Boston harbour
Boston
Boston in the autumn
Sailing along Charles River, Boston
Downtown Boston skyline

Boston Fly Drive & Self Drive

As a major gateway and cultural hub, Boston features on a wide range of self-drive tours. If it’s an iconic east coast adventure you’re after, Boston’s historical attractions, innovative restaurants and fall foliage makes it a worthy stop for your self-drive holiday.

Julie Leggatt
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12 Results

Experience New England Self-Drive

  • Boston
  • Maine
  • White Mountains
  • Vermont
  • Cape Cod
Fly Drive & Self Drive

A wonderful 10-day self-drive tour of New England. Taking in the attractions of Boston, the beautiful coastline of Maine and the White Mountains of New Hampshire. You will also explore the stunning state of Vermont and experience the lovely Cape Cod peninsula.

10 nights From £1,439 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

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 New England Explorer

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

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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Experience Massachusetts - History & Culture

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

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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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

From the Big Apple to Niagara Falls, from Acadia National Park to Toronto's CN Tower, this self-drive tour of Eastern Canada and U.S.A offers fantastic sightseeing opportunities. Explore beautiful New England, see all the iconic sights in Washington DC, and explore the charming Canadian cities of Quebec & Montreal.

14 nights From £2,339 pp
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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 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 Best of New England

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

From the glamorous mansions of Newport, the lighthouses of the New England coast, and the majestic mountains of the New England interior, this spectacular tour offers a vast variety of experiences that truly capture the unique flavour of the Northeast.

11 nights From £1,499 pp Including Flights
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Self-Drive Eastern Values

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

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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Best of New England By Motorhome

  • New York State
  • Massachusetts
  • New Hampshire
  • Maine
  • Vermont
Fly Drive & Self Drive

Discover the great outdoors in one of the most picturesque regions of America on this motorhome tour of New England. This suggested itinerary is for two weeks, but you can choose to stay for more or less time wherever you want.

11 Nights From £1,169 pp Including Flights
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Julie Leggatt
Call our travel experts now
01342 331798 Call us Mon-Sat 9am-6pm