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

Bring the kids: It's all here

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  • 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
  • Cape Cod at your Service

    Hyannis

    We are a one man, one van touring operation featuring provisioned tours (6 ppl under) of Cape Cod, the Islands, Boston,... more

    + 0 saves
  • Cape Cod Bicycle Adventures

    Wellfleet

    Guided bike tours of Cape Cod. more

    + 1 saves
  • Cape Cod Central Railroad

    Hyannis

    Two-hour scenic train rides through cranberry bogs and seaside villages; luncheon trains, elegant dinner trains, and family supper trains. more

    + 6 saves
  • Cape Cod Central Railroad Dinner Train

    Hyannis

    Gourmet dining. Mid-April to early May. more

    + 3 saves
  • Cape Cod Duckmobile

    Hyannis

    Narrated land and sea tours aboard amphibious vehicle. more

    + 0 saves
  • Cape Cod Indian Walks-Dennis

    North Eastham

    2 Walks offered. 1'st Indian Conservation Lands Dennis. Learn the history and culture of the C.C. Indians. Second walks, First... more

    + 2 saves
  • Cape Cod Potato Chips

    Hyannis

    See potato chips being made on a self guided tour of the factory. more

    + 20 saves
  • Cape Cod Sailing Cruises

    E. Sandwich

    We offer crewed and bareboat sailing charters aboard catamarans and monhulls. We also offer private and corporate crewed charters, for... more

    + 1 saves
  • Cape Cod Scenic Tours

    Hyannis

    This full day tour of Beautiful Cape Cod will bring you to Lighthouses,windmills and sand dunes, while hearing about... more

    + 9 saves
  • Cape Light Charters

    Mashpee

    Specializing in deep sea fishing charters and family pirate adventures. Also available are adult scavenger hunts, romantic sunset cruises and... more

    + 1 saves
  • Cape Sail

    Brewster

    Private, affordable sail charters on 35' Southern Cross in Harwichport. Sail lessons on big boat or small. Patient , experienced teacher. more

    + 0 saves
  • Capt'n Tim Brady & Sons

    Plymouth

    Deep sea fishing, sport fishing, and whale watching. more

    + 0 saves
  • Carol Kent Yacht Charters

    Marblehead

    Charter a private sail or motor yacht for your vacation in New England. We offer 25 years of experience as Yacht... more

    + 0 saves
  • Catboat Rides Inc.

    Hyannis

    Plan now to Join us for a relaxing sailboat ride in Hyannis with your family, friends or business associates aboard... more

    + 0 saves
  • Charles River Charters

    Medfield

    We are a small charter boat company that specializes in fresh water fishing guide services within an hour of Boston.... more

    + 0 saves
  • Charles Riverboat Company

    Cambridge

    Narrated cruise on the Charles River and Boston Harbor. more

    + 0 saves
  • Charlie's Charters

    Rockport

    Charlie's Charters / Fishing and Sightseeing Deep Sea and Sportfishing Charters. Private Cape Ann Sightseeing Cruises. Fishing Tackle and Bait Included... more

    + 1 saves
  • Charlies'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

    + 1 saves
  • Chatham Water Tours

    South Chatham

    more

    + 1 saves

Bring the kids: It's all here

Looking for fun things to do and see in Massachusetts?

Get some bring the kids ideas