The 11 Best Sightseeing Tours in Massachusetts!

Sightseeing tours bring you to the most notable, historic, beautiful, and fascinating spots a state has to offer. Whether that tour is via vehicle, horse-drawn carriage or boat, you’ll learn what the locals love about the place they call home. Massachusetts has some fabulous sightseeing tours. Even if you live in the Bay State, you’re sure to see something you’ve never seen before!  

1. Hocus Pocus Tours, Salem, MA

Offering visitors a 90-minute walking tour of everything in town pertaining to the Salem Witch Hunt, Hocus Pocus Tours will answer all your questions and entertain you with their wealth of knowledge. Family owned and operated, you won’t find any tour directors who surpass their knowledge and genuine love of entertaining their guests.

2. Cape Ann Whale Watch, Gloucester, MA

Enjoy everything the Gloucester region offers from a whale watch. Cape Ann Whale Watch will do exactly what its name says. Even a glimpse of these beautifulcreatures will take your breath away. And spending some time out on those beautiful waters isn’t half bad either.

3. Monomoy Island Excursions, Harwich Port, MA

You’ll see lighthouses, sand dunes, yachts, fishing boats and more when you go sightseeing with Monomoy Island Excursions. The best thing you’ll see, however, are the seals. The area is home to many small animals and hundreds of bird species. It’s safe to say, while enjoying the sights you’ll see some wildlife, too. 

4. Helicopter Tour Boston, Boston, MA

See all the best Boston sights, as well as those in the surrounding area, when you gosightseeing in a helicopter. Helicopter Tour Boston features champagne tours, sunset tours, and custom tours. You’ll cover a lot of ground and see a lot of sights on one of these great tours. 

5. Cape Cod Kayak, Pocasset, MA

Man your own vessel as you go sightseeing with Cape Cod Kayak. Their sightseeing tours are perfect for the whole family—even kids. They can ride in your two-person kayak or paddle one of their own. See local coves and the wildlife that lives in or near them. Paddle out to nearby islands. You’ll take in some fabulous sights on one of these relaxing tours. 

6. Pilgrim Aviation, Plymouth, MA

Pilgrim Aviation may be a flight school, but they take the public on sightseeing tours, too. Take in views of Plymouth Harbor, South Shore, and the Cape Cod Canal from 10,000 feet. You’ll see sights in a whole new way when you view them from a plane.

7. Boston Tea Party Ships & Museum, Boston, MA

Join Samuel Adams and the Sons of Liberty for a historic reenactment! Group tours lead guests through the historic town meeting held hours before the legendary Boston Tea Party. Guests head down to Griffin’s Wharf, where Crown’s tea will be destroyed aboard a genuine 18th century replica vessel! 

8. Castle Hill on the Crane Estate, Ipswich, MA

The 2,100-acre Crane Estate is a grand summer estate owned by one of the wealthiest families in America. There are several different tours to partake in at Castle Hill. One of which is called DzGuest of the Cranes,dz which transports visitors back to 1929 to visit the Crane Family. You’re then led on a journey as if you were visiting the house during that time. 

9. Boston Gondola Tours, Boston, MA

Enjoy the Dzauthentic splendor and romance of the ancient Venetian traditiondz on the Charles River in Boston. The whimsy of these gondola tours is incomparable. Choose from the Bellissimo Gondola Tour ( a private hour-long cruise), the Mezza Luna Gondola Tour (a private 50-minute-long cruise), and several others!

10. Cape Cod Central Railroad, Hyannis, MA

All aboard! Join Cape Cod Central Railroad for the Coastal Excursion. This train ride gives passengers immaculate views of the Cape, featuring woodlands, cranberry bogs, and the famous Cape Cod Canal. Guides on the train narrate the excursion, togive riders more insight about the areas they’re passing through.

11. Boston Harbor Cruises Whale Watch, Boston, MA

Witness these majestic creatures up close. Hop on a boat through Boston Harbor Cruises and set out to the Stellwagen Bank Marine Sanctuary where you’ll get to see whales, dolphins, sea birds, and a variety of other marine creatures. Species of whale to be seen include humpbacks, finbacks, minkes, pilot whales, and the endangered right whales. 

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Best Places To Go Near You
Best Places To Go Near You
161 Essex Street, Salem, MA
Mission & Vision StatementThe mission of the Peabody Essex Museum is to celebrate outstanding artistic and cultural creativity by collecting, s... Read More
397 Main Street, Hyannis, MA
MISSION: The John F. Kennedy Hyannis Museum Foundation preserves and promotes the legacy of President Kennedy, his family, and their deep connecti... Read More
135 South Street, Hyannis, MA
The Cape Cod Maritime Museum is a nonprofit organization based in Hyannis, Massachusetts, Cape Cod's first museum dedicated to the maritime culture... Read More
25 Harbor Shore Drive, Boston, MA
The Institute of Contemporary Art strives to share the pleasures of reflection, inspiration, provocation, and imagination that contemporary art off... Read More
465 Huntington Avenue, Boston, MA
The Museum of Fine Arts houses and preserves preeminent collections and aspires to serve a wide variety of people through direct encounters with wo... Read More
700 Boylston Street, Boston, MA
Within its collection of 23 million items, the library boasts a wealth of rare books and manuscripts, maps, musical scores and prints. Among its la... Read More
Phillips Academy 180 Main Street, Andover, MA
The Addison Gallery of American Art, on the campus of Phillips Academy in Andover, Massachusetts, opened its doors to the public in May 1931, at a ... Read More
59 School Street, Edgartown, MA
The Mission of the Martha's Vineyard Museum: "To bring together persons interested in the history of Martha's Vineyard, to collect and preserve sig... Read More
4 Vestal Street, Nantucket, MA
Our Mission is to increase knowledge and public awareness of the universe and the natural world through programs of scientific research and educati... Read More
15 State Street, Boston, MA
The Boston National Historical Park sites are connected by the Freedom Trail. Recognized as a National Recreation Trail, the 3-mile trail is a walk... Read More
250 North Great Road, Lincoln, MA
Minute Man National Historical Park is located 22 miles outside of Boston within the towns of Lexington, Lincoln and Concord, Massachusetts. The pa... Read More
455 Oak Street, Brockton, MA
Mission: Fuller Craft Museum is a dynamic environment where craft is experienced through exhibitions, education, outreach, and collaboration. We e... Read More
25 Evans Way, Boston, MA
Mission StatementThe Museum exercises cultural and civic leadership by nurturing a new generation of talent in the arts and humanities; by deliveri... Read More
539 Washington Street, Boston, MA
Boston Ballet’s mission is to bring new levels of excellence to ballet -- both on and offstage. We will accomplish this through a process tha... Read More
193 Salem Street, Boston, MA
Mission Statement The Old North Foundation was established in 1991 as a secular, independent 501(c)(3) nonprofit organization. Its mission is to: ... Read More
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