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See magical red autumns, quaint waterfront towns and Instagrammable skylines in Boston and New England with an independent tour

Whether you choose to see Boston and New England by rail or with a self-drive itinerary, prepare to be charmed by the magical red autumns, quaint waterfront towns and Instagrammable skylines these incredible places are home to. On one trip you can follow the famous Freedom trail while in Boston, take a horse and cart ride on one of the historic carriage roads in Maine’s Acadia National Park, stay in quintessential Vermont towns and wind down in Cape Cod. Trains are a wonderful way to travel in the US and you may wish to visit Boston as part of a bigger trip; hop on and off Amtrak trains across the country as you travel between Washington, Philadelphia, New York and Boston, exploring buzzing cities, beautiful beaches and historic sights, to see it in style.

Our recommended Boston & New England tours

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Best of New England Self-Drive

This is where old world charm, tales of the past and dramatic coastal backdrops meet. This 12-night self-drive ticks off New England’s not-to-be-missed highlights: Boston’s heritage, New Hampshire’s m...

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Discover New England Self-Drive

This itinerary shows you most of New England’s main highlights. Stop off in the Berkshires, a popular holiday haunt for Boston’s and New York’s elite since the 1800s; discover glorious mountains in Ne...

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Romantic New England Self-Drive

Discover some of New England’s most picturesque coastal cities and towns, and the White Mountain National Forest on this nine-night itinerary.

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Best of Eastern Canada and USA with Insight Vacations

Uncover the best of Eastern Canada and USA as you explore these diverse countries in a style and manner that suits you. From delicious regional delicacies in Montpelier, where you'll try Vermont's tra...

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Massachusetts Whale Trail Self-Drive

See Massachusetts’s main highlights while learning about its whale-related history. Travel inland to the beautiful Berkshires where Moby Dick author Herman Melville lived, and learn about the legacy o...

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East Coast Highlights by Rail

Discover enchanting history in Washington D.C. and Boston, awe-inspiring New York and the underrated but equally special Philadelphia. On this Eastern Seaboard itinerary you’ll travel by Amtrak trains...

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Boston, Cape Cod and The Islands with Insight Vacations

There's a sense of nautical charm in this unique part of the world. Coincidentally, shaped like a fish-hook, you'll be mesmerised by New England's chic waterfronts, sailing history and summer playgrou...

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