Massachusetts
Meet the Locals

Enter your dates to find available activities

Our most recommended Massachusetts Meet the Locals

Martha's Vineyard: 6 Town Island Group Tour

1. Martha's Vineyard: 6 Town Island Group Tour

Tour the 100 square mile island of Martha's Vineyard and hear the charming history of its 6 towns from a local guide. As you drive across the picturesque island, admire curiosities like America's oldest carousel and the cliffs of Aquinnah. Start in Oak Bluffs, known for its distinctive Victorian architecture with 300 colorful cottages designed to look like gingerbread houses. Turn a corner and see "The Flying Horse Carousel," America’s oldest carousel, operating since 1876. Continue to Edgartown, with its quaint harbor complete with an 80-year-old lighthouse. A former hub for the whaling industry, admire the stately Greek revival mansions built by ship captains. Travel along the idyllic countryside and small fishing villages before stopping for some clam chowder or lobster bisque in Menemsha. Next, arrive at the technicolor cliffs of Aquinnah before swinging by the bridge made famous in the movie Jaws.

Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

2. Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

Your North End experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. Make your way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s. Delicious food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. Break bread with your fellow travelers and let the carbs give you the energy to continue your adventure! A proper Italian salumeria is next, and you’ll have a chance to enjoy Italian meats and cheeses at their finest and freshest.  Next up, take in the energy of the North End’s busiest corridor, Hanover Street. It’s time for a mid-tour break with your guide at a traditional Italian café. Here, you will have a chance to enjoy your choice of a classic cappuccino, espresso, or tea. Let the caffeine kick in as you go back in time into North End history. You’ll hear stories about some of the most influential events that have happened in Boston, including Paul Revere’s midnight ride. Make your way to the Old North Church and step inside the hallowed walls. To this day, North Enders still attend this church, which is famous for its role in the Revolution.  After church, dive deeper into the local side of the North End. A taste of pizza awaits at a neighborhood favorite and the stories are endless. Cap off the North End food experience with samples of the best of the best Italian pastries along the backstreets of this delicious neighborhood. Hopefully, there will be a chance to meet and chat with the area’s top bakers if you catch them at a quiet moment.  After the tour, you’ll surely be ready to make a dinner reservation. Consult with your guide for the best recommendations and you will be set up for an amazing time in Boston.

Boston Underground Donut Tour

3. Boston Underground Donut Tour

Celebrate the donut in all its glory while discovering downtown Boston on this underground tour. Take in historic sites, drink coffee and apple cider, and sample some of the finest donuts Boston has to offer. Begin your tour in the Financial District at Kane’s Donuts where you’ll sample several of their daily flavors. Take a stroll along the waterfront to Boston’s Public Market to try some delicious donuts and apple cider. Learn about the market's history and check out some of its other vendors. Next, walk through Little Italy, one of the city's oldest neighborhoods and home to the Old North Church. Make a stop at one of the oldest bakeries in the neighborhood and enjoy a uniquely Boston treat. Finish your tour back at the Public Market and the delicious Union Square Donuts.

Boston: Martha's Vineyard Day Trip with Optional Island Tour

4. Boston: Martha's Vineyard Day Trip with Optional Island Tour

Start the tour, with an early morning pick-up at your hotel between 6:45 - 7:30 AM. Take advantage of the complimentary snacks, water, maps, and discount food cards which are included in the vehicle. Arrive at the Martha's Vineyard Steamship Authority Ferry in Woods Hole, MA. Before boarding, there will be time for a spot of shopping or to enjoy breakfast. The vessel departs at 9:30 AM. Take an enjoyable 45-minute ferry ride to Oak Bluffs or Vineyard Haven, Martha's Vineyard. Food and drinks are available on the ferry, at your own expense. Inside air-conditioned seating, as well as outside sun deck seating, is available. There is plenty of room on this vessel to explore and take many pictures. Upon arrival at Martha's Vineyard, spend approximately 6 hours exploring the beautiful island. Guests who have chosen to take the 3-hour island tour will be greeted directly at the ferry dock. Everyone will depart Martha's Vineyard at 3:45 PM on the Steamship Authority Ferry. When you arrive back at Woods Hole, your guide will be waiting to take you back to Boston.

