Massachusetts
Private Experiences

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Our most recommended Massachusetts Private Experiences

Salem: Ghosts of Salem Walking Tour

1. Salem: Ghosts of Salem Walking Tour

Join this family-friendly walking tour and explore Salem’s haunted houses, cemeteries, and victims of the Witch Trials. Visit locations where spirits are tied to famous author Nathaniel Hawthorne. Enjoy a stop at one of Salem's haunted cemeteries, Old Burying Point Cemetery, which is considered by many as the most haunted place in Salem. Throughout your tour, visit many other haunted locations, including a few featured on TV Shows like Ghost Hunters and Ghost Adventures. Learn more about the city's history and famous residents from your local guide.

Welcome to Boston: Private Tour with a Local

2. Welcome to Boston: Private Tour with a Local

Transform the way you travel and make it as much about the people you meet as the places you see. Get a welcome to Boston from a local eager to share all the tips to help you make the most of your stay. Meet at your hotel or accommodation and get familiar with the neighborhood. Learn insider tips, such as the best places to eat, buy groceries and how to get around. Alternatively, arrange to meet at a central landmark or intersection to start your walking tour. Hear about the top things to do, customized to your interests. By the end, you will feel more comfortable navigating the city with all the information you need.

Boston Movie Mile Walking Tour

3. Boston Movie Mile Walking Tour

Bring your favorite films to life on this interactive walking tour of the Boston Movie Mile. Home to a plethora of movie blockbusters and TV shows, this is an informative and fun tour of some of the most exclusive locations in Boston. Led by a local actor, this walking tour is all about bringing your favorite dramas to life. Sit on the famous park bench from Good Will Hunting and have a drink at the original Cheers. See where Jack Nicholson hangs out in The Departed, and the encounter the street of the famous car crash in Blown Away. These are the ultimate photograph locations in Boston! You will get insider information on the secrets behind the filming of Fever Pitch, Legally Blonde, Mystic River and other famous movies. Meet at the Boston Common Visitor Center on 148 Tremont Street for 90 minutes of fun, trivia and movie madness!

Private 90-Minute Tour of Harvard

4. Private 90-Minute Tour of Harvard

Enjoy this 90-minute, private tour of Harvard University for you and your guests! The tour is completely customizable to fit your group’s needs. Throughout this tour, your informative guide – a current university student – will offer a unique perspective of college life at the famed institution, of which 44 current and former faculty members are Nobel laureates. Head to the 25-acre (10-hectare) Harvard Yard, the oldest section of the university, and view the brick facades of the dormitories, libraries and classrooms. Your guide will point out Old Yard, including Harvard’s oldest standing building – Massachusetts Hall, constructed in 1720 – as well as New Yard. See historical edifices like Memorial Hall, Sever Hall, the Widener Library and the Harvard Lampoon, as well as the statue of John Harvard – the university’s founder. As you tour the grounds, be entertained by your guide’s stories and Harvard lore – partly scripted and partly shared from personal experience. Learn about the most famous people that attended Harvard, hear historical anecdotes and get an insider’s view on current college life. After a stop at the Plaza, Winthrop Park and Mt Auburn Street in Harvard Square, complete your tour at the Harvard Cooperative Society (COOP), the University’s official bookstore.

Classic Bites of Boston Tour & Optional Beer Tasting

5. Classic Bites of Boston Tour & Optional Beer Tasting

Boston’s downtown is packed with revolutionary history, but along the Freedom Trail, you’ll also find some of the best examples of the iconic dishes Boston has to offer. Over the course of this 3-hour urban adventure, take a one-of-a-kind stroll through Downtown Boston. Taste classic dishes including Boston Baked Beans and Brown Bread, Clam Chowder, a fresh Lobster Roll and Boston Cream Pie. Plus, you’ll hear about the history of these foods and their rise to popularity in Boston. While this is not your typical Freedom Trail tour, you will visit sites of food-related historical significance along the way. End this tour feeling both full and fulfilled, after experiencing a great introduction to Boston through the lens of local foods. Upgrade your tour to the option which includes a beer tasting. Pair the iconic Boston foods with a local craft beer tasting at 2 of Boston's most historic taverns.

Provincetown + National Seashore : Private Pedicab Tour

6. Provincetown + National Seashore : Private Pedicab Tour

Enjoy an open-air private pedicab tour. Discover all the highlights of the town as your driver provides light narration. Start and stop anytime you wish, for photo opportunities or other points of interest. Ride down the famous Commercial Street, stop by MacMillan Wharf, and swing by Pilgrim Monument. See the Scenic and Historical Cape Cod National Seashore and Herring Cove Beach the way it was meant to be seen; in the wide open-air. Receive a free Polaroid souvenir photo as a memento of your visit to Provincetown.

Boston Citywalks: Private Personalized Walking Tour

7. Boston Citywalks: Private Personalized Walking Tour

Boston Citywalks will personalize a 2-hour tour of the city that offers you just the right mix of history, architecture and culture, bringing Boston alive and making you feel a part of the city. We’ll share our love for this special place with facts, stories and humor that reflect Boston’s quirky nature. Our customized walking tours are created in line with your interests, highlighting what you’d like to see. We’ll meet you at your hotel and take you on a unique excursion around Boston and show you what makes this city so special. We may visit Beacon Hill and Back Bay and walk along the Freedom Trail. We may choose to visit Chinatown and the North End – or head to the Waterfront and maybe Charlestown. If you prefer, we can even take an excursion to Cambridge and visit Harvard Square. Whatever you choose to see, our aim is for you to experience the warmth, timeless beauty and unique historic charm of Boston that will make this tour memorable. If you are not familiar with Boston or prefer to leave all that up to us, just let us know. We can give you a Boston Highlights Walking tour or design one just for you based on your focus. For example: history, architecture, culture, shopping - or a mix of all.

