Nicky & Paulie's Tour o' Boston - Key Historic Sites: Old North Church and Paul Revere House

Nicky & Paulie’s Tour o’ Boston

Explore Boston's historic sites on a 2-hour guided walking tour for $35, led by a father and son duo known for their engaging storytelling and local insights.

Boston’s Nicky & Paulie’s Tour o’ Boston offers a lively, informative way to discover the city’s historic heart. Priced at $35 per person and lasting approximately 2 hours, this tour is a great option for those who want a personal touch while exploring iconic sites like the Old North Church, the Paul Revere House, and Boston Common. Led by a father and son team, the guides combine deep local knowledge with friendly, conversational storytelling that makes history feel accessible and fun. The tour’s mobile ticket system ensures easy access, and with a maximum group size of 17 travelers, it maintains an intimate atmosphere. While the tour moves at a brisk pace, plenty of stops for photos and stories keep it engaging without feeling rushed. This tour is particularly suited for families, first-time visitors, or anyone wanting a relaxed, personable introduction to Boston’s historic districts.

A standout feature is the tour’s accessibility: it is family-friendly and stroller accessible, making it an excellent choice for visitors with young children or mobility considerations. The combination of key historic sites and local tips makes this experience both educational and practical, giving recommendations for what to see and do afterward. The reviews consistently praise the guides for their knowledge, enthusiasm, and personalized approach, with a strong emphasis on storytelling that brings Boston’s past to life. The main limitation is the short duration, but this is balanced by the tour’s ability to cover a lot of ground in a manageable timeframe.

Key Points

Nicky & Paulie's Tour o' Boston - Key Points

  • Affordable price at $35 per person for an engaging 2-hour walking tour
  • Led by a father and son duo known for their friendly and knowledgeable demeanor
  • Highlights include Old North Church, Paul Revere House, Boston Common, and more
  • Family-friendly and stroller accessible, suitable for all ages
  • Includes tips and local recommendations for exploring Boston further
  • Limited to 17 travelers, ensuring a personalized experience

Meet Boston’s Historic Landmarks with Nicky & Paulie

Nicky & Paulie's Tour o' Boston - Meet Boston’s Historic Landmarks with Nicky & Paulie

This tour begins at Copp’s Hill Terrace, where the guides introduce you to Boston’s past in a relaxed, conversational way. Over the next two hours, the route covers significant sites like the Old North Church, famed for its role in Paul Revere’s midnight ride, and the Paul Revere House, a well-preserved colonial residence. You also stop at Christopher Columbus Waterfront Park, a tranquil green space with lovely landscaping and a rose garden, perfect for a quick breather. The tour’s pace allows for photo stops and storytelling, making each location come alive with historical detail.

By walking through Faneuil Hall and Union Street, visitors experience Boston’s vibrant historic marketplace and the oldest taverns and restaurants. The Boston Massacre Site provides context for the city’s revolutionary significance, while the Omni Parker House offers a peek into its long-standing political history and haunted reputation. The tour wraps up at Boston Common, the country’s oldest public park, created in 1634, making it a fitting conclusion to this quick yet rundown of Boston’s history.

Key Historic Sites: Old North Church and Paul Revere House

Nicky & Paulie's Tour o' Boston - Key Historic Sites: Old North Church and Paul Revere House

The Old North Church is a major highlight, built in 1723. Its steeple played a key role in warning colonists about British troop movements during the Revolution. The admission is free, and the guide shares stories behind the famous lantern signal and the church’s role in American independence. Just a few minutes away, the Paul Revere House stands as a colonial landmark that offers a glimpse into 18th-century life. Tourists can view the preserved home and hear stories about Revere and his family.

Both sites are brief stops, but their significance is clear. The free admission enhances the tour’s value, giving you a chance to appreciate Boston’s colonial roots without extra costs. The guides make sure these historic sites feel relevant and lively, not just static landmarks.

Relaxing Green Spaces: Christopher Columbus Waterfront Park and Boston Common

Nicky & Paulie's Tour o' Boston - Relaxing Green Spaces: Christopher Columbus Waterfront Park and Boston Common

The Christopher Columbus Waterfront Park provides a peaceful break with its walking paths, landscaping, and roses. It offers a scenic setting for a short pause before continuing the tour. The 10-minute stop allows visitors to relax and take photos without missing out on the sightseeing flow.

The tour’s final stop at Boston Common is another highlight. Established in 1634, it ranks among America’s oldest public parks. The guide points out the Frog Pond, a classic Boston feature, and shares interesting tidbits about the park’s history. Visitors have ample opportunity to capture photos and enjoy the greenery, rounding out the tour with a sense of Boston’s communal past.

