The Hidden History of Boston That No Other Tour Can Offer

Get a first hand view into the world of Boston's underground. The Boston Crime Tour was meticulously
researched and created by Boston natives who grew up in the very neighborhoods where James "Whitey" Bulger and
his Winter Hill Gang operated. Learn the true story of how Boston's Irish mobsters, lead by Bulger,
ran amuck in the city of Boston by keeping the Boston Police, State Police, and FBI on their payroll.

Keeping the FBI on the Payroll

Learn how Bulger's ties with the FBI kept him operating with impunity for over two decades. Where the indicted FBI agents merely scapegoats for a larger conspiracy than the Bureau will admit to?

Pirates of Boston Harbor

You RRRRRRRRRRRn't going to believe it when you hear about the swarthy dogs that once preyed on merchant vessels around Boston Harbor. Boston was the maritime capital of 1700s America and as such many pirates either began or ended their careers here.

JFK's Rum Running Legacy

Is there any truth to the often repeated story that the Joseph P. Kennedy ( JFK's father ) solidified his family's wealth and standing as a bootlegger and illegal importer of alcohol during the years of prohibition?

Who was the Boston Strangler

Between 1962 and 1964 this deranged serial murderer took the lives of 13 women, terrifying city residents and sending the Boston Police scrambling. The state even employed a psychic to use ESP to identify the killer, wonder how that would hold up in court...

The Brinks Job

In 1950 nine masked bandits pulled off what was at the time the largest heist in US History taking nearly $2.7 million in cash and checks from the Brink's Armored Truck Company in downtown Boston. That would be like a roughly $26 million score in today's dollars.

Turned in by Miss Iceland

With a $2 million dollar bounty on Whitey Bulger it is no wonder he layed low for twenty years. In recent memory only Osama bin Laden topped him for the largest payout, but did you know Bulger was ultimately turned in by the next door neighbor, a winner of the Miss Iceland Contest

See History First Hand

Take a tour with us and see with your own eyes the sites where these unbeleivable stories took place.

Bulger in prime form

At the top of his game Bulger was quite an intimidating figure in the Boston neighborhoods he controlled.

Masks of the Brinks Robbers

A reporter wearing a mask similar to those used by the crooks stands near the first of six locked doors the bandits would make their way through during the heist.

Whitey Bulger Caught at 81

Bulger, accomponied by US Marshals, received a controversial $14,000 helicopter ride to his day in court on June 30, 2011.

Triple O's Lounge in South Boston

Once a favorite haunt of Bulger and his gang. Whitey ran his operations from this bar for years. Today it is a sushi restaurant.

The Blackfriars Massacre

Boston police secured the scene outside 105 Summer St., where five men were found shot to death huddled together on the basement floor of the Blackfriars Pub.

Whitey's Weapon Cache

These are just a few of the weapons retrieved from Bulger's Santa Monica California hideout where federal authorities finally tracked him down.

The Gardner Heist

Empty frames still hang where three Rembrandts, a Vermeer, a Manet and sketches by Degas were stolen by a pair of thieves disguised as Boston police officers in March of 1990 on the same day as the city's annual St. Patrick's Day celebration.

American weapons seized from the trawler Marita Ann in 1984

These guns were smuggled out of Boston Harbor in an operation organized by Whitey Bulger and his gang.

Boston Crime Tour Featured on WCVB-TV's Award Winning Chronicle

Did Hollywood get it right?

You've seen the movies, now learn the truth

James "Whitey" Bulger was famously portrayed in the film Black Mass by Johnny Depp. Bulger was also the inspiration for Jack Nicholson's character Frank Costello in Martin Scorcese's The Departed

Frequently Asked Questions

Refunds and what if rain is forecast during my walking tour?

Please consult the weather forecast. Contact us 24 hours before your scheduled tour in the event that rain is forecast if you decide to forego that day's tour and we will issue rainchecks or complete refund.

