Top Experiences in Back Bay

This tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On this tour we'll take you into all the city neighborhoods and along the sites of the Freedom Trail.

We'll share the history and legends of the city, keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.

Enjoy the Boston's history, vibrant atmosphere and wonderful architecture on this 2-hr Guided Walking Tour of the Downtown Freedom Trail between Faneuil Hall and Boston Common and then travel on to Copley Square in Back Bay via Beacon Hill. The Downtown Boston portion of the popular Freedom Trail features many of the locations of historical significance to the United States including the Old State House, Old Granary Burial Ground, and the site of the Boston Massacre. We will then see where the Boston aristocracy lives on Beacon Hill on our way to the Boston Public Garden and see the Victorian brownstones in historic Back Bay. See the famous Cheers restaurant, Newbury Street and Commonwealth Avenue on our way to the Boston Marathon Finish Line. Other top highlights include: Old & New State Houses, Boston Massacre Site, Old & New City Halls, Old South Meeting House, King's Chapel, Park Street Church, Beacon Hill, Boston Public Garden, Swan Boats, Boston Public Library, Trinity Church.

Join this great adventure touring with us one of the most English cities in the United States and with a lot of richness in American culture and history where we will visit the most picturesque neighborhoods with Victorian houses and illuminated with old lanterns. We will visit the Harvard University campus and take photos with the monument of the three lies. At the end of the tour you will have free time for lunch and typical food from the region, including clam chowder and lobster (no food is included).

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Architecture and Culture of Boston. See the Victorian brownstone homes in Back Bay. Explore the historic Beacon Hill neighborhood where the Boston aristocracy live. Then travel through Downtown Boston on the popular Freedom Trail, featuring many locations of significance to the history of the United States. Visit places like the Park Street Church, the Granary Burying Ground, and Faneuil Hall.

This tour will be limited in size to 10 participants through 2020 in order to facilitate Covid-19 spacing requirements. Masks are required during this period. Masks will be available from the tour guide if necessary.

Private 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

Enjoy the best of Boston, at a relaxed pace on a full-day tour, where you can soak in the local atmosphere in each of the four historic districts you’ll visit.

If you have been to Boston before, but have never taken the time to really dig into its rich history, then your guide will happily tailor the tour on the day with you to slow down the pace, skip sites you’ve already seen, and to further explore places which pique your interest. Whether it’s the summer heat, the winter chill, or simply wanting a day to give your feet a rest, this driving tour is the perfect way to explore Boston.

In the morning, explore the best of Boston’s four historic districts, seeing both its highlights and the spots often missed by tourists. In the afternoon, you’ll find yourself amongst charming red-brick walls, bloom-filled terraces, and sprawling green quadrangles in Cambridge.

Boston Sightseeing is a double-decker open-top, sightseeing tour bus operator. Boston Sightseeing offers stunning views above the crowd. We are committed to providing the highest quality tour service.
See Boston at your own pace with Boston Sightseeing tour that allows you to hop on and hop off at eight stops along the route, providing a great way for first-time visitors to orient themselves.
Buy our tickets and enjoy the view with live commentary from an expert guide who knows the city inside and out. Learn about the history and happenings of Boston, a city known as the Cradle of Liberty. If you want to experience the best of Boston and see what you want for one low price—be sure to try us.

See the best of Boston from one end of the city to the other on this private, half-day driving highlights tour.

If you are arriving in Boston with no idea where to start or how to orient yourself, then this is the perfect tour – full of the historic spots in the city, along with a thorough overview of the city itself.

You’ll get the feel of the city, and your guide will help you plan out a list of places you should return to and spend time at your own pace – helping you choose the best from the city’s eclectic food scene to its famous beer brewing industry.

If you have been to Boston before, but still want to be refreshed on the city, then your guide will happily tailor the tour on the day with you to slow down the pace, skip sites you’ve already seen, and to further explore places which pique your interest.

Whether it’s the summer heat, the winter chill, or simply wanting a day to give your feet a rest, this driving tour is the perfect way to explore Boston.

