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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  • West Barnstable Train Station and Museum

    West Barnstable

    Historic train station and museum open Saturdays 10am to 3:00pm. Purchase tickets to scenic passenger train rides. Fun for the... more

    + 3 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
  • Balch House

    Beverly

    This 17th century home represents one of Beverly's first settlers, John Balch. He may have lived in a crude early... more

    + 2 saves
  • Boston By Sea

    Boston

    One-hundred-minute tour of Boston Harbor featuring live theater, sea shanties, and video; learn about pirates, clipper ships, and the Boston... more

    + 2 saves
  • Boston Islands Charters

    Quincy

    Customize your experience to match what we like to call your "AQ" or Adventure Quotient. The higher the AQ, the... more

    + 2 saves
  • Bostons Historic Trail Tour: The Path to Independence"

    Boston

    A 90 minute walking Tour along Bostons Historic Trail, Tour is lead by Period costumed guides. more

    + 2 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

    + 2 saves
  • Chinatown Walking Tour

    Boston

    With a history of over 130 years, Boston's Chinatown is one of the oldest residential Chinatowns in the nation. Through the... more

    + 2 saves
  • Elegant Touch Carriage Rides

    Boston

    Horse-drawn carriage rides through downtown Boston. more

    + 2 saves
  • Food Tours of Boston

    Boston

    more

    + 2 saves
  • Footprints Walking Tours

    Rockport

    Sixty-minute walking tour of Rockport neighborhoods; special children's tours and seasonal lantern tours. more

    + 2 saves
  • Gray Line Tours

    Boston

    Sightseeing motorcoach tours of Boston, Cambridge, Lexington and Concord, Plymouth, Salem, and Cape Cod. more

    + 2 saves
  • Great Freedom Adventures Bike Tours

    Westport

    Bike Tours and Multi-Sport Vacations more

    + 2 saves
  • Greetings From Martha's Vineyard

    Oak Bluffs

    Martha's Vineyard has everything you could want to see and experience, from natural beauty and world class beaches, to unique... more

    + 2 saves
  • Hancock-Clarke House

    Lexington

    Paul Revere's destination the night of the famous ride; John Hancock and Samuel Adams stayed at the house. Tours available. more

    + 2 saves
  • Helicopter Services Boston

    Boston

    Helicopter rides over historic Boston and Cape Ann. Fly over beaches, harbors, lighthouses. Enjoy Boston's skyline and famous landmarks from... more

    + 2 saves
  • Joseph S. Kennedy Tours

    Boston

    Built in 1985, the fifty foot Joseph S. Kennedy was a Navy Utility Boat assigned to the U.S.S. Roosevelt.... more

    + 2 saves
  • LANNI ORCHARDS, INC.

    Lunenburg

    Lanni Orchards, Inc. is a local family operated orchard. We offer PYO apples and other fruits in the spring and... more

    + 2 saves
  • Martha's Vineyard Excursions

    Oak Bluffs

    Martha's Vineyard Excursions offers 1 hour to 3 hour tours on MV. We can also customize a tour, and provide transportation services... more

    + 2 saves
  • Martha's Vineyard Tour Guide

    Edgartown

    Tour your way - Choices for affordable, flexible ways to see Martha's Vineyard. In person guided walking tours of historic... 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