Boston Historic Sightseeing and Culinary Tour
Discover Boston's Rich History and Iconic Landmarks on a Customizable Private Tour Experience

Massachusetts
people
1 participant
hours
- • Explore Boston's Historic North End on a Private Tour
- • Enjoy a Comprehensive 7-Hour Tour of Boston and Cambridge
- • Visit America's Oldest Public Park During This Unique Experience
Why We Love This Unique Experience
Experience the best of the city with a private four-hour walking and driving tour that blends the charm of leisurely strolls with the convenience of driving. This immersive adventure is perfect for those who want to delve into the heart of the city without overwhelming themselves with long walks. Perfectly tailored for families, friends, or couples, this tour offers a unique way to explore the historical and cultural gems of the area.
Begin the journey by exploring the historic district, where fascinating stories come to life as the vibrant essence of the past unfolds. Take a delightful walk through quaint streets, indulge in a treat from a renowned pastry shop, and step inside iconic landmarks like the Old North Church and Paul Revere's house. Discover the secrets of the Copp's Hill Burial Ground, where tales of notorious events and local legends await. Then, hop in a comfortable vehicle to visit impressive sites, including the USS Constitution and Bunker Hill, where history enthusiasts can learn about pivotal moments of the Revolutionary War. This tour offers an engaging blend of walking and driving that ensures all of the city’s highlights are experienced in just half a day.
Surprise a loved one with this extraordinary gift that provides not only delightful sights but also lasting memories. Whether it's a birthday, anniversary, or a simple gesture of appreciation, this private tour is a thoughtful way to show someone how special they are. Don't miss out on the opportunity to give an experience that connects, educates, and inspires—perfect for any occasion!
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Experience Overview:
Tour-in-four -- A Private Four Hour Walking & Driving City TourPrivate tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a ton of walking.(aprox. 90 minute walk)
Stroll through the historic North End. Have a snack from a famous North End pastry shop. Go inside the Old North Church and see Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood.
Visit the USS Constitution, and go up Bunker Hill where the first organized battle of the Revolutionary war took place. Learn how the Colonists lost that battle but won at the same time. Ride through Downtown, up Beacon Hill, The Back Bay, Fenway and over to Cambridge to see Harvard & MIT. You will see the entire city in half a day.
Learn all about our history as well as what makes Boston such a great 21st century city.
We can confirm tour start time after booking is complete. Weekday tours during the school year tours can only start after 2:30PM
What to expect:
Duration: 7 hours
Boston
Boston, Massachusetts
We will see all of Boston's best attractions, history and more on this customized tour.
3 hours
Cambridge
Cambridge, Massachusetts
See Harvard, MIT and more as we travel through Cambridge.
1 hour
USS Constitution
Bldg. 5, Charlestown Navy Yard, Boston, 02129, Massachusetts
USS Constitution, also known as Old Ironsides, is a wooden-hulled, three-masted heavy frigate of the United States Navy. She is the world's oldest commissioned naval vessel still afloat and was first launched in 1797 from the North End of Boston.
Pass by without stopping
Bunker Hill Monument
43 Monument Square, Boston National Historical Park, Boston, 02129, Massachusetts
The Bunker Hill Monument was erected to commemorate the Battle of Bunker Hill, which was among the first major battles between British and Patriot forces in the American Revolutionary War, fought on June 17, 1775. It has 294 steps to the top!
Pass by without stopping
TD Garden
100 Legends Way, , Boston, 02114-1300, Massachusetts
Affectionately called "The Garden" this is the home to the Boston Bruins hockey team and the Boston Celtics basketball team.
Pass by without stopping
North End
, , Boston, 02109, Massachusetts
The North End, Boston’s Little Italy, is a maze of narrow streets with some of the city’s oldest buildings. Along the Freedom Trail, we will pass historic sites like the 1680 Paul Revere House and the Old North Church, which played a key role at the beginning of the Revolutionary War. Italian restaurants, coffeehouses, pastry shops and old-school delis pack the area, especially on lively Hanover Street.
1 hour, 30 minutes
Old North Church & Historic Site
193 Salem St, , Boston, 02113-1123, Massachusetts
This historic church helped launch the American Revolution! Located along the Freedom Trail, the Old North Church & Historic Site was founded in 1723 and is the oldest standing church in the City of Boston, made famous by Paul Revere’s midnight ride and, “One if by land, two if by sea.”
