What to do and see in Boston, Massachusetts (MA): The Best Private Tours

December 21, 2021 Misti Hsu

Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until you've watched a Red Sox game from the bleachers.
Restaurants in Boston

1. Private Day Trip From Boston to Salem

Elite Limo Boston
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5.0 based on 4 reviews

Take a break from Boston and head north to explore spooky Salem, Massachusetts! With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to and from your hotel or local Boston accommodations. Discover Salem's haunted history, learn about the infamous Witch Trials, and run into a few practicing witches along the way.

Inclusions: Private day trip

Exclusions: Food and drinks, Gratuities

Reviewed By dmsibert08

My goodnes it was all good! Dave was amazing and knew his stuff. The views were awesome! I enjoyed it!

2. Secret Boston Vip Tour

529 Main St, Boston, MA 02129, USA Elite Limo Boston
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5.0 based on 1 reviews

The Secret Boston V.I.P. Tour is the most luxurious bar crawl in Boston. With this private, Self-guided tour you'll enjoy the luxury of your own personal local guide, vehicle, and itinerary! Your guide will bring you through the city in your choice of vehicle. Cruise around Boston as you dictate which stops you'd like to get out at and how much time you'd like to spend at each. Eat and drink in the same Taverns as John Hancock, Samuel Adams, Paul Revere and George Washington!. Visit local breweries or check out a Speakeasy. Feel free to contact us prior to your Travel Date to make the most of your Tour Time, we will be happy to help you choose destinations based on your personal profile. Start your 3-hour tour with pickup at your hotel or local accommodations, and set out to explore Boston like a V.I.P.

Inclusions: Bottled water, Chauffeur, Air-conditioned vehicle, Private transportation, Fuel surcharge

Exclusions: Gratuities, Alcoholic Beverages, DOES NOT INCLUDE FOOD OR BEVERAGE'S

Reviewed By dmsibert08

My goodnes it was all good! Dave was amazing and knew his stuff. The views were awesome! I enjoyed it!

3. Tour-in-Four -- A Private four hour walking & driving city tour

Boston Sightseeing Tours
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5.0 based on 2 reviews

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

Inclusions: Air-conditioned vehicle, Private transportation, Bottled water

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Reviewed By L1857PAandreac

Neal, Richard and everyone at Boston Sightseeing Tours are wonderful to work with. Their knowledge of the city is unparalleled and they always keep things fun for my students.

4. Boston Civic Center Tourist Scavenger Hunt

80 School St, Boston, MA 02108, USA Hollywood Tourist Scavenger Hunt
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5.0 based on 1 reviews

Are you planning a visit to Boston? Our downtown tourist scavenger hunt will take you from Old City Hall to the New England Aquarium by way of Boston Commons, Massachusetts State House, and Faneuil Hall! You will have to solve challenges at every step to discover your next destination. At each step, you will learn a little history as well as interesting facts about what surrounds you. Boston is the capital of the Commonwealth of Massachusetts and the largest city in this eastern state of the United States. Its own population is slightly less than 700,000, but its metropolitan area exceeded 4.5 million in 2017.

Inclusions: Scavenger Hunt with 30+ challenges, Historical and architechtural walking tour, Cinematic walking tour, discover 5 film locations around Boston's civic center.

Exclusions: WiFi / Internet access - this scavenger hunt is done on your smartphone and requires a data plan.

Reviewed By 654wpw

Overall fun, hampered by some errors in navigation, lots of questions are basic. Nice info on history

5. Boston Private City Tour

Boston Preferred Car Service
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5.0 based on 13 reviews

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.

Inclusions: Bottled water

Exclusions: Tickets to Attractions

Reviewed By davidvA1340FM

From the ease of making a reservation to the professionalism and timely and polite service would highly recommend using this service. David the driver arrive a few minutes early for a very early flight which provided security for my significant other who was raveling

6. Ultimate Boston Self-Guided Combo Tour

Boston Common, 139 Tremont St, Boston, MA 02111, USA Boston City Day Trips
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Explore Boston, Cambridge, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), Harvard University, the Harborwalk, and a scenic waterfront drive around nearby Cape Ann. This is the ultimate "must-do" package for a trip to Boston and New England. This self-guided tour allows you to explore Boston’s historic wonders with maximum flexibility and value. Purchase one tour per car. Everyone can listen at the same time! Within 30 mins we'll send you a unique password and an app. Download the app onto your phone, enter the password, and download tours. Head over to the first stop. Launch the app and simply follow the instructions from there! Stick to our recommended route and speed limit for the best experience. No expiration — the tour is available from the minute you book until forever! This tour does not include entrance to attractions along the route. Check pandemic rules and opening hours before your visit.

Inclusions: Freedom Trail Tour (Languages: English, Spanish, Chinese), Harborwalk and Tea Party Tour, Scenic Cape Ann Tour, Harvard Yard Tour, Cape Cod and Provincetown Tour, GPS Map, Audios and Text, Online Support

Exclusions: Admission to Paid Attractions

Reviewed By Trek697070

Loved that the tourguide started the topic before we arrived at the destination and was occasionally comical. Didnt love that the map feature didnt let us know when we detoured. Would like to see "places to park" especially if you have an oversized vehicle.

