Private Walking tour of Boston's Freedom Trail and more! - Historic Churches and Cemeteries: Granary Burial Ground and Park Street Church

Private Walking tour of Boston’s Freedom Trail and more!

Explore Boston's historic landmarks on a private 3-hour walking tour, including the Freedom Trail, Paul Revere's House, Old North Church, and more.

Discover the charm of Boston with a private walking tour that lasts approximately 3 hours and costs $395 per group (up to 15 people). Led by a dedicated guide, this tour covers iconic sites along the Freedom Trail, from Boston Common to Old North Church, with the flexibility to customize the route based on your group’s interests. The tour departs from 139 Tremont St at 10:00 am, making it a convenient way to start exploring the city’s storied past.

This tour is well-suited for those who prefer walking over crowded bus tours, with a focus on personalized attention and in-depth storytelling. The average booking time is 59 days in advance, reflecting strong interest and confidence in its quality. While the tour offers a rundown of Boston’s revolutionary history, it’s important to note that admission to some sites like the Old North Church and Paul Revere House costs extra and is available at a discounted rate.

Key Points

Private Walking tour of Boston's Freedom Trail and more! - Key Points

  • Private, customizable tour led by a dedicated guide for a personalized experience
  • 3-hour walking route covering Boston’s most famous landmarks and historic sites
  • Cost of $395 per group (up to 15 people), ideal for families or small groups
  • Stops include Boston Common, Faneuil Hall, Old North Church, and Paul Revere’s House
  • Optional site admissions available at a reduced rate, not included in the tour price
  • Efficient meeting point at 139 Tremont St, with a relaxed pace suitable for moderate physical fitness

Starting at Boston Common, the Gateway to the City’s History

Private Walking tour of Boston's Freedom Trail and more! - Starting at Boston Common, the Gateway to the City’s History

The tour begins at Boston Common, established in 1634, making it the oldest public park in America. This site sets the tone for the day, offering a glimpse into early colonial life. The guide shares stories about how land rights were purchased from William Blackstone and highlights the park’s significance over centuries.

Proximity to other key sites means the tour quickly immerses visitors into Boston’s early history. Admission is free, and the 20-minute stop allows for photos and a brief overview of its role as a gathering space for centuries of Boston’s citizens.

The Massachusetts State House and its Architectural Legacy

A short walk from Boston Common reveals the Massachusetts State House, designed by Charles Bulfinch. Open since 1798, it still functions as the seat of state government. The guide points out its distinctive gold dome and discusses its placement adjacent to the original Hancock mansion site.

While admission is not included, viewing the impressive architecture from outside remains a highlight. The 10-minute stop offers insights into the building’s historical and political importance, framing the subsequent stops along the trail.

Historic Churches and Cemeteries: Granary Burial Ground and Park Street Church

Private Walking tour of Boston's Freedom Trail and more! - Historic Churches and Cemeteries: Granary Burial Ground and Park Street Church

Next, the tour visits the Granary Burial Ground, established in 1660. It’s the resting place of notable figures including some of America’s founding fathers. The guide explains the stories behind the approximately 2,300 markers and the origins of its name tied to a nearby grain storage.

Then, the Park Street Church, founded in 1809, features a 217-foot steeple that was once the first landmark travelers saw approaching Boston. This site provides a window into early 19th-century religious life and the role of churches in revolutionary Boston.

The Significance of Faneuil Hall Marketplace

Private Walking tour of Boston's Freedom Trail and more! - The Significance of Faneuil Hall Marketplace

The Faneuil Hall Marketplace is often called “the home of free speech,” hosting America’s first Town Meeting. The guide emphasizes its pivotal role in revolutionary debates and political gatherings. Visitors can explore the hall’s historic interior and the vibrant marketplace filled with shops and eateries.

A 25-minute stop allows for photos and a quick look at the marketplace’s lively atmosphere while hearing stories of its influence in shaping American independence.

