Simply The Best Boston Sightseeing Tours
Experience Boston - a historic & vibrant city, on a private tour with your own personal guide. With its rich history, diverse neighborhoods, and legacy of arts, culture., dining, education, and sports, there is something for everyone! We are passionate about our city, and we look forward to sharing it with you.
This is not a mass-market tour. We offer customized private tours in Boston that deliver more of what you want to see. While most Boston tours will touch on the highlights of this great city, we want to show you all that and more. We believe that visiting Boston should be fun. We'll give you the stories behind the scenes through the eyes of the locals. Walking along the iconic Freedom Trail, you'll hear stories from the American Revolution. Plus, you'll hear unique stories, like how a deadly wave of molasses once flooded Boston's North End and why the locals never say "Beantown".
Come and experience Boston at your own pace. How to explore the city is entirely up to you. We offer walking tours, driving tours, and step-on bus guide services. It's our goal to make sure you see as much as possible while having fun along the way. You just might learn a few things too!
BOSTON SIGHTSEEING TOURS
The name says it all. This exciting journey covers all major sites with a stop for lunch. In this detailed excursion you will experience all of the sites & attractions we offer.
A four-hour combination walking and riding tour. In this extended tour, you will stroll through the historic North End. Perhaps have a snack from a famous North End pastry shop. See the Old North Church and Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood and so much more. Stroll through the cobbled streets near Faneuil Hall and learn about our Revolutionary War past. Drive through downtown, Historic Beacon Hill, the Back Bay, and Fenway. If time permits head over the Charles River to MIT & Harvard. Travel through the new and vibrant Seaport District and along the beautiful Boston Harbor.
Experience more than 250 years of history on Boston’s Freedom Trail which is a 2.5 mile red line connecting 16 historically significant sites.
The Freedom Trail is a unique collection of museums, churches, meeting houses, burying grounds, parks, a ship, and historic markers that tell the story of the American Revolution and beyond.
This tour covers the many exciting sites & attractions of Boston, Cambridge & Charlestown in a short amount of time. See sites along the waterfront, through the North End, Charlestown, The West End, Beacon Hill, Back Bay, and Cambridge, if time permits also see portions of Harvard and MIT.
Beacon Hill is one of the oldest and most picturesque neighborhoods in America. From the golden dome of the State House to the luxury homes of Louisburg Square, this tour takes you by picturesque streets, highlighting examples of early American Federal, Greek Revival, and Victorian architecture.
Learn about Boston's first settler, Reverend William Blackstone, a reclusive clergyman. Hear about Robert Gould Shaw and his role in leading freed slaves in the Civil War. Walk portions of the Black History Trail and stroll along the famous cobbles of Acorn Street.
In this exciting and historic excursion you will learn how it earned its name and how its progressive development during the 1800’s birthed some of America’s most renowned architectural wonders. You will view Boston’s memorable mansions and grand townhouses along Commonwealth Avenue.
Starting atop Beacon Hill by the gold domed 1798 State House, stroll through these historic neighborhoods, one from the early and the other, late 1800’s.
The elegant red brick sidewalks and Federal style townhouses of Beacon Hill have attracted residents from Louisa May Alcott to John Kerry. See the cobblestoned street that is the most photographed in the city, and hear of the famous residents in this charming exclusive Historic District. Architectural detail, flowered window boxes, and wrought iron finishes decorate these magnificent homes.
Travel 16 miles outside the city to the nearby communities where America was born. You’ll hear stories of brave individuals on both sides of the Revolutionary War and have an accurate, vivid picture of the action of April 19, 1775. History will come alive as your guide retells the story of the morning skirmish on quaint Lexington Green where 77 Minutemen stood against 700 British Red Coat soldiers in the first encounter of the Revolutionary War. A charming town, its Green has been carefully preserved and features several statues and historic monuments. View many colonial homes from the 1700’s around the Green and along our route.
Walk where the Pilgrims trod and hear how their faith inspired them to flee from England, find refuge in Holland, and cross the ocean to the shores of New England.
This tour will help you understand the monuments of Plymouth erected in honor of her founders as you hear the stories of these Separatists in their own words.
The Underground Railroad was not a railroad or underground but it did have real live conductors who gave their lives so Slaves could be free. Underground railroad is a symbolic name used for over 200 years to break away from slavery.
We now offer custom group bus charter tours to areas outside of the city core including Plymouth, Salem, Marblehead, Gloucester & Rockport, Lexington & Concord. Give us a call to discuss your plans!
Why choose us?