Welcome to Boston: Private Tour with a Local

5. 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

6. 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!

Boston: Freedom Trail History and Architecture Walking Tour

7. Boston: Freedom Trail History and Architecture Walking Tour

Get to know and love Boston in just one morning. Come and explore the cobblestone streets, admire the architecture, and discover the history of the downtown, as lead by a local guide. You will hear stories that highlight Boston’s history and culture as you walk the Freedom Trail from Faneuil Hall to Boston Common. This tour puts it all in context for you, from the time Boston was first settled through to today’s quirky streets and mixed architecture. Sites you will encounter throughout your tour include the Old and New State House, Faneuil Hall, the Boston Massacre Site, Park Street Church, the King’s Chapel, the Old South Meeting House, the Old Granary Cemetery, the Old City Hall and First Schoolhouse Site. You will also discover the Old Corner Bookstore, Boston Common, and the Irish Famine Memorial, among others.

Provincetown + National Seashore : Private Pedicab Tour

8. 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.

Cambridge: Harvard and MIT Guided Walking Tour

9. Cambridge: Harvard and MIT Guided Walking Tour

Enjoy a guided walking tour of the two most prestigious American universities, Harvard and the Massachusetts Institute of Technology. Discover the history of both of these important institutions as you stroll through the school grounds witnessing significant landmarks and hearing anecdotes. Start your adventure by meeting your guide at the Harvard Coop. Stroll through the famous Harvard yard and listen to riveting stories of mischief, invention, extreme wealth, celebrities, pranks, war heroics, and tragedy. Hop aboard the "T", the oldest subway system in America that is still used to this day. Venture to MIT before exploring the campus grounds. Hear of the age-old rivalry between the two schools and learn about the various achievements of its many high-profile alumni. During the tour, see the Johnston Gate, the John Harvard Statue, Widener Memorial Library, Memorial Church, Memorial Hall, Harvard Law School, Holden Chapel, Kendall Square, Koch Center, Wiesner Building/MIT Media Lab, Infinite Corridor/Mr. Smith, The Great Dome/Killian Court, and more. Conclude your tour at Killian Court. This tour is ideal for families exploring the possibility of attending these schools and tourists with a curiosity for the history of these storied institutions.

Boston: Guided Tour with Seafood Tasting

10. Boston: Guided Tour with Seafood Tasting

This Seafood Tour will take you on a culinary journey along the Boston Harbor waterfront and into the city’s most historic neighborhoods. Stop off to sample local culinary delights and see a variety of landmarks with your tour guide. From the stunning Boston Harbor, follow your tour guide into the city, across the Rose Kennedy Greenway to two of Boston’s beloved historic landmarks, Quincy Market and Faneuil Hall, before heading to the city’s oldest restaurant. Along the way, you'll sample a variety of delectable local treats, such as a lobster roll, New England clam chowder, and fried clams.

Frequently asked questions about Massachusetts Meet the Locals

What are other things to do than Meet the Locals that are worth visiting in Massachusetts?

The other unmissable things to do in Massachusetts are:

Which Massachusetts Meet the Locals are taking additional COVID-19 precautions?

Other Sightseeing Options in Massachusetts

Want to discover all there is to do in Massachusetts? Click here for a full list.

What people are saying about Massachusetts

Overall rating

4.8 / 5

based on 106 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 first donut tour, but certainly not our last! Henry, our guide, was delightful while combining his love for donuts with local history and fun facts. We got our fill of a fine selection of the sweet pastry, with leftovers for later. The biggest challenge is pacing oneself so as not to become stuffed before the last stop!

Awesome tour with great food and history. Dillon was awesome and knowledgeable guide. It is a great opportunity to discover the smaller but great places that Boston has to offer. Definitely recommend taking this tour!

Dylan was an incredibly witty, knowledgeable and kind tour guide! He “made” the tour! Awesome! Will definitely book another tour.

Alan was very friendly and provided a great walking tour. It was a cold day but he had a good attitude and was insightful.