratitude instead.” – RuPaul

Sales Representative

Hi, my name is Attucks. I am from Lisbon, Portugal. I moved to Boston years ago. I love our amazing city and spend a lot a time navigating and discovering more about it. I am currently concentrating on finally going back to college and finishing my Psychology degree. I have worked as a Dunkin Donuts Store Manager, an Interpreter, and I am loving working for Old Town Trolley Tours. I love sports and love learning new things. Something fun about me is that I can enjoy Eros Ramazzotti the same way I would enjoy Drake. I just love music.

Fleet Mechanic

Born and raised in Boston. I always have my cell phone and a chapStick in my pocket. I enjoy a great picnic by the water where I envision the author Robert Greene would write my life story. What is Boston’s best-kept secret? Most don’t know that Fenway grows its own vegetables. That is an innovative way to use 1800 sq. feet of dead space. Fenway Farms supplies produce for EMC level.

Manager Trainee

I grew up in a small town in Maine and moved to Massachusetts in 2016 for undergrad. I started driving buses as a way to support myself and ended up dispatching, training, doing maintenance, and running the Marketing and PR department. After getting my degree in biology, I moved to Boston to start nursing school. I started at Old Town Trolley as a shuttle driver in August of 2021 as a part-time job to put me through school. However, I quickly decided I love my job and wanted to be more involved. In March of 2022 I was promoted to manager trainee, and at that time also became a dispatcher and conductor. While I am still a full-time nursing student and finishing out my Associates, I am beginning my career at OTT by training in each of the departments to find where my best fit as a manager would be and seeing where this journey takes me.

Vendor Sales Representative

I have been with Old Town Trolley Tours of Boston for 18 years. It’s sure true what they say – time flies when you’re having fun. It seems like just yesterday that I was auditioning to be a driver. I was a tour conductor for about 6 months and I really enjoyed it. I liked meeting people from all over the world, showing them around this great city, and telling them about the important historical events that happened here. As the Vendor Sales Representative I work closely with Concierges, Front Desk Agents and Sales Managers at hotels throughout Boston and surrounding areas. Just like when I was driving, I get to meet people from all over the world, but now I am able to maintain long term, ongoing relationships with them. It feels like I have friends all over Boston.

Commercial Fleet Manager

Bob has been an ASE Master Technician since the age of 18. He worked most of his life as a flat-rate mechanic for Oldsmobile & Chevrolet dealerships. He came to OTT in 2005 and heads up our maintenance and mechanical departments.

Actor

Hey I’m Charlize! I use they/them pronouns and am from Ipswich, Massachusetts, though now residing in the Boston area for school! I’m a musical theater major at the Boston Conservatory at Berklee and am currently in my junior year. I’m currently trying to become a puppeteer because I grew up watching so many tv shows as a kid that were FILLED with puppets (i.e., Between the Lions, Bear in the Big Blue House, The Muppets, Sesame Street, etc.). And a fun fact is that I have hidden multiple cardboard cut outs throughout my apartment for people to find; my favorite is the large Tinky Winky head 🙂

Lead Detailer

Music lover, I work as a radio DJ & also as a mobile DJ for various events. Huge sports fan and animal lover. Love football, baseball or going to a good metal or rock concert. I also enjoy relaxing with some video games or playing my guitar.

Sales Representative

Darren has lived in Cambridge, MA for the past 4 years. Originally from Virginia Beach, VA. Boston’s Best Kept Secret: Samuel Adams Brewery and the Seaport District, lived there for a year. The Brightest Smile of Boston, former Multimedia Journalist for various news outlets across the country.

Sales Representative

As an Old Town Trolley Sales Representative, I enjoy connecting with our valued customers on a personal level. In this way I am helping to create lasting and positive vacation memories. Boston as a city has been on my radar, so to speak, since the age of ten when I became an avid hockey, specifically Bruins, fan. I am grateful to be part of a dynamic company living in the city of my hockey dreams!

