Free cancellation

Boston After Dark Walking Tour: Uncover the City's Nighttime Tales

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 two of Boston’s most notorious neighborhoods—the North End and the West End—uncovering tales of gangsters, serial killers, ghostly hauntings, and bizarre accidents.

This intimate tour is limited to 15 guests, ensuring a conversational experience rather than a lecture. It’s perfect for those who love history with a spooky twist and want to see Boston in a whole new light.

Prepare for a 90-minute walk covering about 1.5 miles. Wear comfortable shoes and come ready for stories that include mature themes, including violence and foul language. Children under 13 aren’t allowed, and parental discretion is advised for older kids and teens.

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 does the tour visit?

It explores the North End and the West End, both rich with history, legends, and spooky tales.

Is this tour suitable for children?

No, children under 13 are not permitted. The tour contains mature themes, foul language, and discussions of death and violence. Parental discretion is advised.

What should I wear and bring?

Wear comfortable walking shoes. The tour runs in light rain, but may be canceled in bad weather. No transportation is included, so come prepared for a walk.

Can I cancel or reschedule?

Yes. You can get a full refund if you cancel at least 24 hours before the tour. The tour may be canceled due to bad weather or insufficient bookings.

Free cancellation

Full refunds are available if you cancel at least 24 hours before the scheduled start time.

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
Recommended ages Infants 0–3; Children 4–12; Adults 13–120
Accessibility Infants and small children can ride in a pram or stroller; participants should have good physical fitness

What's included

Included

  • Guided walking tour of Boston

Not included

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

Itinerary

  1. Stop 1

    The famous, or infamous, Scollay Square—Boston's original 'red light district'—home to some of the wildest stories in the city’s history.

    15 minutes
  2. Stop 2

    Wander through the historic West End, hearing tales of female serial killers, Boston’s most notorious gangster, and the tragic murder of a pregnant woman that sparked racial tensions.

    30 minutes
  3. Stop 3

    Learn about the largest heist in U.S. history at the time, a daring robbery that went unsolved for six years.

    5 minutes
  4. Stop 4

    Visit the site of one of America's most bizarre industrial accidents—proof that fact can be stranger than fiction.

    5 minutes
  5. Stop 5

    Discover why this cemetery is haunted and the spirits believed to linger there, adding a spooky touch to Boston’s history.

    5 minutes
  6. Stop 6

    Walk through the North End, known for its Italian heritage, delicious food, and stories of brave women during WWII and notorious mobsters.

    30 minutes

Meeting point & pickup

Meet at the starting point

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

Open in Google Maps

Cancellation & confirmation

Free cancellation

Full refunds are available if you cancel at least 24 hours before the scheduled start time.

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

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

Reliable & Guaranteed Tickets

Book this experience through our trusted partner and enjoy secure checkout, verified reviews, and reliable customer support.

Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.