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?

Get some bring the kids ideas

  • 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

    + 4 saves
  • Free Tours by Foot

    Boston

    Free Tours by Foot is pleased to present the only Free, tip based tours of Boston. These interesting and informative... more

    + 4 saves
  • Mayflower Cranberries LLC

    Plympton

    "Be the Grower" experience is an opportunity to put on some waders and join the grower in the... more

    + 4 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

    + 4 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

    + 4 saves
  • The Plymouth Night Tour

    Plymouth

    Take Plymouth's best Tour guides and train them as real Paranormal Investigators, you get the Plymouth Night Tour! Old Plymouth's... more

    + 4 saves
  • Sterling and Francine Clark Art Institute

    Williamstown

    The Clark Art Institute is best known for its French Impressionist paintings by Claude Monet, Edgar Degas, Camille Pissarro, and... 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
  • Where Did the Puritans Go?

    Boston

    A guided walking tour of 17th century Boston with costumed interpreter more

    + 4 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

    + 3 saves
  • Bass River Charters

    Dennis- Yarmouth

    Cape Cod has some of New England's best sport fishing. Whether we're fishing the shoals off Nantucket Island, the back... more

    + 3 saves
  • Beantown Trolleys

    Boston

    Narrated trolley tours of Boston. Two hour loop around the city's historical points of interest, including the Freedom Trail. Cambridge,... more

    + 3 saves
  • Boston Masonic Building

    Boston

    The Massachusetts home of the world's oldest and largest fraternity is an historic building with magnificent architecture. Open to the... more

    + 3 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

    + 3 saves
  • Come Wine With Us

    Mashpee

    more

    + 3 saves
  • Concord Guides Walking Tours

    Concord Center

    Walking (and bus) tours of Concord, highlighting Concord's extraordinary Colonial, Revolutionary, literary and natural heritage sights and sites. more

    + 3 saves
  • Cycle New England

    Sutton

    self-guided bike tours featuring charming and historic villages, cozy B&B's, spectacular coastline and interesting sites. more

    + 3 saves
  • Harbor Tours

    Gloucester

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

Bring the kids: It's all here

Looking for fun things to do and see in Massachusetts?

Get some bring the kids ideas