City Sky Diving
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Things To Do Things To Do Top 10 Top 10 City Tours City Tours Swamp Tours Swamp Tours Steamboat Natchez Steamboat Natchez Gift Cards Gift Cards Rewards Rewards Groups Groups FAQ FAQ Contact Contact
Start your search
Change your search
Place or activity
Select Dates
You booked this experience
You're departing on
Google Calendar
Apple Calendar
Microsoft Outlook
Make your trip unforgettable

Guided Boston City Walking Tour

78 Reviews 4.99 out of 5 stars Based on 78 reviews collected by City Sky Diving and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Boston, USA
Book online or call us

from $43.50 per person

Lowest Price Guarantee
Columbus Park
The Old North Church
Faneuil Hall
Kings Chapel
Guided Boston City Walking Tour Image 5
Don't miss out!
On average, this is booked 31 (0) days in advance.
2 hours (approx.)
Mobile ticket
Offered in: English
and 1 more
Italian
Instant confirmation

Overview

Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate about our city's rich tapestry of history. We're not just guides; we're storytellers and history buffs eager to share Boston's legacy.

Why Choose Beantown's Best?

- Personalized Experience: Our tours are intimate, designed to feel like a friend showing you around.

- Expert Knowledge: With over a decade of guiding, Paul's insights will make history come alive.

- Family-Friendly: We ensure a fun and engaging tour for all ages, creating memories that last.

Our Commitment to You

Your satisfaction is our priority.

- A tour filled with laughter and learning.

- Local tips to enrich your stay in Boston.

- An invitation to see Boston through the eyes of locals who love it.

From the cobblestone streets of the historic North End to the iconic landmarks dotting our skyline, we invite you to walk with us. Our tours are more than just walks; they're about connections, stories, and memories.

What's Included

  • A good time
  • Expert Guide
  • Gratuities
See 1 more

Meeting Location

Meeting point

520 Commercial Street
Boston, MA 02109, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

139 Tremont Street
Boston, MA 02111, USA

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

Old North Church & Historic Site

The Old North Church, is a historic Episcopal church famously known for its role in Paul Revere's midnight ride during the American Revolution. Built in 1723, it features a steeple that played a crucial part in signaling lanterns to warn of British troop movements. Visitors can explore its rich history and enjoy the pitcuresque surroundings in the heart of Boston's North End
Read more

10 minutes Admission Ticket Free

The Paul Revere House

The Paul Revere House is a colonial-era residence and a National Historic Landmark. It is the former home of American patriot Paul Revere and his family. Visitors will step back in time as they tour and learn about this historic gem, gaining insights into Revere's life and his fascinating "Midnight Ride"
Read more

5 minutes Admission Ticket Free

Christopher Columbus Waterfront Park

Columbus Park, is a charming urban green space offering a serene escape. The park features beautiful landscaping, walking paths, and a gorgeous rose garden. Our tour customers will enjoy a period of tranquility and relaxation in the sunshine overlooking the waterfront. A perfect stop of photos!
Read more

10 minutes Admission Ticket Free

Faneuil Hall Marketplace (pass by)

Faneuil Hall, holds a significant place in American history. A must see attraction, perhaps the most famous in Boston. We will walk through, taking brief stops for pictures- however maintaining a pace through will be important due to the tremendous foot traffic and crowds.
Read more

Union Street

After out venture through Faneuil Hall, we will make a stop at Carmen Park, in front of Boston's Union Street. The home to the Holocaust memorial, and some of the oldest restaurants and taverns, in all of the country. We will stop for pictures as well.
Read more

10 minutes Admission Ticket Free

Boston Massacre Site

The site of the Boston Massacre, located on King Street (now State Street) in Boston, marks a pivotal moment in American history. On March 5, 1770, tensions escalated between colonists and British soldiers, resulting in a tragic confrontation. The Boston Massacre site is commemorated by a marker near the Old State House, where the incident unfolded. Visitors can reflect on this historic event, explore the nearby landmarks, and gain insights into the catalysts that fueled the American Revolution.
Read more

5 minutes Admission Ticket Free

Omni Parker House

We dedicate a 15 minute stop to the Omni Parker House Hotel along the way. Perhaps the most haunted hotel in the country, as some say- you will dive into the rich political history learning about stays and experiences from names like John F. Kennedy, Charles Dickens, and Ho Chi Min. This stop will also be concluded with a ghost story inside the hotel's museum.
Read more

15 minutes Admission Ticket Included

Old City Hall

A quick detour before entering the Omni Parker House, we make a stop to learn about the Kings Chapel, Ben Franklin statue, and Old City Hall. All right across the street from the Hotel entrance.
Read more

5 minutes Admission Ticket Free

Boston Common

Boston Common, established in 1634, is a must-see destination during your tour. This historic public park, with its sprawling greenery and iconic Frog Pond, provides a quick but immersive glimpse into the city's rich past. As you take a brief 10-minute stop, soak in the serene atmosphere, stroll along the charming paths, and appreciate the significance of this central gathering space. From colonial history to contemporary events, Boston Common encapsulates the essence of the city, making it a delightful and efficient stop on your tour.
Read more

