The 10 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.

Select a Massachusetts town to find the Best Things-To-Do and Places To Go around you
Best Things To Do Near You
Enter City / State or Zip code below
Best Places To Go Near You
Enter City / State or Zip code below
Select your town to find the Best Things-To-Do and Places To Go around you:

Barnstable County

Berkshire County

Bristol County

Dukes County

Essex County

Franklin County

Hampden County

Hampshire County

Middlesex County

Nantucket County

Norfolk County

Plymouth County