Historic buildings in Boston's Little Italy street with North Square Oyster and Mamma Maria restaurants.
Woman enjoying Sicilian cannoli pastry in Boston.
Granary Burying Ground in Boston with historic gravestones and Franklin monument.
Cobblestone street with historic brick buildings on Acorn Street, Boston, Massachusetts.
Old State House in Boston surrounded by modern skyscrapers.
Park Street Church and Boston Common with city skyline, Boston, Massachusetts.
Duckling statues with hats in Boston's botanical garden.

Best of Boston: Full-Day Private Tour

Boston
Guided Tours
Google Verified Seller

Duration: 5.5 hours (approx.)

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Explore Boston with a professional local guide, private luxury van, hotel pick-up, breakfast, and Old North Church entry included.

Walk the iconic Freedom Trail, discovering stories of revolution and hidden gems in Boston’s historic neighborhoods.

Snap photos on Acorn Street, stroll Beacon Hill, and visit the legendary USS Constitution and Bunker Hill Monument.

Savor a classic North End cannoli and coffee at one of Boston’s oldest Italian cafes, where history meets local flavor.

Enjoy a seamless, door-to-door experience with all transportation surcharges and bottled water taken care of.

Professional local tour guide

Air-conditioned private luxury van

Door-to-door hotel pickup and drop-off

Breakfast (coffee/tea and pastry)

Entry to Old North Church

Bottled water

All transportation surcharges

Lunch

Gratuities

Historic buildings in Boston's Little Italy street with North Square Oyster and Mamma Maria restaurants.

Historic buildings in Boston's Little Italy street with North Square Oyster and Mamma Maria restaurants.

See Boston’s revolutionary history, iconic streets, and local flavors on a private 5.5-hour guided tour with door-to-door luxury van service.

Getting started

Your guide will pick you up directly from your hotel, Airbnb, cruise ship, or airport in a comfortable, air-conditioned van. After a brief introduction, you’ll start your morning at a classic North End Italian café with coffee or tea and a pastry, setting the stage for your exploration.

What to expect

Boston’s historic core

This tour covers Boston’s most significant sites, blending walking and driving for a seamless experience. Your expert guide shares stories and insights at every stop, making the city’s history and culture come alive.

Features

  • Freedom Trail walk: Trace the path of America’s revolution, visiting key landmarks and hearing the stories that shaped the nation’s founding.

  • Old North Church entrance: Step inside Boston’s oldest church (built in 1723), where Paul Revere’s lantern signal launched his legendary midnight ride.

  • North End exploration: Wander through “Little Italy,” discovering historic squares, hidden parks, and the neighborhood’s rich Italian heritage.

  • USS Constitution: See the world’s oldest commissioned warship afloat, famed for its undefeated battle record and daily sunset cannon firing.

  • Bunker Hill Monument: Visit the site of the pivotal 1775 battle, known for the command “Don’t fire until you see the whites of their eyes!”

  • Boston Common and Public Garden: Walk through America’s oldest public park and the country’s first botanical garden, home to the beloved Make Way for Ducklings statues.

  • Acorn Street, Beacon Hill: Capture photos on the most photographed street in the U.S., surrounded by historic townhouses and unique purple window panes.

  • Faneuil Hall and Granary Burying Ground: Explore the marketplace known as “the Cradle of Liberty” and see the graves of Paul Revere, Samuel Adams, and John Hancock.

  • Private luxury van: Enjoy comfortable transportation and bottled water throughout, with all surcharges included.

  • Flexible pace: The itinerary is adjustable for mobility needs, and the combination of walking and driving ensures a relaxed experience.

Woman enjoying Sicilian cannoli pastry in Boston.

Woman enjoying Sicilian cannoli pastry in Boston.

Granary Burying Ground in Boston with historic gravestones and Franklin monument.

Granary Burying Ground in Boston with historic gravestones and Franklin monument.

Cobblestone street with historic brick buildings on Acorn Street, Boston, Massachusetts.

Cobblestone street with historic brick buildings on Acorn Street, Boston, Massachusetts.

What to bring

  • Bring an umbrella and wear weather-appropriate clothing, as tours run rain or shine.

  • Wear comfortable walking shoes, as the tour includes approximately 2.5 hours of walking.

  • Bring a child car seat if traveling with children under 8 years old or under 57 inches tall, as required by Massachusetts law. Car seats are not provided.

  • Bring only light luggage if needed; the vehicle can generally accommodate up to 4 passengers with luggage.

What’s not allowed

  • Large or oversized luggage is not permitted if your group exceeds 4 passengers.

  • Pets are not allowed, except for registered service animals.

  • Smoking, alcohol, and illegal substances are strictly prohibited during the tour.

Accessibility

  • This experience is not recommended for guests requiring guaranteed wheelchair or stroller accessibility in buildings.

  • Walking portions can be adjusted for mobility needs, but full accessibility cannot be guaranteed at all stops.

Additional information

  • Children of all ages are welcome, but proper car seats must be provided by guests for children under 8 years old or under 57 inches tall. Refunds will not be issued for lack of proper seating on the day of the tour.

  • The tour combines walking and driving, with a flexible pace and itinerary to accommodate most mobility levels.

  • Door-to-door pickup and drop-off are included within the designated range; pickups outside this area may incur an extra fee.

  • Start times are flexible between 8:30am and 11am.

  • Lunch is not included; there will be a break at a local market with various dining options.

  • Gratuities are not included (industry standard is $10–20/hr).

Old State House in Boston surrounded by modern skyscrapers.

Old State House in Boston surrounded by modern skyscrapers.

Park Street Church and Boston Common with city skyline, Boston, Massachusetts.

Park Street Church and Boston Common with city skyline, Boston, Massachusetts.

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Operating hours

View Boston

Monday
10:00am - 10:00pm • last entry 9:00pm
Tuesday
10:00am - 10:00pm • last entry 9:00pm
Wednesday
10:00am - 10:00pm • last entry 9:00pm
Thursday
10:00am - 10:00pm • last entry 9:00pm
Friday
10:00am - 10:00pm • last entry 9:00pm
Saturday
10:00am - 10:00pm • last entry 9:00pm
Sunday
10:00am - 10:00pm • last entry 9:00pm
  • Timings are displayed in the venue's time zone.

By proceeding with any booking via Staybook, you acknowledge and agree to adhere to all the .

FAQs

Bring an umbrella and wear weather-appropriate clothing, as tours run rain or shine. Wear comfortable walking shoes, as the tour includes approximately 2.5 hours of walking. Bring a child car seat if traveling with children under 8 years old or under 57 inches tall, as required by Massachusetts law. Car seats are not provided. Bring only light luggage if needed; the vehicle can generally accommodate up to 4 passengers with luggage.
Children of all ages are welcome, but proper car seats must be provided by guests for children under 8 years old or under 57 inches tall. Refunds will not be issued for lack of proper seating on the day of the tour. The tour combines walking and driving, with a flexible pace and itinerary to accommodate most mobility levels. Door-to-door pickup and drop-off are included within the designated range; pickups outside this area may incur an extra fee. Start times are flexible between 8:30am and 11am. Lunch is not included; there will be a break at a local market with various dining options. Gratuities are not included (industry standard is $10–20/hr).
Large or oversized luggage is not permitted if your group exceeds 4 passengers. Pets are not allowed, except for registered service animals. Smoking, alcohol, and illegal substances are strictly prohibited during the tour.
This experience is not recommended for guests requiring guaranteed wheelchair or stroller accessibility in buildings. Walking portions can be adjusted for mobility needs, but full accessibility cannot be guaranteed at all stops.

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