The Iconic Boston Stone and Other Landmarks

Private Walking tour of Boston's Freedom Trail and more! - The Iconic Boston Stone and Other Landmarks

A short visit to the Boston Stone uncovers its intriguing story—why a round rock is embedded in a historic wall. This 5-minute stop offers a quick dose of local legend and a chance to admire the craftsmanship of 18th-century buildings.

Nearby, the tour passes by home to America’s oldest continually operating restaurant, along with other interesting sites along Marshal Street, adding local flavor to the historical narrative.

Paul Revere’s House and the Old North Church

The Paul Revere House at 19 North Square is a major highlight, being downtown Boston’s oldest building. It was the silversmith’s home when he made his famous midnight ride in 1775. While admission is not included, the guide shares Revere’s story and significance in American history.

Next, the Old North Church, built in 1723, is famous for the “one if by land, two if by sea” signal. The guide details the church’s role in the event that ignited the revolution and explains the historic architecture of Boston’s oldest surviving church.

Copp’s Hill Burying Ground and the North End’s Historic Charm

Private Walking tour of Boston's Freedom Trail and more! - Copp’s Hill Burying Ground and the North End’s Historic Charm

The tour continues with a 20-minute stop at Copp’s Hill Burying Ground, established after shoemaker William Copp’s death. It’s the resting place of merchants and artisans from the North End, offering insights into early Boston social life.

Finally, the North End neighborhood, with its narrow streets and historic buildings, is highlighted as Boston’s Italian district. The tour ends at 282 Hanover St, close to many options for lunch or snacks, making it easy to extend your exploration or enjoy local cuisine.

Practicalities: Meeting Point and Tour Logistics

The tour departs from 139 Tremont St at 10:00 am. The private guide ensures a relaxed pace, suitable for those with moderate physical fitness. The group size is limited to 15 people, allowing for personalized attention and flexibility to adjust the itinerary.

Availability is high, with most bookings made around 59 days in advance. The tour is conducted with a mobile ticket, making check-in straightforward. Optional admission to certain sites is available at a special discounted rate, though it’s not part of the base price.

How the Tour Differentiates Itself from Others

Unlike large, crowded bus tours, this private walking experience allows for a more in-depth and tailored exploration of Boston’s revolutionary sites. The personal guide provides engaging stories and can adapt the tour based on your group’s interests.

The tour’s emphasis on historic landmarks, architecture, and stories makes it particularly suitable for history enthusiasts or families wanting an educational, paced adventure through Boston’s past. The 3-hour duration offers a rundown without feeling rushed.

Final Thoughts on the Boston Freedom Trail Tour

This private walking tour presents a valuable way to see Boston’s most important historic sites in a relaxed, personalized setting. The $395 fee covers the entire group, making it cost-effective for families or small groups wanting an in-depth experience.

While some sites require extra admission, the guide’s storytelling and the stops along Boston Common, Faneuil Hall, and Paul Revere’s House justify the experience. The flexibility to customize the route and the focus on American Revolution history set this tour apart from more generic city walks.

Ideal for history buffs, families, and those who prefer walking tours over buses, this experience offers a memorable glimpse into Boston’s revolutionary past with knowledgeable guides and convenient logistics.

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Private Walking tour of Boston’s Freedom Trail and more!



5.0

(24 reviews)

92% 5-star

“We had a wonderful experience with our small private tour. Our guide, Ellen, was amazing! So energetic and so knowledgeable. She let us go at our o…”

— Ken C, Oct 2024

Frequently Asked Questions

What is included in the tour price?
The private guide and the itinerary are included. Site admissions to Old North Church and Paul Revere House are optional at a discounted rate but not included in the $395 fee.

How long does the tour last?
The tour lasts approximately 3 hours, providing ample time to explore key landmarks and hear engaging stories without feeling rushed.

Is the tour suitable for all fitness levels?
Yes, the tour is designed for those with moderate physical fitness, as it involves walking between sites at a comfortable pace.

Can I customize the route?
Yes, the itinerary is flexible and can be tailored to your group’s interests, making it a personalized experience.

What should I do if I want to visit sites with admission fees?
You can purchase admission tickets at a discounted rate through the guide, which can be arranged during the tour for convenience.