Maintenance Manager

Raised in the Jersey fens to the strains of Tom Lehrer and Belafonte, and nurtured among the dewy, firefly-strewn suburban lawns of the American south, Gordie has been a resident of New England for nearly half his life. He lives in Allston, the “City of Kings,” with his delightful partner and pal, Colette… and Shorpy, the cat. Gordie will be forever grateful to Old Town Trolley for releasing his inner tour guide, an entity whose existence he never suspected. Like a mastodon bellowing across primeval swamps, he hopes to share his love of this corner of America with our visitors to Boston.

Actor

Being a graveyard-bound pirate wasn’t what I had in mind when I was in school for graphic design and marketing, and while working as a waitress in Hampton, NH. I love learning. I’m getting good at stuff without worldly appreciation, trying things that scare me – and learning to be a good person. From pro wrestling to piracy, I’ve always done one thing well, diving in head first and doing my best!

I have lived in Hyde Park, MA since 1995. I’m a huge Boston sports fan. In fact, I have a Red Sox tattoo on my right arm. I have been in the trolley tour business since 1999. I also have two brothers; one older in Colorado and one younger, who just had twin boys.

Sales Representative

My name in Jen and I was born in Cameroon, West Africa. I’m currently getting a Masters in Social Work at Smith College. When I’m not working or studying, I’m either watching movies, making jewelry, or playing squash or soccer.

Safety Officer

Jewels was born, raised and still lives in Scituate, MA. She is the youngest in the family with 3 older brothers – one of whom made her an aunt to two amazing nephews. She has been with OTT Boston since training in winter 2015 – Boston’s snowiest winter on record! Jewels started as a Conductor and is now our Safety Officer, and a key member of our Operations Team. When not working, Jewels enjoys sailing, kayaking, hiking, traveling, and trying all sorts of new experiences and adventures with family and friends.

Fleet Mechanic

Born during the Brinks robbery, married 51 years, and have 3 children (unfortunately no grandchildren yet). I have been repairing trolleys at OTT Boston for 14 years. Love to travel, swim, ski, and hike. Enjoy good books, movies, good company and great beer and wine!

National Cruise Ship Liaison

John began his career at Old Town Trolley Tours of Boston in 1997 as a Tour Conductor. Since then, he has performed many roles, such as Head Conductor, Operations Manager (10 years) and eventually General Manager (5 years). In 2018 he was promoted to his current position of National Cruise Ship Liaison, overseeing all aspects of cruise ship sales and operations for Historic Tours of America. He splits his time between Key West and Boston, spending six months of the year in each location.

Actor

Johnny is an actor living in the city! He recently moved across state to be a Ghost Host here at OTT! He grew up in Wellesley, Massachusetts before moving out to the Springfield, Massachusetts area to study communications/theatre. Johnny has experience in theatre, film/television, improv, and voice over work. Very excited and grateful to be here!

Concierge

Karolyn is a concierge sales representative at the Boston Park Plaza Hotel. She was born, raised, and educated in Boston. In her spare time, she enjoys gardening and figure skating.

Concierge

Hello! While formerly employed at the Westin Boston Seaport, it is exciting for me to now be promoting Historic Tours of America products and services as a Concierge at the Long Wharf Marriott. I live in Hull with my husband and 2 children. It is fun to take the commuter ferry to work each day. After attending Boston College, I became a full-time teacher with the Hingham Public Schools. My passion is working with children during the day, and then enjoy evenings and weekends as a Hotel Concierge, where I can provide an optimal experience for my hotel guests. My other interests include nutrition/exercise, live music dining experiences, musicals and shows on Broadway.

Kimberly has been with Old Town Trolley since 2010, spending the first decade as “Lily Winters” with Ghosts & Gravestones. She is now the Group Sales and Advertising Representative for the company. Kim was born and raised right outside of Boston and attended Regis College, where she graduated Magna Cum Laude. Kim has been acting since she was a young girl and some of her favorite roles include playing Lina Lamont in “Singing in the Rain” for both The Company Theatre and The Emerson Umbrella Theatre, and Paulette in “Legally Blonde” for Arlington Friends of the Drama. When Kim is not working, she loves going to the beach, skiing and spending time on Nantucket with her wife, Ashley.