7. Private Boston North End Pizza, Cannoli and History Walking Tour (2 - 4 Guests)

191 Hanover St, Boston, MA 02113, USA Boston Pizza Tours
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Tour like a Local with a Private Guide! Treat yourself to some of the best pizza in Boston on this Private North End History & Pizza Walking Tour through Boston's "Little Italy". See the sights as you walk in the footsteps of Revolutionary Patriots like Paul Revere, Samuel Adams and George Washington. During this fun history walk you’ll see FIVE Freedom Trail sites, plus enjoy THREE different slices from some of Boston’s very best Pizzerias. Pizzerias on tour can rotate from day to day, and may include – a slice named in the “Top 25 Best” in America by a Famous Food Critic, a slice from Boston’s oldest Pizzeria with a brick oven from 1883, a “Secret Underground” spot for grilled flat-bread Pizza, or from a restaurant named one of the “Top 10 Best” Italian Restaurants in the World! Bonus Stop at Modern Pastry to finish with a FREE cannoli! See top Boston sites including Paul Revere House, the Skinny House, Bunker Hill Monument, USS Constitution, and Copp's Hill Burying Ground.

Inclusions: Visit campus of Old North Church / Clough house, Enjoy 3 Pizza Tastings from some of "Little Italy's" Top Pizzerias , Professional/Local Guide, See 5 Freedom Trail Sites along your route, including Paul Revere House & USS Constitution, See top historical sites such as Bunker Hill Monument, Skinny House, and USS Constitution, Bottled water, Finish with a cannoli from Modern Pastry!

Exclusions: Gratuities

Reviewed By bluemoosecda

My wife and I have done numerous food tours across the US and internationally. We love food tours so much that we started one in our hometown. This one proved to be one of the best. Our guide, Martin, had a great sense of humor, lots of interesting stories, not just info. You could tell he loved the food tour, loved Little Italy and loved sharing it with us all. Arrive with an appetite, three full size slices await you. We were so full we waited until later to eat our cannolis. When we return to Boston, we will stay in the area and enjoy those restaurants again.

8. Boston Walk Through History Private & All-Inclusive Tour

Tremont St opp Temple Pl, Boston, MA 02108, USA ForeverVacation Boston
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5.0 based on 1 reviews

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a bit of delicious food, some great photos, and a ton of American History, then this is the tour for you. The morning will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking through Boston and exploring the most historic landmarks in Boston. ==== Full schedule 9:00 AM- Meet your guide Park Street Station 9:15 AM- Arrive at Boston Common 9:30 AM- Arrive at Massachusetts State House 10:00 AM- Granary Burying Ground 10:20 AM- Mesmerizing Kings Chapel 10:45 AM- Learn about the Old South Meeting House 12:00 PM- Boston Massacre Site 12:15 PM- Lunch! 1:00 PM- Faneuil Hall Marketplace 1:30 PM- Go to Paul Revere's House 1:50 PM- The Old North Church 2:30 PM- Walk along Griffin’s Wharf 3:00 PM- Get dropped off by your guide at the Boston South Station

Inclusions: An Uber ride, English Speaking Tour Guide, All Fees and Taxes, Bottled water, Lunch

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Reviewed By Johnsavytravels6

Took this tour in early December as our last stop in the US. What a great tour and great food in Boston. Ask for Robin as your guide. She was so nice and answered all of our questions about Boston. Loved how this tour was private so we could go at our own pace. Highly recommend!

9. Private Customized Walking Tour of Boston

Boston, MA, USA Boston Citywalks
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4.8 based on 5 reviews

Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itinerary with your guide to ensure you see all of the highlights on your list, such as the Freedom Trail, Boston Common, and Copley Square. Or you can leave it all up to us.  Soak in the history and charm of Boston on this private walking tour. We give just the right mix of history, architecture and cultures - with stories that highlight the charm and story of Boston.

Inclusions: Professional guide, 2 to 2.5-hour private walking tour, Customizable itinerary

Exclusions: Gratuities

Reviewed By mandb20182018

We had a fantastic tour guide (Alan)! He was enthusiastic, knowledgeable, and we learned some incredible facts. Highly recommend this tour!

10. Private Boston Movie Mile Walking Tour

139 Tremont St, Boston, MA 02108, USA On Location Tours
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4.5 based on 93 reviews

Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This tour is a must for film buffs, and is also a great way to explore Boston and its many attractions. On this Boston walking tour, your guide, a local actor, will provide a unique sightseeing tour with an entertaining twist!

Inclusions: Guided 1.5-hour walking tour

Exclusions: Gratuities, Food and drinks

Reviewed By Kelly W

We are movie lovers and really enjoyed hearing and seeing all the different landmark places where movies were filmed in and around Boston. The tour was a nice walk through different areas of Boston we wouldn’t have visited otherwise. Our tour guide was extremely knowledgeable and made the tour interesting. His personal experience in the film industry made it even better. Highly recommend!

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