Discover Massachusetts

  • Follow The Freedom Trail and discover the history that shaped America, or catch a Boston Red Sox game at Fenway Park
  • Experience what life would have been like for the pilgrims when they stepped off the Mayflower nearly 400 years ago at Plimoth Plantation
  • Step into a bygone era where boutiques and historic inns line the cobble-stone streets of Nantucket
  • View local wildlife along numerous nature trails, relax on beautiful beaches overlooking the Atlantic Ocean and experience award-winning seafood on Cape Cod
  • Explore a state packed with history, wildlife and adventure - the perfect destination for the whole family

    Massachusetts in New England is a state packed with history, wildlife and adventure. The perfect destination to experience whether travelling on your own or with a large group of friends and family. Seafood lovers will appreciate just how amazing the cuisine is wherever you are in Massachusetts, while those with a keen interest in history won't be disappointed either. It may be one of America's smallest states by size, but it's certainly one of the biggest when it comes to its significance having truly cemented its place in American history.

    2 nights (Arrival and overnight in Boston)

    As far as historic cities go, Boston, Massachusetts is right up there. It fact, Boston is more than a century older than the United States itself and has played host to some of the most significant events in American history. A truly walkable city, Boston is perfect for anyone who want to get out and explore on foot. Although you won't have to travel too far as many of the city's top attractions and best shopping can be found within close proximity to each other. The city is well known for its sports too, and with no fewer than seven professional sports teams calling Boston home, there is no better place to catch a game while in the USA.

    Place of Interest: The Freedom Trail: a 2.5 mile, red-lined route running throughout Boston connecting 16 of the most historical sites in American history. Follow the path and discover the USS Constitution - the oldest commissioned warship in the world - America’s oldest public park, Boston Common, and the ‘Old State House’ to name a few.

    2 nights (Arrival and overnight in Boston)

    1 night (Boston to Plymouth – 41 MI)

    Plymouth, Massachusetts is conveniently located between Boston and Cape Cod and provides a quintessential New England experience with charm, history and one of the country’s most iconic and historically important landmarks – Plymouth Rock. Quaint harbourside inns and waterside dining ensure you are treated to a beautiful, peaceful retreat to spend the night. Plymouth is also home to the Mayflower II, a full-scale replica of the tall ship that brought the first pilgrims to New England in 1620. Although she is currently away for restoration in Mystic, Connecticut, she will return ready for the 2020 ‘Plymouth 400’ celebrations.

    Place of Interest: Plimoth Plantation: The plantation is a fantastic opportunity for the entire family, young and old, to experience what life would have been like when the pilgrims first stepped off the Mayflower and saw the 'New World' for the very first time nearly 400 years ago. Walking through the 17th Century English Village and Wampanoag Native Indian Village you’ll be met by actors who transport you back in time and teach you about how daily life would have been for village folk and the Native Indians. This is certainly an educational and enjoyable experience not to be missed.

    1 night (Boston to Plymouth – 41 MI)

    2 nights (Plymouth to Falmouth – 35 MI)

    Located on the south-western part of Cape Cod, picturesque Falmouth offers an abundance of outdoor activities for the entire family to enjoy. This coastal destination averages some of the warmest weather on Cape Cod! With its 10 sandy beaches spread over 12 miles it’s certainly the place to be for anyone looking to unwind on the shores of New England and enjoy the ocean.

    Must Do: For those with a love of adventure, you can’t visit Falmouth without jumping on a bike and heading out to explore the local sites and natural surroundings along its many nature trails. The Shining Sea Bikeway is a 10.7 mile paved pathway that is perfect for cyclists and walkers. Built on an old rail bed, the path passes four picturesque villages, salt marshes, beaches and open water. Keep your eyes peeled for local wildlife in the form of ospreys, turtles and deer.

    2 nights (Plymouth to Falmouth – 35 MI)

    2 nights (Ferry to Martha’s Vineyard – 19 MI)

    One thing you must not forget before visiting Martha’s Vineyard – or 'The Vineyard' as the locals call it – is your camera! Just a short 45-minute ferry from mainland Cape Cod, Martha’s Vineyard is a world in itself waiting to be explored. Farmers' markets, pristine beaches, and even magical flying horses (that’s America’s oldest carousel) can all be found here. Seafood lovers will be in heaven trying the local catch. Enjoy some of the freshest lobster, fried clams and chowder you’ll find anywhere, straight from the Atlantic Ocean!

    Must Do: Designated a National Historic landmark, the 'Flying Horse Carousel' can be found in the historic town of Oak Bluff and is America's oldest platform carousel dating back to 1876. Still open and putting smiles on riders faces every Saturday and Sunday, don't miss your chance jump aboard and grab the lucky Brass Ring!

    2 nights (Ferry to Martha’s Vineyard – 19 MI)

    2 nights (Ferry to Nantucket – 38 MI)

    Nantucket, albeit the smaller of the two islands, is an island of absolute natural beauty. With easily some of the best beaches in all of New England, it’s the perfect place to enjoy a lazy afternoon by the ocean or make lifetime memories with all the family. As your ferry arrives on the shores of Nantucket, passing the picturesque Brant Point Lighthouse along the way, there is an instant feeling of nostalgia for a bygone era that greets you. Quirky boutiques and historic inns that line the cobble-stone streets of Nantucket transport you to a time far away from the present day.

    Place of Interest: Located on Broad St, just a few minutes’ walk from the ferry terminal you will find the Nantucket Whaling Museum filled with thousands of artefacts and art that give a glimpse into Nantucket’s rich maritime past. Housed in the 1847 Hadwen & Barney Oil and Candle Factory and the 1971 Peter Foulger Museum, the Whaling Museum is one honoured with accreditation from the American Association of Museums, an honour that highlights the museum's importance in American history and well worth a visit.

    2 nights (Ferry to Nantucket – 38 MI)

    1 night (Nantucket to Chatham – 46 MI)

    Located on the south-eastern tip of Cape Cod, the town of Chatham is home to the landmark 19th century Chatham Lighthouse which sits overlooking the Atlantic Ocean. Blessed with beautiful scenery, Chatham offers plenty for lovers of the great outdoors. Nature trails and parks flow throughout the surrounding area creating the perfect environment to explore by bike or on foot. The architecture is also something to be seen as the town boasts some of the best persevered historic homes and buildings in the USA, an accolade that has seen it awarded distinction by the National Trust for Historic Preservation.

    Must Do: If lucky enough to visit Chatham during the summer months, grab a blanket and make your way to Kate Gould Park where every Friday night the Chatham Town Band plays from 8PM. As many as 6,000 people watch the band during the summer evenings and the event is a great glimpse of what local life is like for the residents of this wonderful place.

    1 night (Nantucket to Chatham – 46 MI)



    All prices shown represent a from price per person based on low season travel unless otherwise stated.
    Availability of tour components and flights seats change continually, affecting the final price. The lead-in price given is therefore for guidance only.
    To obtain a tailored quote for you and your party, please call one of our travel experts today.

    This fly drive itinerary runs all year round

    from 1st December 2023 - 16th December 2024

    from £1,869pp


  • Resort Fee/Tourist Tax - required by some hotels at check in (subject to change)
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