Experience the beauty of New England's seasonal colours on this journey through Boston and Portland.  Explore Boston on a hop-on/hop-off sightseeing tour, relive history as you follow the Battle Trail through historic Lexington, Concord, and Cambridge, and see New England’s magnificent fall colours on a fall foliage tour. Visit the pubs and restaurants of Portland's downtown area and discover why it is referred to as “New England’s Best Kept Secret”, and learn about the history of this unique city as you explore the historic forts and iconic lighthouses along Portland's southern coastline.

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Why We Love It

Witness the stunning seasonal colours of New England on a fall foliage tour.

Journey back in time to the Revolutionary War era and learn about the history of the famous Battle Trail.

Portland's unique and inviting blend of quaint cobblestone charm and big city nightlife.

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Day by day Itinerary

New England Fall Foliage by Rail

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Day 1


Arrive in Boston and make your own way to your hotel. Spend the remainder of the day exploring the sights of this historic coastal city on your hop-on/hop-off trolley tour. Visit historic sites such as Paul Revere’s House, the Boston Common and the Old State House, as well as some of Boston's modern marvels including Copley Square and the Boston Christian Science Centre's reflecting pool.

Day 2


Relive history with a journey back in time to the Revolutionary War era. Visit Harvard Yard and view Cambridge Common where George Washington took control of the Continental Army. Drive along "Tory Row" past the home of Henry Wadsworth Longfellow and follow the route of Paul Revere as he warned the countryside with his infamous cry of "the British are coming!" Stand on Lexington Green, where Captain Jonathan Parker and 77 Minutemen stood their ground against 700 of England’s finest regulars. Travel along the famous Battle Road Trail past the homes of Hawthorne, Alcott and Emerson in the charming town of Concord, before making your way to the Old North Bridge where the "shot heard round the world" was fired.  

Day 3


Discover the stunning fall colours of New England on a fall foliage tour. Travel past quiet ponds and ancient farms, weathered roadside taverns and sturdy colonial churches before stopping at a quaint New England tavern nestled in the heart of the mountains, where you can enjoy a delicious hot Yankee style lunch. Afterwards, a pleasant afternoon of foliage display is capped off with a stop at a native orchard for apples and cider.

Day 4

Boston - Portland

Say goodbye to "Beantown" this morning as you board Amtrak for a ride on the Downeaster to Portland. 
The pubs, shops and restaurants of Portland buzz with tourists, locals and fishermen alike, creating an atmosphere where everyone is welcomed.  Its vibrant arts scene and world-class theatre are part of why locals call the city New England’s best kept secret. Tonight, enjoy dinner at a popular, local restaurant on the water. (D)

Day 5


Explore Portland today on your exciting Land and Sea Discovery tour. Sit back, relax and learn about Portland's diverse history and hidden gems as you visit the childhood home of Henry Wadsworth Longfellow, the Victoria Mansion, and the bustling Old Port, before stopping for photos at Portland Head Light, Maine's oldest lighthouse. 


Day 6


Your journey ends today after check-out. 

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