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:

• Enjoy a surprise local treat
• Explore Old City Hall, birthplace of public education in America
• Get tips on what else to see, do and eat during your stay
• Begin at Boston Harbor with scenic waterfront park views
• Pass the Rose Kennedy Greenway, State Street, and the historic Custom House Tower
• Visit the famous Faneuil Hall and Quincy Market with stunning views
• Join a friendly, local English-speaking guide and discover some insider secrets of the area
• Stop at the Old State House, site of the Boston Massacre, and learn its history

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'll meet your guide and join the rest of the group.

15 minutes

Faneuil Hall Marketplace

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

Your tour starts at Faneuil Hall, where you'll learn about the revolutionaries who first pushed 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 visit Boston without learning about the Boston Tea Party. At this former church, hear how Bostonians planned their 1773 act of rebellion and who said "No taxation without representation!

5 minutes

Old Corner Bookstore

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

Next, we'll pass the site of Boston's first bookstore, home to publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow’s Midnight Ride of Paul Revere.

Pass by without stopping

Old City Hall

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

This hall housed the city council and America’s first public school. Admire its stunning French architecture and snap a photo with the Bronze Donkey.

10 minutes

King's Chapel

58 Tremont St, Boston, 02108-3201, Massachusetts

Next, you'll walk through Downtown Crossing, pass Old City Hall, and visit King’s Chapel. If lucky, you might hear the organist on the oldest church organ in the US.

Pass by without stopping

Old State House

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

Continuing on, you'll stop at the Old State House, where the Declaration of Independence was announced in 1776. Your guide will share both the excitement of that moment and the tragic Boston Massacre.

15 minutes

Boston Common

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

Boston Common, the oldest city park in the US, is a favorite for both locals and visitors. As you walk through, you'll see memorials, fountains, and recreation areas, all enjoyed since 1634.

10 minutes

Beacon Hill

Beacon Hill, Boston, MA, USA

One of Boston's most popular neighborhoods, this area once declined due to sailors and British soldiers. You'll explore cobbled streets as your guide shares how it became the iconic spot it is today.

Pass by without stopping

Robert Gould Shaw and the 54th Regiment Memorial

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

This lesser-known but significant memorial honors 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

Admire the glittering dome of the historic Massachusetts State House. Learn about John Hancock, the original landowner, and Paul Revere, who presided over the 1795 cornerstone ceremony. Your guide will share how the building has stood the test of time and remains vital to the state’s government.

10 minutes

Granary Burying Ground

Tremont St, Boston, MA 02108, USA

Originally part of Boston Common, this cemetery dates back to 1660. You'll pass the graves of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.

10 minutes

Boston Public Garden

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

This lively garden, the first public park in America, is enjoyed by Bostonians for walks, exercise, and relaxation. As you stroll through, you'll learn how it was used during the Revolution and beyond. The tour ends here, a perfect spot to continue your day in Boston.

15 minutes