20 minutes • Admission Ticket Not Included
Boston Common
139 Tremont St, , Boston, 02111-1318, Massachusetts
Boston Common is the oldest public park in the United States dating from 1634. It is the site of many historically significant events and is home to the oldest subway station in the Western Hemisphere.
Pass by without stopping
Old State House
310 Washington Street, , Boston, 02108-1702, Massachusetts
The Old State House was built in 1713, it was the seat of the Massachusetts General Court until 1798, and is one of the oldest public buildings in the United States. It is also the site of the Boston Massacre as well as many notable historic events.
Pass by without stopping
Back Bay
, , Boston, Massachusetts
The Back Bay neighborhood is most famous for its rows of Victorian brownstone homes—considered one of the best preserved examples of 19th-century urban design in the United States. Newbury Street is a fashionable shopping destination and Boylston Street is the where the Boston Marathon finishes each year. In Copley Square you will find such great architecturally significant buildings such as Trinity Church, Old South Church and the Boston Public Library which is the oldest free-lending library in the United States.
Pass by without stopping
The Paul Revere House
19 North Square, , Boston, 02113-2405, Massachusetts
The Paul Revere House, built c.1680, was the colonial home of American patriot Paul Revere during the time of the American Revolution.
15 minutes • Admission Ticket Not Included
Massachusetts Institute of Technology (MIT)
77 Massachusetts Ave, , Cambridge, 02139-4307, Massachusetts
MIT
The Massachusetts Institute of Technology (MIT) is a private research university in Cambridge. Founded in 1861, it has played a key role in the development of many aspects of modern science, engineering, mathematics, and technology, and is widely known for its innovation and
Pass by without stopping
Harvard University
1350 Massachusetts Ave, Cambridge, 02138-3800, Massachusetts
Harvard University is a private Ivy League university that was established in 1636 making it the oldest college in America. Its history, influence, and wealth have made it one of the world's most prestigious universities in the world.
Pass by without stopping
Cambridge Common
Garden Street & Massachusetts Ave., Cambridge, 02138, Massachusetts
Cambridge is a separate city, located across the Charles River, from Boston founded in 1631 and is home to many great institutes of higher education , diverse neighborhood and hundreds of life-sciences companies.
Pass by without stopping
Beacon Hill
Boston, 02108, Massachusetts
Beacon Hill is an architectural gem, a historic neighborhood that got its beginnings in the early 17th century. Federal-style rowhouses, narrow gaslit streets and brick sidewalks adorn this neighborhood, which is generally regarded as one of the more desirable and expensive in Boston. Stately buildings and cobblestone alleys make it one of the city's best known neighborhoods which is home to past and present notable figures.
Pass by without stopping
Fenway Park
4 Jersey Street, Boston, 02215-3409, Massachusetts
Fenway Park is the home to the Boston Red Sox baseball team and is the oldest ballpark in Major League Baseball. It is located in an area known as the Back Bay-Fens or Fenway neighborhood which is a parkland that was established in 1879 by Frederick Law Olmsted to serve as a link in the Emerald Necklace park system.
Pass by without stopping
Granary Burying Ground
Tremont Street, Boston, 02108, Massachusetts
Granary Burying Ground is the city's third-oldest cemetery, founded in 1660. It is the final resting place for many notable Revolutionary War-era patriots, including Paul Revere, the five victims of the Boston Massacre, and three signers of the Declaration of Independence: Samuel Adams, John Hancock, and Robert Treat Paine.
Pass by without stopping
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Details & Important Info
Additional Experience Details & Important Information
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Child car seat available
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
All ticket sales are final and not refundable. Reservations cannot be changed, rescheduled or refunded once confirmed. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
Organized by
Boston Sightseeing Tours
Product SKU: US-17144-0002
Boston Historic Neighborhoods and Landmarks Tour
Massachusetts
people
1 participant
hours
- • Explore Boston's Historic North End on a Private Tour
- • Enjoy a Comprehensive 7-Hour Tour of Boston and Cambridge
- • Visit America's Oldest Public Park During This Unique Experience
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