Adventure Collective
null - Cambridge

Freedom Trail & Little Italy - Private Walking Tour

Bostoneasy

Difficulty

easy

Duration

3–4 hours

Fitness Level

Suitable for most fitness levels; a moderate pace with plenty of seating options available

Overview

Explore Boston's historic sites along the Freedom Trail and savor authentic Italian flavors in Little Italy on this private walking tour. Experience personalized insights and hidden local spots with Boston Hidden Gems. Perfect for history buffs and food lovers alike!

Guided Tour
History Tour
Private
Walking Tour
Boston, Massachusetts

Freedom Trail & Little Italy - Private Walking Tour

For all ages! • 4.5 Hours • Starting at $400 • Private tour • Up to 15 people

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About This Adventure

View photos, complete details, availability, and more on this tour's page: Official Tour Listing

Details

  • 4 hour 30 min, includes free time for lunch
  • This is a walking only tour, no vehicle
  • Max of 15 people per tour
  • Tour starts at Boston Common Visitor Center (139 Tremont St., Boston)

About

The walk includes all 16 stops on the Freedom Trail, covering historical sites such as the Paul Revere House, Copp's Hill Burying Ground, Old North Church, USS Constitution, Boston Common, Old South Meeting House, Old State House, Bunker Hill Monument and more!

Listen to hilarious stories from Boston's past as you learn about the history of the area from a longtime resident, passionate historian, and former city employee. The tour includes a short walk through historic Little Italy that takes a detour from the Freedom Trail to explore this historical neighborhood.

Enjoy free time for a delicious lunch in an artisanal farm-to-table market or the oldest restaurant in America.

Included

Tour guide services only

Not Included

Gratuities

What to bring

Comfortable Clothes & Shoes

Adventure Tips

Wear comfortable shoes

This tour involves a lot of walking through historic districts, so comfortable footwear is essential.

Bring water and sunglasses

Stay hydrated and protected from the sun during the outdoor segments of the tour.

Check the weather forecast

Boston weather can be unpredictable; dress accordingly and consider rain gear if needed.

Reserve in advance

Private tours are popular; booking ahead ensures you secure your preferred time slot.

Local Insights

Wildlife

  • Pigeons
  • Squirrels

History

The Freedom Trail was established in 1951 to preserve and commemorate Boston's revolutionary history, featuring 16 historically significant sites.

Conservation

Boston promotes sustainable tourism by encouraging walking tours and preserving historic districts to reduce environmental impact.

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Adventure Hotspots in Cambridge

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Essential for exploring Boston's historic streets comfortably over several hours.

Sun protection

Bring sunglasses, a hat, and sunscreen to shield yourself from the sun during outdoor exploration.

summer specific

Reusable water bottle

Essential

Stay hydrated throughout the walking tour, especially on warmer days.

Light layer clothing

Layered clothing helps adapt to changing temperatures during the outdoor tour.

winter or spring specific