East Boston: Self-Guided Bicycle Ride with Picnic Lunch

8. East Boston: Self-Guided Bicycle Ride with Picnic Lunch

Embark on an outing for two with a romantic picnic lunch and bicycle rental in East Boston. Grab everything you'll need for your picnic and set out on the back of a bike to seek out the perfect outdoor spot. Choose between a tandem bicycle and a Surrey cycle, a 4-wheel bike with a single bench that is ideal for some one-on-one time with your significant other. Take your pre-packed lunch with you and set out on your bicycle tour. Start in Bremen Park and glide down the East Boston Greenway. Stop anytime, at any place of your choosing for a picnic. Your picnic kit includes a blanket and a picnic basket complete with plates, napkins and utensils, a craving box of chips, fruit snacks, and cookies; bottled water, and sparkling cider.

Boston: American Revolution Walking & Driving Private Tour

9. Boston: American Revolution Walking & Driving Private Tour

Discover the history of the American Revolution on a private self-guided walking and driving tour. Explore the freedom trail of Boston, Harborwalk, and more at your own pace with an audio guide. You will receive the download instructions after booking. Download the app and start the tour with your mobile phone as your guide. You will hear about the history, and the battles fought on the grounds.  Walk in the shoes of the Founding Fathers on the Freedom Trail and hear how the first sparks of revolution flew in Boston. Learn about the Sons of Liberty and uncover the truth about misunderstood events like the Boston Massacre. Next, reach Boston’s Harborwalk and revisit the fiery lead-up to the American Declaration of Independence. Stroll along the waterside and know about the dramatic protest called the Boston Tea Party and get a chance to visit the site. Afterward, head to the famous towns Lexington and Concord. Follow the route of an impossible battle between the American military and the British redcoats. Find out how the Americans turned the tide, and hear what it all meant in the fight for American independence. Then head to Valley Forge, where General George Washington faced some of his toughest challenges. Here, you will explore the remains of Washington’s 18th-century camp and hear the harrowing tale of how frigid temperatures, starvation, and desertion nearly pulled the American army apart. Finally, you will tour Philadelphia, where the Declaration of Independence was first signed. Hear stories about Ben Franklin and the other revolutionaries who called this city home. See the iconic landmarks like the famous Liberty Bell and Elfreth’s Alley, maintained just as it was in the 1700s.

From NYC: Private Boston & Woodbury Common Outlets Tour

10. From NYC: Private Boston & Woodbury Common Outlets Tour

Get picked up early in the morning at a location of your choice between Lower Manhattan and 125th St. Meet your professional bilingual guide, then drive for approximately 4.5 hours to one of the oldest cities in the United States. Founded in 1630, Boston was the scene of several key events of the American Revolution. Make your first stop at Harvard University, the oldest institution of higher learning in the United States, take a short guided walk through the institution. Look over toward MIT (Massachusetts Institute of Technology) before crossing the Charles River on your way to the house of the Boston Red Sox and the oldest baseball park in major league baseball: Fenway Park. The next stop is the Boston Common, the first public park in the United States. From there, let your guide lead you to several historic sites included on the Freedom Trail, and learn the history and significance of places like the Massachusetts State House on Beacon Street, the Granary Burying Ground, King's Chapel, Old State House, the Boston Massacre Site, and the Old North Church. End your Boston tour with free time to explore, shop, and have lunch at Faneuil Hall/Quincy Market. After, board your comfortable motorcoach for a 3-hour drive to Woodbury Common Premium Outlets, which features 250 of the most sought-after, high-end designer brands including Armani, Ralph Lauren, Burberry, Coach, Nike, North Face, Abercrombie, Adidas, Fendi, and Michael Kors. Enjoy plenty of time to shop before returning to New York.

Frequently asked questions about Massachusetts Private Experiences

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Other Sightseeing Options in Massachusetts

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What people are saying about Massachusetts

Overall rating

5.0 / 5

based on 4 reviews

I had a wonderful time with Deniss! She was warm, energetic and took the initiative to ask me about the areas I wanted to explore beforehand. She showed me around some of the more unique landmarks in seaport and brought me to a lovely tea house! She even shared pieces of Boston’s history and some travel tips with me which was a huge bonus! At the end of the tour, she was even kind enough to show me the way back to my student accommodation as it was my first time taking the T. A great experience!

Our experience was amazing and worth every penny. The tour offers plenty of stops to make it worth your money, but we also had enough time at each stop for ample information and fine for questions. Our guide Celine was impeccable, very passionate; she made the information very fluid and appropriately humorous. For other travelers I simply recommend check the weather to see if you should wear layers and wear tennis shoes!

Had a great time with Robin! He explained a lot of things to me, I learnt a lot about the history of Boston. His very polite and patient when I asked questions. I’d recommend to take this tour with him, I flew a long way to Boston and this was the first tour I have experienced. Worth every minute!

Very personal tour not like the standard tourist guide. Interesting conversation about life in Boston.

It was good opportunities. and I will recommend to anyone who wants to have a visit to Havard