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Massachusetts Vacations, Tour Packages & Travel Experiences


  • Annisquam lighthouse off the north coast of Massachusetts

Massachusetts is a very diverse state. Not only will you find urban delights, but also rolling hills with pretty villages and some of the most renowned beaches in North America.

South and east of Boston is glorious Cape Cod and two of the most famous island retreats in the U.S., Nantucket and Martha’s Vineyard. The latter often sees summer stays from the likes of the Obama family, while Nantucket is a bit more wild. Cape Cod is home to some 900 km’s of beaches. At the tip of Cape Cod is the colourful city of Provincetown, home to lovely shops and Bed & Breakfast places. It’s also a centre for gay culture in New England.

Also south of Boston, you can relive a critical time in American history at Plymouth Rock, where separatists from the Church of England landed in December, 1620.

There are lovely beaches and great small towns north of Boston. Cape Ann is home to the famous fishing village of Gloucester. Grab some seafood and watch the sunset from The Lobster Pool in Rockport. There are picnic tables, and you can bring your own beer or wine. Or tuck into a plate of fried clams at J.T. Farnham’s in Essex, a tiny spot operated by the same family for generations. Annisquam/Lobster Cove has a charming harbour with old lobster boats and fancy, “old money” homes.

West of Boston, the Berkshires are a series of large hills with artsy towns such as Stockbridge, where you’ll find a museum dedicated to the works of American painter Norman Rockwell. The Boston Symphony Orchestra plays every summer in the town of Lenox, which is home to the annual Tanglewood concert series. Massachusetts native James Taylor is a frequent visitor.

Don’t miss a chance to visit the Basketball Hall of Fame in Springfield, where Canadian James Naismith invented the game in 1891.

Massachusetts, United States

  • American Historic Highways

    FIRST-CLASS | SELF DRIVE: Your journey opens with New York, New England, and New France (that’s Canada’s Québec City and Montréal, of course) but also visits Gettysburg, Washington, and Philadelphia, all deeply rooted in history. Ottawa, Toronto, and the Niagara peninsula, all in a region once called Upper Canada, are prominent features as well before you return to the Big Apple. A trip not just for history buffs, but offering captivating scenery, excellent culinary opportunities, and entertainment.
    Duration:
    15 Days
    Prices From:
    US$ 2,925
    Trip Type:
    Family Vacations, Multi Country Vacation Ideas, Self-Drives
    United States See Trip Details
  • New England Explorer

    MODERATE | SELF-DRIVE: Enjoy a perfect week in New England. Encounter history around every corner, from Boston’s Freedom Trail, the witches in Salem to the original pilgrims and the Mayflower II in Plymouth. Add to that the breathtaking scenery of New Hampshire’s Mount Washington, the Green Mountains of Vermont and, of course, magnificent Cape Cod.
    Duration:
    8 Days
    Prices From:
    US$ 1,264
    Trip Type:
    Self-Drives
    United States See Trip Details
  • Patriot Trails

    MODERATE | ESCORTED COACH TOUR: A wonderful trip that moves you from New England to New France and, ultimately, New York. It’s intriguing history, mesmerizing landscapes, and amazing cities all the way. Québec City and Montréal are North America’s fabulous French gems, Niagara Falls does not only offer natural drama but was the site of a crucial battle in the War of 1812, while Gettysburg played a pivotal role in the American Civil War. Boston, Washington, and Philadelphia add historical weight and impressive iconic sights of their own, and New York still feels like the most exciting city in the World.
    Duration:
    9 Days
    Prices From:
    US$ 1,863
    Trip Type:
    Escorted Coach Touring
    United States See Trip Details
  • Quaint New England Towns

    MODERATE | SELF DRIVE: A delightful itinerary around New England that starts and ends in Boston, but reveals the beauty of Massachusetts, Maine, New Hampshire, and Vermont through its enchanting small towns. The scenery is breathtaking throughout, with stunning coastal areas, including Cape Cod, and the magnificent White and Green Mountains. There’s the witches of Salem, Norman Rockwell’s home, the famous ‘Covered Bridges’, a replica of the Mayflower, lighthouses and the Mystic Pizza restaurant.
    Duration:
    12 Days
    Prices From:
    US$ 2,656
    Trip Type:
    Self-Drives
    United States See Trip Details
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