The Omni Parker House: A Historic and Haunted Hotel

Nicky & Paulie's Tour o' Boston - The Omni Parker House: A Historic and Haunted Hotel

A 15-minute stop at the Omni Parker House Hotel offers a deeper dive into Boston’s political and literary history. Known as perhaps the most haunted hotel in the country, it boasts stories of ghost sightings and famous guests like Charles Dickens. The guide emphasizes its rich history and notable guests, making it more than just a hotel stop. The included admission means no extra cost, and the time allows for a quick look around while hearing fascinating stories.

This stop adds a layer of intrigue and historical context, enriching the overall experience. It’s a good chance to stretch, take photos, and absorb stories that connect Boston’s past with its present.

Exploring Union Street and the Holocaust Memorial

Nicky & Paulie's Tour o' Boston - Exploring Union Street and the Holocaust Memorial

Next, the tour visits Union Street, home to some of Boston’s oldest taverns and restaurants. The guide highlights Carmen Park, where the Holocaust Memorial stands, offering a poignant reminder of history. The 10-minute stop here is brief but meaningful, giving an opportunity for reflection and photos.

The area’s lively atmosphere contrasts with the historic sites, providing a sense of Boston’s enduring blend of past and present. The historical and cultural significance of Union Street makes it a memorable part of the tour.

The Boston Massacre Site: A Pivotal Revolutionary Moment

Nicky & Paulie's Tour o' Boston - The Boston Massacre Site: A Pivotal Revolutionary Moment

The Boston Massacre Site on King Street (now State Street) marks an infamous clash between colonists and British soldiers. The 5-minute stop allows the guide to explain the event’s significance in sparking revolutionary sentiments. It’s a powerful spot that underscores Boston’s role in America’s fight for independence.

While the stop is brief, its importance in American history makes it a must-see. The guide’s storytelling turns this site into a vivid reminder of the city’s revolutionary heritage.

Stories from the Omni Parker House: Political History and Hauntings

Nicky & Paulie's Tour o' Boston - Stories from the Omni Parker House: Political History and Hauntings

The 15-minute visit to the Omni Parker House provides an opportunity to learn about Boston’s political history and ghost stories. The hotel’s long history includes visits from prominent figures like Charles Dickens and stories of paranormal activity, making it a lively addition to the tour. The admission is included, and the guide shares these tales with enthusiasm, making it a highlight for fans of history and legends alike.

This stop adds variety to the tour, combining history, architecture, and a touch of the supernatural for a well-rounded experience.

The Guide: Passionate, Knowledgeable, and Personal

Nicky & Paulie's Tour o' Boston - The Guide: Passionate, Knowledgeable, and Personal

Throughout the tour, the guide’s enthusiasm shines. Paulie, in particular, is praised for his storytelling flair and deep local knowledge. His easy-going demeanor makes history accessible, and his personal stories add authenticity. Guests comment on his friendly and welcoming attitude, and many note that he makes history come alive, even for those who aren’t usually keen on guided tours.

The small group size enhances this personal approach, allowing for questions and more engaging stories. The guides’ ability to mix facts with humor and local tips makes the tour both educational and entertaining.

Practical Details and Booking Information

The tour departs from Copp’s Hill Terrace and ends at Boston Common. It is near public transportation, making it easy to access. The group size is limited to 17 travelers, ensuring a more intimate experience. Booking is flexible, with free cancellation available up to 24 hours in advance, and tickets are confirmed immediately upon booking.

The tour is suitable for most travelers, and service animals are allowed. While weather-dependent, the tour offers a full refund if canceled due to poor weather or minimum group requirements not being met.

Nicky & Paulie’s Tour o’ Boston: A Personal and Insightful Journey

This tour offers a friendly, well-paced exploration of Boston’s key historic sites. The $35 price point provides excellent value considering the depth of stories and the familiarity of the locations. The guides’ enthusiasm and local insights make the experience enjoyable and memorable, especially for those who appreciate storytelling that makes history feel relevant.

While the two-hour duration limits the number of sites covered, the tour’s focus on signature landmarks and hidden stories offers a thorough overview suited for first-time visitors or those wanting a relaxed, engaging introduction to Boston’s past. It’s ideal for families, history buffs, or anyone seeking a personal connection to Boston’s heritage.

Overall, Nicky & Paulie’s Tour o’ Boston stands out for its warm, personable approach, expert guides, and the chance to see Boston through the eyes of local residents passionate about their city.

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Nicky & Paulie’s Tour o’ Boston



5.0

(61 reviews)

97% 5-star

“Great experience. Very knowledgeable had a great time! We were running a little late and the crew waited for us with no judgement. Recommended plac…”

— Blair G, Sep 2025

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 2 hours.

What is the price?
It costs $35 per person, offering good value for a guided walk of Boston’s historic districts.

Where does the tour start and end?
It begins at Copp’s Hill Terrace and concludes at Boston Common.

Is the tour accessible for families with strollers?
Yes, the tour is family-friendly and stroller accessible.

How many people participate?
The maximum group size is 17 travelers, ensuring an intimate experience.

Can I cancel the tour if my plans change?
Yes, free cancellation is available up to 24 hours before the scheduled start.