There’s nothing wrong with a little organized sightseeing, and kid friendly tours are a great way to see everything Massachusetts has to offer. There are whale-watching trips off the coast and hikes through the Berkshire woods. For junior history buffs, there’s Benjamin Franklin’s Boston, a walking tour of historic Concord, and the eerie Witch Trial Tour. Or head south and take a scenic train ride through cranberry bogs and seaside villages onboard the Cape Cod Central Railroad. Finally, a trip to Boston isn’t complete without some quackery; Boston Duck Tours shows you the city by land and water (they’re still working on air). So if you’re looking for tours either on well-trodden ground or off the beaten path, you’ll find it in Massachusetts.

Check out the new virtual guide to Boston from FlipKey.

  • Old Town Trolley Tours, Boston

  • Boston Harbor Islands

  • Cranberry Bog, South Yarmouth

  • Freedom Trail, Boston

  • Boston Harborside Walk Segway Tour, Boston

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  • 7 Seas Whale Watch +
    169 saves

    7 Seas Whale Watch

    Gloucester

  • Capt. Bill & Sons Whale Watch +
    75 saves

    Capt. Bill & Sons Whale Watch

    Gloucester

  • Beauport, the Sleeper-McCann House, a Historic New England property +
    71 saves

    Beauport, the Sleeper-McCann House, a Historic New England property

    Gloucester

  • Maritime Gloucester +
    66 saves

    Maritime Gloucester

    Gloucester

  • Cape Ann Foodie Tours +
    57 saves

    Cape Ann Foodie Tours

    Gloucester

  • Schooner Thomas E. Lannon +
    34 saves

    Schooner Thomas E. Lannon

    Gloucester

  • Connemara Bay Fishing Charters +
    1 saves

    Connemara Bay Fishing Charters

    Gloucester

  • City of Gloucester's Maritime Trail Walk

    Gloucester

    Four self-guided trails through America's first seaport. Call for map or pick one up at Stage Fort Park Information Center. more

    + 8 saves
  • Taste Gloucester

    Gloucester

    There are many ways to experience Gloucester MA, however none are as fun or as satisfying as our Taste Gloucester... more

    + 7 saves
  • Harbor Tours

    Gloucester

    Island, lighthouse, sightseeing and lobster trap-hauling cruises. more

    + 5 saves
  • River Cruises at Cape Ann's Marina Resort

    Gloucester

    Sunset and afternoon river cruises on the Annisquam River. Historic coastal beauty, relaxing, and great for all. Check out our... more

    + 4 saves
  • Charley's Charters / Fishing and Sightseeing

    Gloucester

    Charter boat fishing Out O'Gloucester. 1/2 or full day private trips. All bait and tackle included. Free parking.Safe and experienced, 30... more

    + 3 saves
  • Schooner Adventure

    Gloucester

    1926 National Historic Landmark, dory fishing Schooner Adventure is being restored as a memorial to Gloucester's fishing industry. This vessel is... more

    + 3 saves
  • Pinky Maine Charters

    Gloucester

    Full-day, half-day, and overnight charters available on this historic replica schooner more

    + 1 saves
  • Yankee Fleet

    Gloucester

    more

    + 1 saves
  • Cape Ann's Finest, Private Charter Bookings

    Gloucester

    A Booking Agent for Private Charter vessels in Gloucester and Rockport. Access to 17 vessels ranging in size from 20' to 72... more

    + 0 saves
  • Plug-in Cape Ann Tours

    Gloucester

    Sightseeing tours by the sea! Guiding visitors around Gloucester, Rockport, Essex and Manchester-By-The-Sea, discovering the history and beauty by America's... more

    + 0 saves

Bring the kids: It's all here

Looking for fun things to do and see in Massachusetts?

Get some bring the kids ideas