Autumnal colours in Massachusetts
Massachusetts
Cape Ann, Massachusetts
Massachusetts
Boston neightbourhood in the fall
Massachusetts
Oak Buff Island of Martha's Vineyard, Massachusetts
Massachusetts
Cape Cod coastline
Massachusetts

Massachusetts Fly Drive & Self Drive

Characterised by picturesque lighthouses, panoramic mountain views and blazing fall foliage, Massachusetts epitomises New England’s outdoor credentials. This makes it a truly wonderful state for an All-American self-drive.

 

Jade Pearson
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Find your perfect tour

12 Results

Experience Massachusetts - History & Culture

  • Boston
  • Salem
  • Cape Cod
  • Hyannis
Fly Drive & Self Drive
Early Booking Offer

A tailormade flydrive itinerary of the wonderful state of Massachusetts. Starting in the fascinating city of Boston, travelling to the rural and cultural idyll of the Berkshires, before exploring the history beautiful Cape Cod including the Pilgrims, whaling and JFK.

11 nights From £1,489 pp Including Flights
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Enjoy Massachusetts - Coastal Cuisine

  • Boston
  • Cape Cod
  • Falmouth
  • Hyannis
Fly Drive & Self Drive

Fly into Boston for this laid-back week-long holiday, tasting the best of Massachusetts. After sampling the cuisine of historic Boston, head south to the Cape Cod peninsula to stay for a couple of nights in the lovely seaside resorts of Falmouth and Hyannis.

7 nights From £1,239 pp Including Flights
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Self-Drive Family Summer in New England: Mountain Tops to Lobster Pots

  • Massachusetts
  • Boston
  • New Hampshire
  • White Mountains
  • Maine
Fly Drive & Self Drive
Early Booking Offer

Enjoy a family summer in New England. Begin in the fun city of Boston, then drive into the stunning White Mountains for some great outdoor activities. End your adventure on the beautiful Maine coast with a few days on the beach.

8 nights From £1,369 pp Including Flights
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Self-Drive Boston to New York by the Beaches

  • Boston
  • Cape Cod
  • Hyannis
  • Martha's Vineyard
  • New York
Fly Drive & Self Drive
Early Booking Offer

This self-drive tour starts in the historic city of Boston, journeying to one of the world’s most famous summer vacation destinations, Cape Cod and its magnificent beaches. You’ll ferry over to Martha’s Vineyard, explore Mystic Seaport and venture to the grand old mansions of Long Island, before ultimately reaching your final destination: New York City.

8 nights From £1,669 pp Including Flights
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Self-Drive Best of New England

  • Boston
  • Kennebunkport
  • Acadia National Park
  • White Mountains
  • Stowe
  • Newport
  • Cape Cod
Fly Drive & Self Drive
Early Booking Offer

On this picture perfect self-drive tour of New England you will discover the majestic mountains of Vermont & New Hampshire, explore the beautiful coast of Maine & Cape Cod and admire the glamorous mansions of Newport. Savour delicious seafood & farm-to-table cuisine, capturing the flavour New England.

11 nights From £1,499 pp Including Flights
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Self-Drive New England Back Roads

  • Boston
  • Portland Maine
  • North Conway
  • Cape Cod
  • Hyannis
Fly Drive & Self Drive

This unforgettable driving tour will take you on a journey through Boston’s most historic sites, along the wild and rugged Maine coast, through the heart of New England most jaw-dropping mountain scenery to Cape Cod’s glorious white sand beaches and picturesque lighthouses, capturing the very best this region has to offer.

7 nights From £959 pp Including Flights
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Self-Drive Inn-Side New England

  • Boston
  • Portland
  • New Hampshire
  • Vermont
  • Massachusetts
  • Cape Cod
Fly Drive & Self Drive

This self-drive tour will take you from Boston to the charming coastal towns of Maine and inland to the spectacular New Hampshire Lakes region and the lush hills of Vermont, with its lovely covered bridges. Enjoy a bit of history, plenty of outdoor adventure, and even ice cream tasting on the famous Ben & Jerry’s Factory tour, before heading back to the coast and enjoying some of the best Cape Cod has to offer.

12 nights From £2,089 pp Including Flights
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Self-Drive New England Explorer

  • Boston
  • Maine
  • New Hampshire
  • White Mountains
  • Vermont
  • Stowe
  • Cape Cod
Fly Drive & Self Drive
Early Booking Offer

A great little tour of the highlights of New England, starting in Boston. You'll experience the beautiful coastal regions of Cape Code and Maine, climb into the mountains of Vermont and New Hampshire and enjoy a stay in the Connecticut River Valley.

7 nights From £1,399 pp Including Flights
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Self-Drive America & Canada Historic Highways

  • New York
  • Cape Cod
  • Boston
  • Acadia National Park
  • Quebec City
  • Montreal
  • Ottawa
  • Toronto
  • Niagara Falls
  • Washington D.C.
  • Philadelphia
Fly Drive & Self Drive
Early Booking Offer

Marvel at Niagara Falls, soak up stunning scenery in Cape Cod & New England, stroll delightful cities such as Boston & Ottawa, discover the history of Quebec City & Gettysburg, explore cosmpolitan Montreal & Toronto. This great circular flydrive itinerary begins and ends in New York.

14 nights From £2,339 pp
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Self-Drive Eastern Values

  • New York
  • Niagara Falls
  • Gettysburg
  • Washington D.C.
  • Philadelphia
Fly Drive & Self Drive
Early Booking Offer

This tour takes you from sophisticated Manhattan and thundering Niagara to Pennsylvania Dutch countryside and the inspiring national monuments in Washington D.C.

8 nights From £1,379 pp Including Flights
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Jade Pearson
Call our travel experts now
01342 331798 Call us Mon-Sat 9am-6pm