Hi, we're Mickey and Donny Sullivan, a couple of Massholes who started this tour last summer of, let's face it, Earth's greatest city.

Have we travelled anywhere else? No.
Do we have what they call "book learning?" Um, no.
How can we so confidently make that claim?
Well, you're vacationing here, right?
See? We're both wicked smart.

We'll take you through all the best parts of this almost-400-year-old city!
We'll stop halfway through for a pitstop at one of the best comedy clubs in the country (with complimentary pizza!)

You'll hear about the Puritans, Tom Brady, the Molasses Flood, all the best stories told by the only authentic, original, legit Bostonian tour guides in this city, the Massholes!

The Boston Hop-on Hop-off Trolley Tour - named one of the best hop-on, hop-off tours in the world by Forbes - is the easiest way to get around town!

Take advantage of discounted admission at area attractions, see the city at your own pace with unlimited rides, and enjoy a flexible route that features 14 stops throughout town.

Hop on the Old Town Trolley at any of its stops and take a seat while your engaging guide and narrator regales you with entertaining and educational anecdotes about Boston's past. Get to know Boston's iconic institutions and roam its lively districts, from the waterfront to the Back Bay.

Trolleys depart every 30 minutes. Each loop lasts approximately 1 hour and 45 minutes.

Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in Boston’s North End and pass sites like Copley Square, Fenway Park and the Faneuil Hall marketplace. Cruise through Beacon Hill and admire the diverse neighborhoods as your knowledgeable guide provides insightful commentary on Boston’s unique history. You may also choose to do this tour on an e-bike (select e-bike option at checkout, but note: you must be 16 or older to select the E-bike option).

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and driving (although can be driving only if you prefer).

We start with a walking tour of parts of the Freedom Trail, stopping at some of the city's most significant sites. We'll then drive in and out of the other city neighborhoods, Beacon Hill, Back Bay and Seaport and finish out the Freedom Trail with a stop at Bunker Hill.

Then it's across the Charles River to Cambridge, where we drive around the MIT campus, and onto Harvard for a walking tour of the oldest college in the country.

We'll share lots of history and legends but also keep it topical with current day fun facts and light hearted stories.

After the walk you'll need some lunch and we know some great spots (not included in price of tour).

All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.

This tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On this tour we'll take you into all the city neighborhoods and along the sites of the Freedom Trail.

We'll share the history and legends of the city, keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you are in the heart of the city! Discover Frederick Law Olmsted’s famous system of parks on this bicycle tour of the historic Emerald Necklace. From the shaded boulevard on Commonwealth Avenue to the popular shores of Jamaica Pond to the winding paths of the Arnold Arboretum, this route is a fabulous way to experience Boston's park system. The route is a favorite among locals! The parks are gorgeous any time of the year, but the foliage peaks in color between mid October and early November.

This tour is up to 4 hours long and covers at least 15 miles, with several hills. Riders must be comfortable spending that much time on a bike and covering that distance. This ride covers many hidden gems in Boston.

This tour will begin at your home, hotel or cruise ship and take you past the most interesting places in Boston including the Paul Revere House, the USS Constitution, the Bunker Hill Battle Monument, Copley Square and Fenway Park. Along the way you’ll see the historic homes and churches of the Back Bay, the South End, and Beacon Hill. You’ll hear the stories behind Paul Revere’s ride, the Boston Massacre and the Boston Tea Party. You’ll see Boston’s most prominent buildings and neighborhoods as well as some lesser-known points of interest. This is the best way to see as much of Boston as possible in a brief time and do so at a pace you will enjoy.

Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in Boston. Proceed through the historic "Little Italy" neighborhood to learn about Boston's history! Listen to stories about the neighborhood's ties to the American Revolution such as the ride of Paul Revere. Try traditional sandwiches from an Italian Salumeria. Drive through Boston's historical downtown while learning about the city's colorful past. Walk through Beacon Hill, Boston's most prestigious neighborhood. Visit Boston Common, the oldest public park in America. Stop at a local seafood chain for lobster rolls and New England clam chowder. Take a drive through Back Bay, Boston's man-made neighborhood lined with 19th century Victorian houses. Take a quick drive through Cambridge for stunning views of Boston and MIT. End the tour with seeing the stunning Copley Library! Be sure to come hungry! The tour includes pick-up and drop-off anywhere in the Boston area (up to 6 people).

See all Boston's most important sights in a four hour, private, guided city tour, in a comfortable luxury vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.

Why Choose Boston Pro's Private Historic Tour?

Luxury Experience:
Our luxury SUV ensures a comfortable and stylish exploration of Boston's best attractions, including a scenic drive along the picturesque Waterfront.

Customized Itinerary:
Enjoy the flexibility to customize your tour. Whether it's spending more time at Harvard, MIT, or lingering in the charming streets of Beacon Hill, the itinerary is tailored to your preferences.

Photo Opportunities:
Our tour is designed for avid photographers. From the iconic Acorn Street to the scenic views along the Waterfront, every moment is a photo opportunity that captures the essence of your Boston experience.

Expert Narration:
Our knowledgeable guide provides in-depth insights, transforming each location into a living chapter of Boston's history. Gain a deeper appreciation for the city's cultural and historical significance.

Get to know the historical, cultural, and intellectual side of Cambridge on this private driving tour from Boston!

Your tour includes a stop at the renowned MIT campus, where we can explore its innovative art and architecture.

We’ll also visit the oldest institution of higher learning in the U.S., Harvard University. With your guide, you’ll tour Harvard’s beautiful campus, passing historic buildings such as the impressive Widener Library – housing over 3.5 million books! – and the more demure but beautiful Memorial Church.

During your tour, you might recognize areas that have been featured in films, including Harvard Yard, the oldest part of the University’s grounds, as well as Harvard Square.

We’ll then head to Cambridge Common to explore this picturesque park’s American Revolutionary War monuments. Among the top things to do in Cambridge is beautiful Mount Auburn Cemetery, the perfect place to wrap up our tour before the drive back to any ending location of your choosing.

If you’re looking to pack in as much as possible on your Boston tour, this driving experience is for you! We’ll hit up the most historic spots in the city, like iconic Faneuil Hall, the site of the Boston massacre, and the very place where overtaxed colonists dumped tea into the Boston Harbor.

Among other sites linked to America’s independence we’ll visit are Old North Church, Bunker Hill Monument, and Old Ironsides herself, the U.S.S. Constitution. We’ll take our Boston sightseeing tour past venerable institutions like the nation’s first free public library and first public school.

Beantown is a city of many unique neighborhoods, we’ll pass by the Back Bay’s beautiful Victorian-era houses, Beacon Hill’s most photographed street, and the bustling plaza of Harvard Square.

For our foodies, we’ll be exploring neighborhoods known for their food scenes, including Italian eateries in the North End and Seaport District, where you’ll want to chow down on an authentic Boston lobster roll!

This tour will begin at your home, hotel or cruise ship and will be conducted in a comfortable heated minivan, no matter the weather. I'll take you past the most interesting places in Boston including the Paul Revere House, the USS Constitution, the Bunker Hill Battle Monument, Copley Square and Fenway Park. Along the way you’ll see the historic homes and churches of the Back Bay, the South End, and Beacon Hill. You’ll hear the stories behind Paul Revere’s ride, the Boston Massacre and the Boston Tea Party. You’ll see Boston’s most prominent buildings and neighborhoods as well as some lesser-known points of interest. This is the best way to see as much of Boston as possible in a brief time, comfortably, and at a pace you will enjoy.

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is a combination of walking and driving, and we are happy to make adjustments to any mobility level of our guests! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption. View a packet of historical maps, photos, and dates during the tour to further immerse yourself in the stories you learn about!

The tour takes a break in the middle for free time for lunch and souvenirs, with options including the oldest tavern in America, the oldest restaurant in America, an artisanal food & goods market with 20+ vendor options (chowder, lobster rolls, doughnuts, coffee, ice cream, etc), and more.

