Boston History And Highlights Walking Tour

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history.  From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide on an experience that promises to connect you to the Boston of old and new.

Meeting Point

The Greenway Carousel

191 Atlantic Ave, Boston, MA 02111, USA

The Greenway Carousel (Outside - Next to the Carousel entrance), 191 Atlantic Ave., Boston, MA 02111

What's included:

• Take the photos of the Boston’s beautifully preserved iconic brick row houses
• Enjoy a surprise local treat
• Pass by the city’s first skyscraper - Custom House Tower
• See the site of the first public school in America
• Get tips on what else to see, do and eat during your stay
• Join Friendly Local English-speaking guide and learn some local secrets
• Enjoy the stunning views from Faneuil Hall and Quincy Market
• Learn about the Sons of Liberty and see where the Boston Tea Party took place

Not included:

• Additional food and drink
• Tips/gratuities for your guide

What to expect:

Duration: 2 hours

Greenway Carousel

The Tiffany & Co. Foundation Grove, Rose Kennedy Greenway, Boston, Massachusetts

You will meet your guide and the rest of the group.

15 minutes

Faneuil Hall Marketplace

1 Faneuil Hall Sq, Quincy Market, Boston, 02109-1604, Massachusetts

Your tour begins at Faneuil Hall. Here, you’ll hear about the notable revolutionaries who were the first to advocate for independence from Great Britain.

15 minutes

Custom House Tower by Marriott Vacation Club

3 McKinley Square, Boston, MA 02109, USA

From Faneuil Hall, you’ll be able to see Custom House Tower, the first skyscraper built in the city of Boston and originally the location where incoming goods were stored upon arrival to Boston.

Pass by without stopping

Old South Meeting House

310 Washington St, , Boston, 02108-4616, Massachusetts

You can’t come to Boston and not mention the Boston Tea Party. While at this stop, which was originally a church, your guide will fill you in on all that led up to the infamous event. Learn who said “No taxation without representation!” and how Bostonians planned their act of rebellion in 1773.

5 minutes

Old Corner Bookstore

283 Washington St, , Boston, 02108-4304, Massachusetts

Next we’ll pass by the site of the first bookstore in Boston, which has housed the publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow - you may have heard of his famous tale: Midnight Ride of Paul Revere.

Pass by without stopping

Old City Hall

45 School St, , Boston, 02108-3206, Massachusetts

This hall was home to the city council in the 19th and 20th century, as well as the site of the first public school in America. You’ll also marvel at its breathtaking French architecture and be able to snap a photo with the famed Bronze Donkey.

10 minutes

King's Chapel

58 Tremont St, Boston, 02108-3201, Massachusetts

A short trek through Downtown Crossing and past the Old City Hall takes you to one of the most historic places in the country – King’s Chapel, the first Anglican church in New England. Your guide will teach you about its history and its progression through the centuries. If we're lucky, we could hear the organist practicing on the oldest church organ in the US.

Pass by without stopping

Old State House

310 Washington Street, , Boston, 02108-1702, Massachusetts

Moving into the heart of Downtown Boston, we stop in front of the Old State House. This is where the Declaration of Independence was announced to elated crowds in July 1776 - your guide will paint quite the picture for you of that exciting time in Boston. On the flip side, you’ll also hear about the tragic Boston Massacre that occurred here and what led up to that fateful day.

15 minutes

Boston Common

139 Tremont St, , Boston, 02111-1318, Massachusetts

The oldest city park in the United States, Boston Common (not Commons) is a favorite with locals and visitors alike. Walking through the park, you’ll see various memorials, fountains, and recreation areas - which have been enjoyed daily since 1634.

10 minutes

Beacon Hill

Beacon Hill, Boston, MA, USA

One of the most popular and well-known neighborhoods in all of Boston, this area wasn’t always as attractive as it is today. You’ll peek down the cobbled streets as your guide shares the fascinating history of this area - how sailors and British soldiers in the 17th and 18th centuries actually decreased its favor for local residents and how it became the iconic and aspirational neighborhood it is today.

Pass by without stopping

Robert Gould Shaw and the 54th Regiment Memorial

Corner of Beacon Street & Park Street, Boston, 02108, Massachusetts

A lesser-known memorial, but one of great interest and significance. This memorial commemorates one of the first African American regiments in the Civil War and their colonel Robert Gould Shaw.

Pass by without stopping

Massachusetts State House

24 Beacon St, Boston, 02133-1099, Massachusetts

You’ll love seeing the glittering dome of the inspiring, historic, and beautiful Massachusetts State House. You may have heard of the original landowner for this site, John Hancock, and the man who presided over the cornerstone ceremony for the building in 1795, Paul Revere. Your guide will be sure to fill you in on how this building has lasted over the years and continues to be an integral part of the state’s government.

10 minutes

Boston Public Garden

4 Charles St, , Boston, 02114-4602, Massachusetts

This garden is full of life with residents of modern Boston enjoying it for walks, exercise, fun, or just a peaceful moment. But as you walk through this picturesque park (the first public park in America), you’ll really be able to get a sense of how the land was used by Bostonians (and even British soldiers) throughout the revolution-era and since then as well. Your tour will end here - in the perfect central location for you to continue your day in Boston.

15 minutes

Granary Burying Ground

Tremont St, Boston, MA 02108, USA

Originally part of Boston Common, this cemetery dates back to 1660. Along the way, you’ll pass by the final resting spot of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.

10 minutes