If we have to cancel the tour due to inclement weather we will contact you via the information provided when you purchased your tickets.

When will you start making the Bus Tour available?

We are still working out some details with the City of Boston and are hoping to be running bus tours by the summer of 2025.

Where does the walking tour start?

We meet at the start of the Old Northern Ave Bridge which is at the corner of Northern Ave and Atlantic Ave in Boston's Seaport District.

The Seaport District and Fort Point Channel can be easily walked to from the South Station Red line stop, or both the Courthouse or World Trade Center Silver line stops

What else is there to do in the Seaport District?

The area is loaded with other city attractions, resteraunts and museums including

How long is the tour?

The Tour is roughly 2 hours long, although traffic conditions in the city can sometimes make it take a little longer for the full experience. Don't worry though, unlike some of the criminals included in the tour, we won't hold you hostage. If you need to be somewhere we can make sure to get you back on time, but please plan on the tour being at least 2 hours.

Do You Host Private Tours?

Yes, we would be glad to accomodate your private tour. Please contact us via email at info@crimetourboston.com, or call (978)-48-CRIME

We'll make you an offer you can't refuse

Reserve Seats While They Last

Walking Tour

Join us for an up close look at the places where some of Boston's most notorious crimes occurred. Our street level tours immerse you in the locations where the undesirable element once roamed. We will also give the history of non-crime related sites along the way.

Please note, our walking tours operate at a brisk pace, so they are not recommended for those who have difficulty walking for extended periods and children. Our bus tours may be more appropriate.

Wearing comfortable footwear and clothing is advised. Bringing an umbrella in the event of inclement weather is also recommended. Please consult the weather forecast. Contact us 24 hours before your scheduled tour in the event that rain is forecasted if you decide to forego that day's tour. Rainchecks or refunds will be issued. We look forward to seeing you!

Lastly, the operators of Boston crime tours respectfully request that our guests use discretion regarding photographs. Some locations may have once been a haven for nefarious activities, however, today they are the homes and businesses of regular citizens. There will be plenty of scenic views of our beautiful city along the way where you'll be able to take wicked killah pictures!

Adults Walking Tour

$29.99/ea

Students or Veterans Walking Tour

$25.99/ea

Bus Tour

Coming summer of 2025, our narrated vehicle tours bring guests to the traditional sights, and also ventures off the beaten path. This unique tour takes visitors to neighborhoods in Boston not spotlighted in most travel guides.

Our narrated tour traces Boston's history and paints the criminal history over it. Learn about how events in history shaped the criminal underworld decades to come. Get the scoop on events that were splashed across news pages, and hear why one individual actually shot at a newspaper building! With bad cops, good robbers, colorful characters and innocent people caught in between, you'll be asking yourself where the gray area begins ends and evil begins.

Passengers are asked to arrive at the pick up location ten minutes early. Please provide a mobile phone number which can receive text messages or email, so that we may be able to send updates, if needed. If you wish to cancel or reschedule, please contact us 24 hours prior to your scheduled tour.

If anyone in your party requires wheelchair access at the time of purchase, we are limited to two chair spaces. Our vehicle is equipped with a chair lift. Sign up for our newsletter for information regarding special American sign language (ASL) guided tours.

Due to the violent content and mature language, the tour is not recommended for very young children.

Lastly, the operators of Boston crime tours respectfully request that our guests use discretion regarding photographs. Some locations may have once been a haven for nefarious activities, however, today they are the homes and businesses of regular citizens. There will be plenty of scenic views of our beautiful city along the way where you'll be able to take wicked killah pictures!

We look forward to seeing you and showing you a side of Boston that you will nevah forget!

Feel free to contact us

We'd love to hear from you. If you've got any comments or questions please feel free to drop us a line

Bus Tour

Adult
$33.00

Military/Senior/Student
$25.00

Children
$20.00

Total:

$0.00

Choose a Time

Walking Tour

Adult
$29.99

Military/Student
$25.99

Total:

$0.00

Choose a Time