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| Dick |
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 My name is Dick. After leaving the telephone company after 25 years I’ve had several different jobs, the last of which was working at the Brigham and Women’s Hospital. A friend and I have often spoken about doing tours of Boston in our next life and so it seems that I have arrived at my next life a little ahead of him. I live in Boston and really love this city and I think showing it off to the world is a pretty fun thing to do.
My wife Shelly, and I live in the West Roxbury section of Boston. We have three great kids, two girls and a boy, all them grown, and one grandson who just happens to be about the best little guy in the entire world, not that I am biased or anything like that. For fun I like to play golf, listen to classical music, travel, draw cartoons and bake pies – ‘cause I like to eat them!
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| Irish |
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 Hi!
My name is "Irish". Born and bred in the area, I
studied History and the Classics at the University of
Massachusetts and Boston College. I entered the magical
world of tour guiding as a “step-on” guide for the
motor coach industry. It’s so much fun to welcome
visitors to New England and to show them our most interesting
and beautiful places. One particular delight is to
conduct walking tours of Boston in Nineteenth Century
costume.
My most memorable travel experience
was the year and half I spent on the Mediterranean
island of Crete. I lived a few short kilometers from
the ruins of Knossos. Many scholars believe that this
ancient Minoan city was the basis for the legends of
Atlantis. Now, I take my pleasures closer to home.
My hobbies are studies of history, Greek mythology,
and masterpiece painting.
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| Ken |
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 Back in the last century, I traveled so much to Boston that I decided to move here. Then my visits always included some of Boston’s sights and sounds. Now I have a chance to tell others about what a great city it is. I started out in south New Jersey, near exit zero on the Turnpike. I spent my university years in San Antonio. Chicago was where I began my career in tour and travel sales and marketing that includes airlines, steamship companies, hotels and resorts over the course of thirty-something years. Besides Chicago, I’ve also lived in New York City, Phoenix and Fairfield County, CT. I’ve also been a tour escort, mainly to Alaska but with a few other trips to the Caribbean and Europe. I hold a yacht captain’s license. I’ve done some charter captain work and some yacht deliveries over the years when I’ve had those brief chances to get away from life as we know it. I play golf and tennis when the opportunities permit.
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| Peppermint Patty |
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 Charlestown
has always been a part of my life. My grandparents
settled here in the early 1900’s and five
generations later, the family remains. I am the
youngest of six children and the only daughter.
Some may think that I must have been spoiled, but
that was never the case. The greatest joy and love
of my life is my son Brendan; the time and experiences
we’ve shared are immeasurable. I love Boston
for its rich history and all that it has to offer.
I like the fact that I can be in the city one day
and the next day I can be enjoying the peacefulness
and tranquility of Maine. My most rewarding work
was when I worked as an English writing tutor. I
sat at my table and the world came to me. Now years
later, I enjoy the rewarding journeys I give in
Boston as the world joins me on my trolley!
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Frida |
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 Hi, my stage name is “Frida”, after my favorite female artist Frida Kahlo. I grew up in Revere, Massachusetts and the North End of Boston. I graduated from Tufts University and the Museum of Fine Arts, then went and got a masters degree from the Massachusetts College of Art. I have a fine art studio in the South End where you will find me most evenings and days off, now that I am empty nesting. I show my work at the Bromfield Gallery and the Copley Society and in my studio, during the spring and fall open studios. For the past 25 years and for the foreseeable future, I live in Charlestown with my husband Chip. We have three children: Ian, the oldest, a recent college grad, and Emma and Oliver, twins, who are freshman in college in Montana and Scotland respectively.
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Marc |
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 “On
the right side of the trolley you will see the Key
West Customs House…. Or could that possibly
be the New England Aquarium?” For a number
of years now I have performed in both Key West and
Boston as a tour conductor, and I’m pleased
to bounce back and forth between these two beautiful—and
very different—cities. I Presently live in Salisbury
Beach, with my sweetheart Carol and our cat Missie.
My free time is spent remodeling, remodeling, remodeling
a 1915 beach house that only I would purchase. I love
to read, take walks and my passion is sailing. I hope
to see you on my tour, whether you’re visiting
Boston in the spring and summer, or Key West in the
winter! |
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Jeff |
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 I grew up as a service brat (USN). During this maturing period, I learned a principle of life that has enabled me to successfully drive in Boston: look over your shoulder every 5 seconds.
I found Old Town Trolley Tours of Boston to be the perfect place to draw upon my affinity for history, to overcome a fear of public speaking, and to learn to conquer Boston traffic by patience.