Sales Representative

Kristen joined Old Town Trolley Tours of Boston in 2016 after returning to Boston from Florida. While in Florida, she worked at Disney World as a conductor and engineer of four different 21910 steam trains.

Depot Sales Manager

I was born and raised in Hawaii on the island of Oahu. I recently moved to Massachusetts in 2021. I’m now living in Quincy, MA with my boyfriend, 2 dogs, and chinchilla. Prior to moving, I had never seen snow. I’m loving my life in New England. In my free time you can find me in the gym, learning a new recipe in the kitchen, or exploring Boston.

Lead Actor

Leo is a professional actor and entertainer with years of experience as a character actor. While he specializes in the haunting industry, his range into more mainstream comedy and dramatic roles is equally impressive. Born in Boston, he lived most of his life in Seattle where he learned to hone his acting skills on stage, tv, movies, live events, and even behind the camera as the director of his own television/stage shows. Returning to Boston he utilized his talents to entertain the east coast. When not performing, he is typically found cartooning, gaming, and exploring the world for quirky facts and new adventures.

Concierge

‘I haven’t been everywhere, but ‘it’s on my list’ is my motto. My passion is travel and my goal is to see (and experience) the world! I have spent 16 years in Hospitality and enjoyed every of minute meeting people and sharing stories. My background is insurance, which has taught me many of life’s lessons, but I still like to take some risks. What else do I love? Sun, sand, surf, and endless summer.

Concierge

Originally from Colorado Springs, Colorado, Lisa previously worked as a Public Relations, Marketing & Fundraising Consultant for professional athletes and entertainers. She fell in love with the city of Boston during a business trip and decided to make this her permanent home. Lisa works for Historic Tours of America as a concierge at the Marriott Long Wharf. She resides in Charlestown and keeps busy with hobbies that include travel, watching sports, scrapbooking & photography.

Administrative Assistant

My name is Liz and I was born and raised in South Boston, MA.  Before joining Old Town Trolley, I was a paralegal for about 20 years. I have a 10-year-old little girl, and a very stubborn 10-year-old Irish Coated Wheaten Terrier. I love going on adventures, traveling (especially Florida), and of course, watching the Red Sox (even when they are in last place).

Assistant Manager of Operations

Mike was born, lived, and for a time he worked for Old Town Trolley, starting out as a conductor. Not long after giving tours, he was made a dispatcher, then eventually promoted to assistant manager of operations. Mike is well known for telling the worst one-liner jokes that you have ever heard – and he knows it; (no, it hasn’t stopped him).

HR Administrator

I love working with fun and interesting people here at Old Town Trolley of Boston and helping people navigate this beautiful and exciting city. I grew up on Beacon Hill and went to school in the North End of Boston. I later studied at New England School of Art and Design and Mass Communication College. After school, I moved to NYC where I worked and raised my family. After missing out on the 2004 Red Sox World Series and many Super Bowl wins, I am very excited to finally be back in Bean Town! I love northern Italian food, art, nutrition, politics, and travel.

Detailer

Namik and his family moved to Boston from Albania. His two daughters are the light of his life and are succeeding in their works. He is friendly and enjoys working with people of different nationalities and cultures. He is a terrific soccer player.

Sales Representative

I have lived in Boston and worked for Old Town Trolley for a few years now. I moved here to go to grad school and work for a historical company in the city. My grad school program is in Archaeology and Anthropology. I have a passion for historical conservation, and I love Boston because it has so much history.

Fleet Mechanic

Peter came to Old Town Trolley Tours of Boston in February 2018, after retiring from the MBTA, where he worked for 27 years. He is a United States Army Veteran, having served in Operation Desert Shield, Desert Storm.