Get the insight of a local while running through Boston's historic streets. You'll learn about the city's present and past, while working up a sweat and seeing much more than you could in an hour of walking.

Embark on a captivating hop-on, hop-off tour through the historic gems of Boston and Cambridge. Our comfortable double-decker buses have informative audio guides in multiple languages, ensuring an enriching experience.

As you hop on board, dive into the rich tapestry of Boston's history, passing by iconic landmarks such as the Freedom Trail, Quincy Market, Fenway Park, and the esteemed Harvard University and MIT. Enjoy the freedom to hop off at any stop within Boston and Cambridge, allowing you to delve deeper into the attractions that pique your interest.

The hop-on, hop-off option allows you to explore the city at your own pace, hopping on and off as many times as you desire. With 24 stops conveniently located near over 100 attractions in Boston and Cambridge, the adventure awaits!

Explore Boston's top 3 scenic areas on one tour in 2 hours! This unique walking tour of Back Bay, the Public Garden and Beacon Hill provides insightful commentary and photo tips of iconic architectural landmarks and must-see attractions.

See the impressive Boston Public Library and mix of architectural styles in Copley Square. Walk along the charming streets in Back Bay's 19th century residential area. Enjoy the Boston Public Garden's natural beauty. See the most photographed street in Boston's Beacon Hill neighborhood.

Bring your smartphone or camera and learn how inspiring photo tips can teach you how to take better pictures. All skill levels are welcome. The photos you capture become memorable souvenirs. (This activity is not a photography workshop.)

Find out what makes this walking tour an eye-opening experience you can't get anywhere else in Boston!

**Please note most tours are less than 10 people. There may be slightly larger groups during peak season/holidays.**

Enjoy the hop-on, hop-off tour of the historic cities of Boston and Cambridge. Climb aboard our comfortable double-decker buses equipped with informative audio guides to ensure an enriching experience.

As you hop on, immerse yourself in the rich history of Boston as you pass by famous sites like the Freedom Trail, Quincy Market, Fenway Park, and the prestigious Harvard University and MIT. With the freedom to hop off at any stop within Boston and Cambridge, you can delve deeper into the attractions that capture your interest.

With the hop-on hop-off option, you are free to explore the city at your own pace and can hop on and hop off as many times as you want. There are 24 stops conveniently located close to more than 100 attractions in Boston and Cambridge.

Door-to-door Boston to New York City "flat rate" service is easy and affordable. Forget about dealing with traffic and paying for parking, when you can book our Point to Point service for close to the same cost. Time is money, start traveling in style and get some work done on the way or just enjoy the scenery. *Flat rates are available for most Transfers, depending on drive time and geography, only hourly rates may be available.

THIS VOUCHER COVERS THE BASE FARE PLUS 20% GRATUITY AND $3.00 STC FEE. FOR A ONE WAY TRIP FROM BOSTON TO NEW YORK CITY.

This private Boston tour has something for everyone, and we’ll start by indulging the history lovers: relive the city’s major events on a Freedom Trail tour, from speeches protesting British rule in Faneuil Hall to the infamous massacre that took place outside Old State House. We’ll visit the site of the infamous Boston Tea Party and a cemetery where several notable Bostonians are buried.

Other top things to do in Boston include visiting the North End, where you’ll discover Old North Church’s connection to Paul Revere's famous midnight ride and many excellent Italian eateries. In Beacon Hill, you’ll love the charm of its historic homes and alleyways and see the most photographed street in Boston!

In Charlestown, we’ll see the USS Constitution and tour the battlefield of Bunker Hill. Stop at the Seaport District for the best city views and seafood. Wrap up your tour of Boston in the Back Bay neighborhood to enjoy a cocktail on Newbury Street or a stroll along the Esplanade!

See all Boston's most important sights in a six hours, private, guided city tour, in a comfortable vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston, Lexington and Concord at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.