Another principle of life I’ve acquired,
one that I use constantly and by which I measure
myself, I found at the base of Arthur Ashe’s
statue in Richmond, VA. It’s originally from
the book to the Hebrews: “Seeing we are
surrounded with so great a cloud of witnesses,
let us lay aside every weight, and the sin which
so easily besets us, and let us run with patience
the race that is set before us.” |
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Welby - Operations Manager |
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Hi! My name is John, but in “trolley world” you’ll know me better as just Welby. I came to Old Town Trolley in 1997 after working in the limousine and bus industry for twelve years. After leaving a very stressful job, I was looking for something fun to do. I’ve always had a love for my hometown of Boston, so I figured giving trolley tours would be the perfect fit and it has been. Over the years here at Old Town Trolley, I have had the pleasure of giving tours in our Key West operation in the winter months. That was great while it lasted, but now that I’m in management my focus is strictly on the Boston operation. The one thing that makes this place so great is the people. We have the best group of workers anyone could ask for. They are the most dedicated and fun-loving people you can find anywhere. Everyone here goes out of their way to make our guests feel welcome and to insure that they have an awesome visit to Boston. |
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Sue - Trainer |
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 I was born in Boston and have lived most of my life just outside it in Somerville. I have a lifelong love of history. When I was a kid I always wanted to visit all the historic places (and I still do). I love to visit old burial grounds and to read about the people found in them, to know that the names in history books were real live people.
I have worked for Old Town Trolley for over 12 years and most of the time as the instructor, teaching the conductors how to drive the trolleys safely and to give a historically accurate and entertaining tour. I love the training, but I also like it when I get back behind the wheel and give tours myself! There is no better city, chock full of history and great stories, and there’s nothing I love more then sharing this wonderful place with others. |
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Big Al |
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 My name is Big Al and I love to meet people from all over the world on my trolley.
I was born and raised in Baltimore, Maryland. Joining the Navy in 1966, I did several tours of duty in Southeast Asia. After leaving the military, I decided to travel the United States on my motorcycle. Upon arriving in Maine, I met my lovely wife of 35 years, Joanne. We are fortunate to have a fine son named Matthew.
We eventually moved to the Boston area, and after several years working transport logistics, the opportunity arose to work at Old Town Trolley. My fellow CASTmembers are from diverse backgrounds and great fun to work with. My favorite part of the job is showing our guests the beautiful city of Boston and all its interesting neighborhoods. I enjoy telling people about this city’s great history. The tour is informative and lots of fun. Hope to see you on my Old Town Trolley Tour soon…you may even get to hear me sing a song or two as part of my tour! |
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| Clark |
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 My family landed north of Boston in Newberry in the 1630's. Original Puritan stock, the family name has remained north of Boston since. My grandfather, born in 1885 used to accompany a farmer down a dirt road as a teen with horses and cart to sell vegetables in the Quincy Market and Haymarket Square. He and most of our family were and are avid gardeners. I have a cherished picture of my grandfather holding my first of 4 cherished children, a year before he died at 95. The dirt road became Route One which I use to get to work driving with Old Town Trolley. Boston has so much history to hear about! It's interesting and also important to know and remember where we came from. Among my interests, I enjoy driving around New England, as well as flying a 1947 Luscombe 8A 2 seat airplane and seeing it from the air. My stage name is "Clark", and I hope you make the trip to Boston, and choose Old Town Trolley to share with you the life and history of the "Hub"! See you and Good Day! |
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| Boston Bob |
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 I grew up in Maine and have always thought Boston was such a great place to visit that I came here often. I loved touring Boston!
In fact, over 25 years ago, I was married in South Boston. Our families were from out of town so we took all the wedding guests on a tour of Boston between the church in Southie and the Parker House where the reception was held. We did this to be sure we didn’t lose anyone along the way.
As the father of six I have visited most all the museums, libraries, universities and ice cream stores the city has to offer. I like touring Boston so much so that I joined Old Town Trolley to share my love for my adopted city with everyone else.
I love working with the team to entertain, teach, and delight our many guests, who come from all over the world. |
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| The Warden |
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 Originally from the eastern Massachusetts area, I lived a somewhat nomadic existence growing up in different places around the country. Have resided in Beverly up on the North Shore for the last six years with my lovely wife Heidi.
I’m an escapee from the corporate world of branding and advertising agencies. Was involved with strategic planning and moderating focus groups, so no surprise that I find myself again in the role of talking with people for a living as an Old Town Trolley tour guide. Presently, I’m a graduate student seeking knowledge and truth.
I love history, biographies, comedy, film and hamming it up with people, so being paid to give tours is a perfect fit for me.
When I find free time, enjoy reading, traveling, downhill skiing, scuba diving, and anything involving the outdoors. After years of renovating my home, I have been converted into a bit of a Bob Villa follower and am Home Depot’s best friend.
If you hop on my tour, (in between the history and banter) I really enjoy talking in-depth about how the city was “planned” and constructed over the centuries. I’ll get into stories about Boston’s quirky roads, trains, residents…and a lot of the hidden stuff that makes Boston unique and memorable. See you on tour… |
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| Papa |
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 I grew up on the North Shore, just outside of Boston but we always would come into Boston, usually on the subway. My friends & I would go to the historic ballpark for baseball games. My older cousins would take me to Bruins games at the Gahden. When I got older we would go into town for concerts.
