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

Looking for fun things to do and see in Massachusetts?

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  • Narragansett Bay Cruises

    Fall River

    90-minute sightseeing tour of Fall River, Narragansett Bay lighthouses, and historic naval ships of Battleship Cove. more

    + 4 saves
  • Salem Maritime National Historic Site

    Salem

    From the Orientation Center, National Park Service rangers will take you on tours of Friendship, Salem's own three-masted tall ship;... more

    + 4 saves
  • Taking Shape via Indoor / Outdoor Fitness

    Pittsfield

    Leave behind the motor vehicles, the hustle & bustle of the city, the air pollution, and of course - the... more

    + 4 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

    + 4 saves
  • Wachusett Mountain Skyride

    Princeton

    Foliage skyride; festivals; hiking trails. more

    + 4 saves
  • Bread & Circus Bakehouse

    Medford

    Visit Bread & Circus Bakehouse where we make organic breads and pastries. After you tour our facility you will enjoy free... more

    + 3 saves
  • Cape Cod Central Railroad Dinner Train

    Hyannis

    Gourmet dining. Mid-April to early May. more

    + 3 saves
  • Coskata-Coatue Wildlife Refuge

    Nantucket

    Comprising a pair of long, fingery peninsulas, Coskata Coatue ("co-skate-uh coat-oo") Wildlife Refuge is both a popular summer... more

    + 3 saves
  • EZ Ridin Rentals, Segways

    South Yarmouth

    We rent Segways and bicycles. (Helmets and training are provided.) Please visit our website or call us for more information.... more

    + 3 saves
  • Harbor Sweets

    Salem

    Sweet confections and a production tour of the factory. Call for a factory tour, no chocolate production on Saturdays and... more

    + 3 saves
  • The Lady Bea Cruise Boat

    South Hadley

    Climate-controlled, 49-passenger cruise boat. Four daily narrated cruises on the scenic Connecticut River. more

    + 3 saves
  • Native Plymouth Tours

    Wareham

    The first organized walking Tours of downtown Plymouth Massachusetts presented through the eyes and perspective of Native American guides. Have... more

    + 3 saves
  • Old Town Trolley Tours of Boston

    Boston

    Fully narrated trolley tours of Boston with 17 stops and unlimited reboarding privileges all day, including FREE admission to the Old... more

    + 3 saves
  • Pirate Ship Formidable

    Rockport

    An educational and entertaining cruise around Sandy Bay aboard the 72foot brigantine Formidable. Learn sea shanties and local pirate lore... more

    + 3 saves
  • The Salem Heritage Trail

    Salem

    A 90 minute walking tour of Salem's most historic sites. Tour is lead by costumed licensed guides. more

    + 3 saves
  • Segway of Boston

    Cambridge

    Interested in trying out something fun and different? Come to Segway of Boston and try out one of our fabulous,... more

    + 3 saves
  • Witch City Segway

    Salem

    Witch City Segway provides historic tours of Salem, MA via Segway. It truly is a new way to see an... more

    + 3 saves
  • Ahla Food Tour: From Russia with Love!

    Boston

    A Walking Tour of Russian Cuisine Where you can find the best Russian borsch, pirozhki, and caviar? What is the... more

    + 2 saves
  • America's Hometown Shuttle

    Plymouth

    While relaxing in the comfort and nostalgia of our trolleys, our drivers will guide you through the rich history, world... more

    + 2 saves
  • Artist work studios @50 Pearl Street Hyannis

    Hyannis

    Pearl Street where art is cultured. Pearl Street is part of a unique artist district. Visit local artists in their... more

    + 2 saves

Bring the kids: It's all here

Looking for fun things to do and see in Massachusetts?

Get some bring the kids ideas