Concierge

Bon Jour! My name is Roger. I’m Franco-American. I was born and raised in Berlin, New Hampshire, but now live in Quincy, Massachusetts. Born on June 13, 1956 (The Feast of Saint Anthony) makes me a TRUE Gemini, and I love to talk! Boston is such a great and beautiful city, truly the “Hub of the Universe.” My greatest passions are family, sports (especially the Bruins and Red Sox), music and live theater. The Boston music scene is eclectic and wide; you’ll often find me at a concert. I’m a diehard Jethro Tull Fanatic! My favorite vocalist is Carly Simon. Number 4 Bobby Orr is my sports hero. If you need a French interpreter, I am the “Bon Vivant” for you. Please come be my guest as I share with you beautiful Boston.

Detailer

Born and raised in Maynard, MA. I am a die-hard Boston sports fan. I enjoy being outdoors whether it’s doing landscaping or playing ball. I’m a huge music fan. I’ve been playing the drums since I was 7 years old. Most importantly I really enjoy working for Old Town Trolley.

Actor

Stella’s talent for magic couldn’t be denied… unfortunately, as a woman, she was relegated to the role of mere assistant. When magicians who worked with her fell victim to a series of mysterious accidents, poor, innocent Stella came under fire… literally. But don’t worry! You can still catch her show, exclusively at Ghosts & Gravestones.

Concierge

Stephen grew up in Boston, just beyond the North End. When he was a kid, one of his favorites, almost daily excursions, was to hop on the “T” after school and go on explorations all over the city with his friends. With a life-long knowledge of the city and its history, when the Concierge position opened-up at Old Town Trolley to serve at the Marriott Long Wharf Hotel, he was eager to sign on. Sharing knowledge of the city, informing guests of tours and cultural attractions, while guiding them to some of Boston’s finest restaurants, is enjoyable and fun. Stephen most likes the diversity of guests who visit the city from across the country and from every nation around the world. When people ask him what he does for a living, he jokingly replies, “I get to tell people where to go and what to do, which pretty much sums up this role, which I enjoy very much.”

Tour Entertainment Manager

Steven currently oversees The Sons and Daughters of Liberty Educational Tour and his one-true-love – Ghosts & Gravestones of Boston. After a stunning, high-profile career of performing in such theater destinations as Kittery, Maine and Portsmouth, NH, Steven left for the small, little known town of Boston, MA to teach the local actors how it was done. In his spare time, Steven enjoys film, boxing, running, board games, reading, role-playing games, hiking, Star Trek, comic books, performing at Improv Boston, traveling and all things to do with horror and Halloween. He recently earned a degree in Sociology at the University of Massachusetts, Boston.

National CDL Trainer

My name is Sue and I am the National CDL Trainer, based in Boston. I started with OTT in 1995 and have been training people to give tours, as well as happily giving tours myself since then. I grew up just outside of Boston and I truly believe that there is no better city to give tours and visit. I learn something new about Beantown all the time.

Assistant General Manager

Originally from Worcester, Massachusetts, Tim moved to Boston to work on his acting career and thankfully found the best performance piece of his life, Ghosts & Gravestones. The rest, they say, is history. He is happy and excited to be in his current role, and to be able to do his part to keep Old Town Trolley Boston the wonderful operation and experience we all know it is.

HR Manager

I was born and brought-up in Boston. Some of my best childhood memories were in the North End, visiting family, enjoying gravy on our macaroni on Sundays, getting a single purple balloon at the weekly Summer Feasts, and eating entirely too much of the original East Coast favorite, Ritchie’s Slush.

I have worked in several industries over my 30 or so years of experience. Corporate America was no longer challenging (or fun) for me. In researching other job opportunities, I came across the HR Manager position ad for Old Town Trolley Tours of Boston. After reading all the wonderful write-ups and bios, I knew it would be a positive change if I was able to work here. I applied for the position, and the rest is history!

Lead Actor

For as long as he can remember, Will has been a performer and prop maker. Admittedly, he can usually only remember as far back as last Thursday. After many years in haunts and other strange ventures, he came to Ghosts & Gravestones. In his spare time, he enjoys gaming, road trips, and hanging out with his cats.