Free cancellation

Experience Boston's Rich History with Our Guided Walking Tour

4.9 (77 reviews) · By Nicky & Paulie's Tour o' Boston

Explore Boston’s rich history on our Guided Boston City Walking Tour. Led by Paul and Nick Bessa, a father-son duo passionate about sharing their love for the city, this tour offers an authentic look at Boston’s most iconic sites. From historic landmarks to secret stories, you’ll see the city through the eyes of locals who truly love it.

Designed to be intimate and engaging, this tour is perfect for families, history buffs, or anyone wanting to get a real feel for Boston. With expert insights and a friendly approach, Paul and Nick turn history into stories you’ll remember. Plus, you’ll get plenty of local tips to help you enjoy your stay even more.

Join us for a walk through time — from the cobblestone streets of the North End to landmarks like Faneuil Hall and Boston Common. It’s more than just sightseeing; it’s about making connections, sharing stories, and creating memories that last.

Frequently asked questions

How long does the tour last?

The Guided Boston City Walking Tour lasts approximately 2 hours.

What languages are available?

Tours are offered in English and Italian.

What is the group size?

Groups are limited to up to 17 participants.

Is the tour suitable for children?

Yes, it's family-friendly. Infants, children, and youth of all ages can join, with options for strollers and prams.

What’s included in the tour?

You’ll get a good time, expert guidance, and local tips to enhance your Boston experience.

Are there any exclusions?

Gratuities are not included in the tour price.

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reserve now

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

Duration 2 hours

Check availability to see start times.

Live tour guide

English, Italian

Key facts

Duration 2 hours
Languages English, Italian
Group size Up to 17
Ages Infants 0–3; Children 4–11; Youth 12–17
Accessibility Infants and small children can ride in a pram or stroller; suitable for all physical fitness levels

What's included

Included

  • A good time
  • Expert Guide

Not included

  • Gratuities

Itinerary

  1. Stop 1

    The Old North Church, built in 1723, is famous for its role in Paul Revere's midnight ride. Its steeple was used to signal British troop movements. Visitors can explore its history and enjoy the picturesque surroundings in Boston's North End.

    10 minutes
  2. Stop 2

    The Paul Revere House is a colonial-era home and a National Historic Landmark. Tour this historic site to learn about Paul Revere's life and his legendary midnight ride.

    5 minutes
  3. Stop 3

    Columbus Park offers a peaceful green space with walking paths, landscaping, and a beautiful rose garden. Perfect for photos and relaxing in the sunshine overlooking the waterfront.

    10 minutes
  4. Stop 4 Pass by

    Faneuil Hall, a central hub of American history, is a bustling marketplace with a storied past. We’ll walk through, stopping briefly for photos while navigating the crowds.

  5. Stop 5

    Carmen Park, located in front of Boston's Union Street, features the Holocaust memorial and some of the oldest restaurants in the country. A quick stop for photos and reflection.

    10 minutes
  6. Stop 6

    The Boston Massacre site on King Street (now State Street) marks a key moment leading to the American Revolution. Reflect on this pivotal event and explore nearby landmarks.

    5 minutes
  7. Stop 7

    A 15-minute stop at the Omni Parker House Hotel, known for its haunted reputation and historic guests like JFK and Charles Dickens. Includes a ghost story inside the hotel’s museum.

    15 minutes
  8. Stop 8

    Before entering the Omni Parker House, learn about Kings Chapel, the Ben Franklin statue, and Old City Hall, all located nearby.

    5 minutes
  9. Stop 9

    Boston Common, established in 1634, is a historic park with lush greenery and the famous Frog Pond. A quick 10-minute stop to enjoy the atmosphere and learn about Boston’s history.

    10 minutes

Meeting point & pickup

Meet at the starting point

We meet at Copp's Hill Terrace, in the North End of Boston. It’s a beautiful open area overlooking Boston Harbor.

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Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled at least 1 day in advance
  • No refund if cancelled within 24 hours
  • Tour may be cancelled due to bad weather or insufficient travelers

Instant confirmation

Your booking is confirmed immediately after checkout.

From $33.06 per person

Infant Age 0–3
0
Child Age 4–11
0
Youth Age 12–17
0
Adult Age 18–64
1
Senior Age 65–100
0
  • Free cancellation
  • Secure checkout with our booking partner

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