Moving to Boston Tour
Overview
An insider tour of Boston’s neighborhoods for potential residents with a long time local! Heading to Boston for college, new job, or just moving and want to explore the area to understand what you are getting yourself into? Tour the local neighborhoods with someone who lived in Boston for more than two decades and discover the best food spots, entertainment, laundromats, hang-outs, and residential hidden gems nearby! The tour includes a drive through Boston's cultural and historical highlights and then a visit to up to three neighborhoods in the area. Learn all about the practical side of being a resident in the area! Rental prices, the best grocery, safety, entertainment, and how to complain to the local authorities when the street light is out! Learn about everything and anything you need to know from someone who has lived in over 20 units and a dozen neighborhoods in Boston in the last two decades.
Itinerary
Faneuil Hall
One of the most famous historical buildings in Boston, this meeting place is referred to as "the Cradle of Liberty". This building is the site of several speeches by Samuel Adams and James Otis fighting for independence from Great Britain.
North End
Tour this neighborhood, known as “Little Italy” and learn about the role immigrants have in shaping Boston’s dynamic past and present! Listen to stories about the Boston’s maritime past and how it shaped the North End. Learn about how the area rose to prominence due to famous residents such as Rose Fitzgerald Kennedy, mother of JFK.
Copp’s Hill Burying Ground & Old North Church
Stroll through Boston’s second oldest burying ground, taking in view of the harbor and Charlestown. Learn all about Boston’s part in the events of the American Revolution. Visit the Old North Church and learn all about the midnight ride of Paul Revere and the historical inaccuracies of the famous poem!
Charlestown
Charlestown is home to the last town stops on the Freedom Trail with the Bunker Hill Monument and the USS Constitution. See “Old Ironside”, the world's oldest ship still afloat, and then proceed to the Bunker Hill Monument. The tall obelisk monument of Bunker Hill marks the location of the first battle of the American Revolution!
Copley Square
Previously known as Art Square, this are is home to all famous cultural institutions of Boston. Visit the Boston Copley Library, known for hosting the “Sistine Chapel of America” and marvel at the famous Trinity Church across the square.
Massachusetts Institute of Technology (MIT)
Drive by one of the most famous universities in the world! Listen to stories about famous local pranks from MIT graduates of the years!
Harvard University
Walk through the famous Harvard Yard and listen to the history of the most prestigious Ivy League universities! Stop the “Statue of the Three Lies”, can you guess what they are?
Pick any three neighborhoods of Boston to explore from a resident’s perspective! If you are interested in visiting only one or two neighborhoods, the Boston tour portion will be extended. Below are the most popular neighborhoods, but if you’re interested in touring others, just ask! Please include the neighborhoods you’d like to visit in the comments section when checking out.
Not sure where all of these are, or not sure the name of the neighborhood you want to visit? Check out our Boston City Guide!
Back Bay
A historical neighborhood, lined with 19th century Victorian housing - some of the best preserved in the world, in fact! Enjoy quiet brownstone-lined streets, excellent food, and luxury shopping!
North End
One of Boston’s first neighborhoods, home to many famous former residents including Paul Revere. Best known for its immigrant past, the area is now among the most prestigious neighborhoods in Boston. Home to delicious Italian cuisine, friendly neighbors, and gelato!
South End
One of Boston’s most picturesque tree-lined neighborhoods. This historic area is home to Boston’s “Restaurant Row”, a stretch of a few brownstone blocks along Tremont Street featuring some of the city’s best restaurants! The neighborhood is home to coffee shops, restaurants, and yoga studios, and many residents who moved in and chose never to leave!
South Boston
The traditionally blue-collar Irish neighborhood of South Boston, locally known as “Southie”, is not to be confused with the posh brownstone-lined South End, which lies on the other side of the Central Artery. Southie was the operations hub of infamous mobster Whitey Bulger during the 20th century. Today the neighborhood is popular with young professionals who flock to the new restaurant and bars, as well as longtime residents who enjoy the beach access and relative privacy of the eastern end of the neighborhood.
Beacon Hill
Boston’s most prestigious brownstone-lined neighborhood. Home to some of the most prominent Bostonians, past and present, the neighborhood is breathtaking and full of history! The neighborhood is home to the most expensive real estate in town and the most prominent Boston residents today.
East Boston
Located across the harbor from Boston’s mainland, this neighborhood retains a distinct residential feel. Home to many wharves, docks, and brewhouses, this neighborhood is a popular hang-out spot, with an amazing view of Boston’s downtown skyline!
Dorchester
By far Boston’s largest neighborhood, Dorchester would likely better be described as 4 or 5 different neighborhoods, rather than one homogeneous one. However, the entire neighborhood triple-decker houses everywhere, and is the home neighborhood for many of Boston’s best-known past and present politicians. Spacious buildings and plenty of parks, along with great view of the Boston skyline, make this a great place to live.
Allston-Brighton
Is it one neighborhood? Is it two? No one knows! But we all agree that the area is known for cheap student housing (especially for BC or BU students), good food, and live music!
Fenway-Kenmore
Another “is it one or two” neighborhood of Boston. The Fenway neighborhood is generally south of Fenway Park, and is populated heavily by students from the Colleges of the Fenway and Northeastern, while Kenmore is north, but the two are often lumped together. The area has grown rapidly over the last decade, and now has several luxury apartment buildings, and two of celebrity chef Tiffany Faison’s restaurants!
Details
Exceptions to availability, group size, or start window may be available. Contact us!
Duration
5h - includes 1h free time for lunch
Start Time Window
8:30 am - 1 pm
Group Size
Up to 6
Start Location
We’ll pick you up anywhere within 3 miles from Downtown Boston!
Want to skip the online booking service fee? Call us!
Low Season
$525
High Season
$575