Massachusetts
Shore Excursions

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Our most recommended Massachusetts Shore Excursions

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: Hop-on Hop-off Old Town Trolley Tour

2. Boston: Hop-on Hop-off Old Town Trolley Tour

Enjoy a hop-on hop-off tour aboard Boston’s charming orange and green Old Town Trolley and visit more than 100 points of interest in the city at your own pace. Enjoy the freedom to hop on or off all day and discover sights like the Boston State House, Liberty Wharf, and the Charlestown Navy Yard. Take in double-decker height views while protected from the elements. The comfortable enclosed trolleys allow you to experience elevated viewing come rain, snow, or shine. Choose between 1-day and 2-day ticket options with free unlimited re-boarding. The Boston Trolley tour covers all the major areas including downtown, Beacon Hill, Back Bay, the theater district, and the waterfront. Conductors narrate the tour, offering a fun mix of trivia and humorous stories. There are 18 stops conveniently located close to over 100 points of interest in Boston, these are: • Stop 1: New England Aquarium/Faneuil Hall Marketplace • Stop 2: Historic North End • Stop 3: USS Constitution/Charlestown Navy Yard • Stop 4: North Station/TD Bank Garden • Stop 5: Old State House * Stop 6: Beacon Hill/Antique Row • Stop 7: Cheers Bar "The Original" • Stop 8: Prudential Center/Skywalk Observatory • Stop 9: Christian Science Plaza/Symphony Hall • Stop 10: Copley Place Shopping Galleries • Stop 11: Copley Square/Trinity Church • Stop 12: Old Town Trolley Welcome Center • Stop 13: Boston State House/ Boston Common/Beacon Hill • Stop 14: Boston Tea Party Ships & Museum (discounted admission included) • Stop 15: Boston Convention center - available 9:00 AM - 12:30 PM. Return shuttle leaves Stop 1 at 5:00 PM daily • Stop 16: Massport/Black Falcon Cruise Ship Terminal - this stop is part of the Seaport Loop - available 9:00 AM - 12:30 PM. Return shuttle leaves stop #1 at 5:00 PM daily • Stop 17: Boston Fish Pier - available 9:00 AM - 12:30 PM. Return shuttle leaves Stop #1 at 5:00 PM daily • Stop 18: South Station - available 9:00 AM - 12:30 PM. Return shuttle leaves Stop #1 at 5:00 PM daily

From Boston: Martha's Vineyard with Optional Island Tour

3. From Boston: Martha's Vineyard with Optional Island Tour

Start your day with pickup from your downtown Boston hotel in a mini-coach for the 1.5-hour journey to the ferry in Falmouth, Cape Cod. Enjoy complimentary snacks and bottled water while browsing the Martha’s Vineyard guidebook as you plan your 6 hours on the island. After a short ferry ride, prepare to discover the beautiful island. Choose from either joining a 3-hour guided tour or exploring it at your leisure. For both options, you will be provided with a discount card valid at some of the island's restaurants and attractions. Be sure to visit the amazing gingerbread cottages in the town of Oak Bluffs. See the town of Edgartown known for its whaling captains' homes and quaint downtown shops. Head to breathtaking Gay Head Cliffs and see the famous lighthouse in the town of Aquinnah. Bike and jeep rentals are available for purchase or use public transportation to see the island. After your day on Martha's Vineyard is complete and you return on the ferry, sit back and relax on your comfortable minibus ride back to Boston.

Boston: Kennebunkport Day Trip with Optional Lobster Tour

4. Boston: Kennebunkport Day Trip with Optional Lobster Tour

Admire both the New England Coast and the state of Maine on this semi-private, fully-narrated day trip from Boston. Start with a prearranged pickup from your hotel. Once aboard, begin your journey to Kennebunkport, Maine. Make some photo stops at some scenic locations along the coast of New England, including a 1-hour stop in the historical town of Portsmouth, New Hampshire, and the Nubble Lighthouse in York, Maine. Once in Kennebunkport, enjoy some time to explore this popular summer vacation retreat and do some shopping.  Add a lobster tour to your day trip to enjoy a quick visit to Walkers Point where former President Bush has a summer vacation home. After spending the day cherishing Maine’s coastal culture, sit back and relax on the ride back to your Boston hotel.

Frequently asked questions about Massachusetts Shore Excursions

What are other things to do than Shore Excursions that are worth visiting in Massachusetts?

The other unmissable things to do in Massachusetts are:

Which Massachusetts Shore Excursions are taking additional COVID-19 precautions?

Other Sightseeing Options in Massachusetts

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What people are saying about Massachusetts

Overall rating

4.5 / 5

based on 277 reviews

Let's not kid ourselves, for a visitor from a small town to Boston, it is the most chaotic, confusing driving experience imaginable. That is why a tour such as this was perfect! You can narrow down what is most interesting to you, and plan your day around that. I rode around all the 15 stops to get my bearings and then hopped off a stop the next go around. The tour guides were very knowledgable about everything on the route. It was, IMO, the ONLY way to go!!!

Can't go wrong with Boston. My favourite city. Best city on earth. The bus is every 20 minutes from stops all over Boston so you can hop off anytime and see all of the city. The drivers Bear and Irish, were very knowledgeable and funny at the same time. Would do again even to get around Boston.

A guide was Ghost, he was very knowledgeable about the Boston & kept us laughing. I couldn't find the name of the touring company on the app, so had to have helps from staff at booth.

Super driver and guide followed by a local island guide who was extremely knowledgeable

Excellent tour and really enjoyed the narration by the driver called Bug.