Free cancellation

Boston After Dark Walking Tour: Uncover the City’s Nighttime Secrets

★ 5.0 (27 reviews) · By Wicked Good Boston Tours

Discover Boston after dark on this engaging walking tour that reveals the city’s hidden stories and eerie legends. Led by a local guide, you'll explore the city’s most notorious neighborhoods—North End and West End—and uncover tales of gangsters, serial killers, ghost stories, and bizarre accidents that have shaped Boston's dark history.

This 90-minute tour is intimate, with a maximum of 15 guests, ensuring a lively conversation rather than a lecture. As you stroll through historic streets, you'll hear about infamous crimes, haunted sites, and extraordinary events that are often left out of traditional guides.

Note that this tour is not suitable for children under 13 due to mature content, including foul language and discussions of death and violence. Comfortable walking shoes are recommended, and the tour runs rain or shine, weather permitting.

Frequently asked questions

How long is the Boston After Dark Walking Tour?

The tour lasts approximately 1.5 hours and covers about 1.5 miles through Boston's historic neighborhoods.

What neighborhoods will we visit?

You'll explore the North End and West End, two of Boston's most historic and notorious areas, full of stories from Boston's darker past.

Is this tour suitable for children?

No, this tour is not kid-friendly. Children under 13 are not allowed, and parental discretion is advised for those aged 13 and up due to mature themes.

What should I wear?

Wear comfortable walking shoes, as you'll be on your feet for about 90 minutes. The tour runs rain or shine, so dress appropriately for the weather.

Are there any accessibility considerations?

Infants and small children can ride in strollers, but participants should have a high level of physical fitness to handle the walking involved.

What if the weather is bad?

The tour will operate in light rain but may be canceled in unsafe or unpleasant weather conditions. You will receive a full refund if canceled.

Free cancellation

Cancel at least 24 hours before the scheduled start for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 1.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 1.5 hours
Language English
Group Size Up to 15 guests
Suitable Ages Infants 0–3, Children 4–12, Adults 13–120
Accessibility Infants and small children can ride in strollers; participants should have good physical fitness

What's included

Included

  • Guided walking tour of Boston's dark history and legends

Not included

  • This is a walking tour; no transportation is included
  • Gratuities are not included but are appreciated

Itinerary

  1. Stop 1

    The infamous Scollay Square, Boston's original 'red light district,' known for wild stories and notorious history.

    15 minutes
  2. Stop 2

    Explore the streets of Boston's West End, hearing tales of female serial killers, famous gangsters, and a racial tensions igniting murder case.

    30 minutes
  3. Stop 3

    Learn about the largest US robbery at the time, a heist that went unsolved for six years.

    5 minutes
  4. Stop 4

    Visit the site of one of America's strangest industrial accidents—where fact is stranger than fiction.

    5 minutes
  5. Stop 5

    Discover why this cemetery is haunted and the stories of spirits that linger in one of Boston's most haunted locations.

    5 minutes
  6. Stop 6

    Walk through Boston's North End, famed for its Italian heritage, historic significance during WWII, and notorious mobsters.

    30 minutes

Meeting point & pickup

Meet at the starting point

We gather at the black awning between the two striped awnings of the Bell In Hand. The guide will be wearing a Boston After Dark or Wicked Good Boston Tours shirt or sweatshirt.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before the scheduled start for a full refund.

  • 100% refund if canceled at least 1 day before
  • No refund if canceled within 24 hours
  • Tour may be canceled due to bad weather or low enrollment

Instant confirmation

Your booking is confirmed immediately after checkout.

From $35.00 per person

Infant Age 0–3
0
Child Age 4–12
0
Adult Age 13–120
1
  • Free cancellation
  • Secure checkout with our booking partner

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