Best of Boston Private Tour
free_cancellation Free Cancellation up to 2 weeks before
shield Trip Protection available for more flexibility
star Tour Highlights
- check_circle Walk the Freedom Trail and hear the stories behind Boston's revolutionary past
- check_circle Step inside the Old North Church where "one if by land, two if by sea" changed history
- check_circle Photograph iconic Acorn Street - "America's Most Photographed Street"
- check_circle Taste delicious local cuisine at a classic North End Italian cafe
- check_circle Explore Faneuil Hall, the Granary Burying Ground, and Boston Common
- check_circle Enjoy a private experience with door-to-door pickup in a luxury van
routeTour Itinerary (11 stops)
Pick Up
Your tour begins with your guide picking you up at your hotel, Airbnb, or cruise ship in a comfortable luxury van!
Italian Cafe
Start your morning at one of the North End's oldest Italian cafes. Enjoy a coffee or tea with a classic cannoli while your guide introduces you to Boston's rich history!
North End
Follow your guide through Boston's Little Italy, as you learn about the historic neighborhood and its ties to all things Boston! Experience the winding streets, tree-lined parks, and beautiful architecture. See North Square, the Paul Revere Mall, Greenough Lane, and Copp's Hill Terrace, among many hidden gems!
Old North Church
Step inside Boston's oldest standing church (1723), where the famous signal lanterns were hung to warn of the British approach. Hear how a young Paul Revere rang the church bells as a teenager and later organized the lantern signal that launched the midnight ride. See his family's pew and the original wineglass pulpit!
USS Constitution
Meet "Old Ironsides," the warship with an undefeated 33-0 battle record. Learn how British cannonballs bounced off her live oak hull, earning the famous nickname. She still fires her cannon daily at sunset!
Bunker Hill Monument
Visit the site of the famous order: "Don't fire until you see the whites of their eyes!" The British took the hill but lost over 1,000 men, proving the colonists could stand and fight.
reviewsReviews
descriptionTour Description
Our Original Boston tour! This is the perfect introduction to Boston for first-time visitors who want to see all the must-see sites without feeling rushed.
Begin your morning in the North End - Boston's "Little Italy" - with a coffee and cannoli at one of the neighborhood's oldest Italian cafes. From there, explore the Freedom Trail with your guide, visiting historic sites like the Paul Revere House, the Old North Church (where the famous lanterns were hung), the Old State House, and Faneuil Hall.
Walk through the Granary Burying Ground to see the graves of Paul Revere, Samuel Adams, and John Hancock. Continue past the golden-domed Massachusetts State House to Boston Common and the Public Garden, where you'll find the beloved Make Way for Ducklings statues.
The tour continues through elegant Beacon Hill, with a stop at iconic Acorn Street for photos. Your guide will share hilarious stories and fascinating facts throughout the journey, making history come alive!
The tour is a combination of walking and driving, and we are happy to make adjustments for any mobility level.
Explore Related Tours:
Boston & Cambridge Private Tour
All Day Boston Experience
checklist What's Included
Included
- check_circle Professional local tour guide
- check_circle Air-conditioned private luxury van
- check_circle Door-to-door hotel pickup and drop-off
- check_circle Breakfast (coffee/tea and pastry)
- check_circle Old North Church entrance
- check_circle Bottled water
- check_circle All transportation surcharges
Not Included
- cancel Lunch
- cancel Gratuities (industry standard is $10-20/hr)
infoDetails & Pricing
- Start Times: Your choice, anytime between 8:30 am - 11:00 am
- If bringing luggage on the tour, the vehicle can generally only handle 4 passengers unless traveling light.
- Massachusetts law requires proper car seats until children are 8 years old or 57 inches tall. We do not provide car seats, and refunds will not be available day of for lack of proper seating.
- Our booking platform adds a 6% service fee for online bookings. Call us to book with no service fees!
| Low Season | High Season | |
|---|---|---|
| 1-6 guests | $555 + $29/pp | $630 + $29/pp |
| 7-9 guests | $665 + $29/pp | $740 + $29/pp |
Prices vary seasonally. See dates.
help Frequently Asked Questions
How much walking is involved?
The tour includes approximately 2.5 hours of walking spread throughout the 5.5-hour experience. We move at a comfortable pace with plenty of stops, and our private vehicle allows us to rest between walking portions. We're happy to adjust the pace or itinerary for any mobility needs.
Is this tour suitable for children?
Yes! Children of all ages are welcome. Our guides are skilled at making history fun and engaging for younger guests with interactive stories and humor. The combination of walking and driving helps keep kids interested throughout the tour.
Massachusetts law requires proper car seats until children are 8 years old or 57 inches tall. We do not provide car seats.
Please note: We cannot guarantee wheelchair or stroller accessibility of any buildings, and we do not recommend this tour if such access is required.
What if it rains?
Tours run rain or shine! Since this tour includes a private vehicle, you'll stay comfortable and dry between stops. We recommend bringing an umbrella and wearing weather-appropriate clothing for the walking portions.
Can you pick us up from the airport or cruise port?
Absolutely! We offer door-to-door pickup and drop-off, including Logan Airport and the Boston cruise terminal. This makes our tour perfect for travelers arriving in the morning or departing in the evening - see the best of Boston on your first or last day!
What's the difference between this tour and the Boston & Cambridge tour?
The Best of Boston tour focuses entirely on Boston's historic downtown, Freedom Trail, and Beacon Hill. It's 5.5 hours and perfect if you want an in-depth Boston experience.
The Boston & Cambridge tour is 7 hours and adds visits to Harvard and MIT. Choose that tour if you want to explore Cambridge's famous universities or have more time!