At age 21 I left for awhile & wandered but when I came back for good I wondered why I left in the first place. After living in New England for a long time now I can't figure out why anyone would live anywhere else.
I love doing tours, telling people about our great city & why I love it so much. A lot of the guests tell me what a beautiful city it is & I have to agree. |
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| Crackerjack |
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 Welcome to the exciting city of Boston (Bah-ston). My name is Crackerjack (Cracka-jack) and being a conductor (conduc-tuh) in this amazing city is the best job ever (ev-ah). I grew up about 6 miles north of Boston and I am the youngest of thirteen children. I am a father of two high school aged boys. I enjoy meeting guests from all over the world and telling them all the great stories about our wonderful city. Somewhere along the way maybe I can make you a true fan of the Boston Red Sox, Celtics, Bruins and of course the New England Patriots. On the tour you have an opportunity to learn about Boston's great history and visit some of our beautiful streets and terrific shops. Come on and take a ride and maybe I can help you pronounce some of the great Boston sayings. Here are some helpful hints while in Bahston:
Park the car - Pahk the Kah
Over there - Ova They-ah
Over here - Ovah Hee-ah
Mother - Ma
Father - Da
Soda - Tonic
Subway - The T |
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| Cannon |
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 I've been a lifeguard, bar boy, a social worker, a laborer, and salesman. Known mostly by friends as a little crazy. I view the world in a light hearted way. As a conductor for Old Town Trolley, I excel in "safety first and courtesy a close second." I deeply enjoy Boston's history. I research interesting stories of times gone past and bring these events into the present. Bringing history to life. I also like to point out specific anniversaries, and dates and I focus on reliving these events in the narration. (ie. Stamp Act and the destruction of the tea). I look forward to meeting you this summer. Lets have a good time in the old city. |
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| Eck |
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 Hello! Welcome to the city of Boston; my nickname is Eck! You may wonder how I got such a strange nickname; well my last name being Eckhardt, all of my friends from high school would say to me "Eck what are you doing after school Eck? Are you going to play baseball with us Eck? Are we hanging out later to watch a movie Eck?"; And that is how I got my nickname.
I'm a huge Boston Sports fan. My grandfather used to work the Old Boston Garden and I was fortunate enough to meet a lot of the old Celtics players like Larry Bird, Kevin McHale, and Robert Parrish. I even got to meet the great Celtics announcer Johny Most, one of the classiest guys I have ever met. I also love the Bruins, the Patriots, and I'm also a proud member of Red Sox Nation. Besides watching and playing sports I also enjoy going to the gym, drawing, kick boxing, playing guitar and of course reading history.
I've worked a lot of different jobs such as a fitness trainer, security guard, and truck driver in the past but what I do now working as a tour conductor in Boston is a lot more enjoyable. I love telling stories and entertaining people. If I have the privilege of having you as my guest I hope you sit back, relax and participate in the tour. Maybe if you answer one of my trivia questions that I give on the tour you will get a chance to win a prize ! I look forward to seeing you on my trolley. |
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| The Wicker |
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 I am the Wicker: a Bostonian & Tour Master Extraordinaire. I am fortunate to work in a profession where I get to meet guests who bring the best of themselves and just want to have BIG FUN. I provide that fun in an infotaining way. You want to have fun, and I want you to have that fun. In the process of having fun, I cover “The Siege of Boston”, “The Boston Massacre”, “Paul Revere’s Famous Ride”, “The Battle of Bunker Hill”, “The Boston Tea Party”, and much more. I also do my best to answer all the questions that you may have.
Please, come aboard and let us enjoy Boston, Massachusetts together. I love Boston, giving tours of the city and enjoying our guests. I look forward to seeing you, your family and friends on my trolley. When it is all said and done, you will tell everyone that, “There is no better tour than an Old Town Trolley Tour.”
I will see you in Boston! |
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| “J” |
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 My name is “J”. I like to keep things simple. I know what it’s like to travel and not have much of an idea of what to do or where to go. Just leave it to me, when you’re in Boston. I’m from the area, and have the accent to prove it. Born and raised in a little town called Brockton, MA, which just so happens to be home to two boxing champions: Rocky Marciano and “Marvelous” Marvin Hagler. I never realized the wealth of history that was in my backyard! I mean, it starts in 1630!
I’ve been driving trolleys and giving tours since 2007. Rain, shine, or snow, I’m out there, usually with an iced coffee. I truly enjoy Boston, even though I drive around in circles around it all day. It still amazes me to go and see it up close.
I hope to see you out there. I can’t wait to tell you about the Back Bay, the Tea Party, and of course the Red Sox! |
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