
easy
5–6 hours
Suitable for all fitness levels; primarily walking with occasional vehicle transport
Discover Boston beyond the textbook on a 5.5-hour private tour that traces Paul Revere’s footsteps, explores iconic landmarks, and dives into vibrant local culture. From the Old North Church to Kendall Square, this immersive city walk brings America’s revolutionary roots and modern spirit together.
On a crisp morning, the streets of Boston’s North End awaken with the aroma of freshly brewed Italian coffee and the sweet promise of a cannoli. This is where your full-day private tour begins, stepping into a city where cobblestones still echo the clatter of horse hooves and the whispers of revolutionaries plotting change. As you stroll past brownstone row houses lit by lingering gas lamps in Beacon Hill, the narrative of corruption, rebellion, and tenacity unfolds seamlessly beneath the New England sky.

Expect about 3 miles of walking on mixed urban terrain including cobblestones and pavement; sturdy footwear will keep you steady.
Begin your tour in the morning to experience historic sites like the North End and Old North Church before peak times.
Carry water to stay hydrated during your city walking segments, especially in warmer months.
Boston weather can shift quickly—dress in layers to stay comfortable during both indoor and outdoor portions.
Boston was a catalyst for the American Revolution, with many early battles and political events rooted in its streets and public spaces.
Boston encourages sustainable tourism by supporting local vendors at Boston Public Market and maintaining its historic parks with eco-conscious landscaping.
To navigate mixed urban surfaces comfortably and safely.
Helps maintain hydration throughout the tour.
To adapt to Boston’s variable weather, especially spring and fall.
Useful for photos and navigation during a full-day tour.