10 minutes Admission Ticket Free

Show 8 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller

Frequently Asked Questions (8)

Q: What is the cancellation policy for the Guided Boston City Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-463253P1

Traveler Photos

Reviews

4.99
78 reviews

Average 4.99 out of 5 stars based on 78 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

5 stars
77
4 stars
1
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 31 (0) days in advance.
Boston Tours
Attractions
Guides
Calendar
View more
View more

Similar Tours & Activities

Highlights of Boston Private Tour
4.9 (37)

Highlights of Boston Private Tour

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (37)
from
$135
Private Revolutionary Heritage Tour from Boston by Car

Private Revolutionary Heritage Tour from Boston by Car

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal...

6 hours Hotel pickup offered
from
$689
Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour
4.2 (210)

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off trolley tour! Explore Boston at your...

1 hour 45 minutes Free Cancellation
4.2 (210)
from
$58
Private Day Tour of Salem and Boston
5.0 (31)

Private Day Tour of Salem and Boston

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...

7 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (31)
from
$143
Highlights of Boston Private Tour

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the …More

4.9 (37)

Highlights of Boston Private Tour

4.9 (37)

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (37)
from
$135
Private Revolutionary Heritage Tour from Boston by Car

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal …More

Private Revolutionary Heritage Tour from Boston by Car

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal...

6 hours Hotel pickup offered
from
$689
Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off trolley tour! Explore Boston at your …More

4.2 (210)

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

4.2 (210)

After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off trolley tour! Explore Boston at your...

1 hour 45 minutes Free Cancellation
4.2 (210)
from
$58
Private Day Tour of Salem and Boston

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic …More

5.0 (31)

Private Day Tour of Salem and Boston

5.0 (31)

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...

7 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (31)
from
$143

Travelers Who Bought This Tour Also Bought

Boston Duck Boat Sightseeing City Tour with Cruise
Likely to Sell Out
Likely to Sell Out
4.7 (9,894)

Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great...

1 hour 20 minutes Free Cancellation
4.7 (9,894)
from
$62
Boston Ghosts and Gravestones Trolley Tour
4.5 (2,756)

Boston Ghosts and Gravestones Trolley Tour

Join other adventure seekers and become an apprentice grave digger on an entertaining tour through the darker side of Boston. A scary, fun and informative...

2 hours Free Cancellation
4.5 (2,756)
from
$46
Boston Hop-On Hop-Off Trolley Tour with 11 Stops
4.4 (5,893)

Boston Hop-On Hop-Off Trolley Tour with 11 Stops

Sit back and relax as expert tour guides turn back the pages of history and highlight the modern wonders of Boston – one of America’s...

1 hour 45 minutes Free Cancellation
4.4 (5,893)
from
$58
City Cruises Boston Historic Sightseeing Harbor Cruise
4.6 (1,498)

City Cruises Boston Historic Sightseeing Harbor Cruise

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated...

1 hour Free Cancellation
4.6 (1,498)
from
$46
Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great …More

Likely to Sell Out
Likely to Sell Out
4.7 (9,894)

Boston Duck Boat Sightseeing City Tour with Cruise

4.7 (9,894)

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great...

1 hour 20 minutes Free Cancellation
4.7 (9,894)
from
$62
Boston Ghosts and Gravestones Trolley Tour

Join other adventure seekers and become an apprentice grave digger on an entertaining tour through the darker side of Boston. A scary, fun and informative …More

4.5 (2,756)

Boston Ghosts and Gravestones Trolley Tour

4.5 (2,756)

Join other adventure seekers and become an apprentice grave digger on an entertaining tour through the darker side of Boston. A scary, fun and informative...

2 hours Free Cancellation
4.5 (2,756)
from
$46
Boston Hop-On Hop-Off Trolley Tour with 11 Stops

Sit back and relax as expert tour guides turn back the pages of history and highlight the modern wonders of Boston – one of America’s …More

4.4 (5,893)

Boston Hop-On Hop-Off Trolley Tour with 11 Stops

4.4 (5,893)

Sit back and relax as expert tour guides turn back the pages of history and highlight the modern wonders of Boston – one of America’s...

1 hour 45 minutes Free Cancellation
4.4 (5,893)
from
$58
City Cruises Boston Historic Sightseeing Harbor Cruise

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated …More

4.6 (1,498)

City Cruises Boston Historic Sightseeing Harbor Cruise

4.6 (1,498)

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated...

1 hour Free Cancellation
4.6 (1,498)
from
$46

Frequently Asked Questions (8)

Activity name

The answers provided below were previously given in response to questions from City Sky Diving customers.

Filter by:

Q: What is the cancellation policy for the Guided Boston City Walking Tour?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • A good time.
  • Expert Guide.
The following is NOT included:
  • Gratuities.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Guided Boston City Walking Tour is as follows:

  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Guided Boston City Walking Tour will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • A good time
  • Expert Guide
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • This tour/activity will have a maximum of 17 travelers

Report Product Issue

Activity name