See More With Our Knowledgeable Local Guides!
Our guides are well-versed in Boston's fascinating history, architecture, culture, and food. They'll show you local favorites like Fenway Park, the Boston Marathon finish line, and the bar from Cheers. You'll get the local perspective on Boston's arts, culture, food, education, and sports legacies. There is something here for everyone, and our guides can't wait to share it all with you!
Custom Tours are our specialty. Let us design one for you!
We specialize in setting up just the right tour for you. We can arrange visits to museums, add stops along the way, coordinate to areas further out of town and anything else that you wish to see.
Step-On Services for schools & larger groups.
Got a bus? No problem! Need a bus? Again, no problem! We work with area charter bus companies to bring you many different options for small or large groups that are needing transportation services
Top Rated on Trip Advisor & other travel review sites!
Tour with confidence knowing that we are highly rated on many travel review sites. We are often recommended by concierges from Boston area hotels and travel professionals as well as visitors from around the world.
Words from our customers
Explorations In A City Of Firsts
As one of America's oldest cities, Boston can proudly claim many "firsts." The first public park, Boston Common, is across from the Massachusetts State House in the Beacon Hill neighborhood. The Boston Public Library, founded in 1852, is the first extensive free municipal library. The first subway system in America opened in downtown Boston in 1897. And the first lighthouse in America was established in Boston Harbor on Little Brewster Island in 1716. We boast the first telephone call, the first public school, the first computer, and many, many more!
Boston, and the surrounding area, are also home to many great inventions. The disposable razor was patented in 1901 by King C. Gillette. The 54th Massachusetts was the first unit in the Union Army made up of free Black soldiers in the Civil War. And the original Toll House Chocolate Chip Cookie was invented in nearby Whitman, MA, by Ruth Wakefield.
Frequently asked questions
Private tours include just you and your family and friends. That’s all. To ensure you have a personal experience, your group will consist of you and your family/friends/colleagues, only. We never mix groups, or put you with strangers. There is no minimum: if it’s just you, we look forward to becoming your travel companion for the day.
Yes! Larger groups include tour group on a bus, school groups, corporate groups, etc. Tours for larger groups range in size from 10 to upwards of 60 or more people. For information and pricing on group tours for other organizations, please contact us.
We will work with you to the best of our ability to ensure you’re able to enjoy our city at a comfortable pace and within a reasonably safe, respectful environment.
Starting points can vary depending upon the tour that you choose. Private tours can often begin at the Boston location of your choice including hotels, B&B’s private homes, etc. or a designated meeting place will be determined prior to tour day. The Freedom Trail tours begin at the corner of Hanover Street and Cross Street at the Tony DeMarco boxing statue or the corner of Park Street & Tremont Street between the Park St. subway stations.
No! Prices are per group, in US dollars. The price of your tour is guaranteed the moment we receive your deposit.
Optional admission to the Old North Church - $5.00 and Paul Revere House - Adults - $5.00 Seniors and College Students - $4.50
Children (ages 5-17) - $1.00 Cash only for admission. Old State House Museum optional visit admission: Adults - $10.00 , Seniors (62+) - $8.50, Students - $8.50, Youth (6-18), Members, US Military, and Veterans - FREE
A booking fee is added to bookings made online through the reservation service. Call us with questions or for additional details.
We accept all major credit cards, Venmo or company check in advance of your tour.
Cancellation of a reservation must be made at least 72 hours prior to tour to qualify for a full refund.
50% refund between 48-72 hours. No refunds will be issued within 48 hours of a tour. For tours requiring use of a third party vehicle, no refunds are available if the notice given conflicts with the third party cancellation policy.
Tipping is by no means a requirement or expectation for anyone on our team. If you had a great tour and enjoyed the service that your guide provided then leaving a tip is always greatly appreciated. This can be done with cash, Venmo or added to your invoice.
Tours run year round. Select the date on our reservations calendar and a tour representative will respond to confirm the date and time you prefer is available.
This is New England. We are a hearty bunch and will go out in all kinds of weather. If it rains, we can spend more time inside of attractions and dodge the puddles while using an umbrella. Flexibility is the name of the game! We reserve the right to cancel any tour if the weather conditions are determined to be unsafe.
To book a private tour for up to 6 people you can book online or call us at 866-817-TOUR. To book a tour for a larger group contact us by email or telephone. Please note that as we are often out giving tours, phone calls are returned in the late afternoons or evenings.
Yes! We offer virtual gift cards for any amount which can be sent to you or directly to the recipient. Simply click here.
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