All Boston Tours in September 2026
21 Trips in Boston during September 2026 with 92 Reviews
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Treasures of Cape Cod & the Islands - September 2026
4.9
Everything about the trip was excellent. The hotels were very comfortable with superb food and service. The sights and venues were interesting with enough time a)lottery to see and enjoy them. The your director was great. She was creative in solving minor glitches. The driver was fantastic guiding the very comfortable but big bus through the narrow New England streets. The patrons were the most congenial group I have ever risen with. Top notch in every aspect.
ExplorerAdventure
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USD 4,529
Saving
USD 659
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Eastern USA & Canada Escape - September 2026
4.4
I enjoyed this tour as it was nicely managed. I will certainly opt for next tour thru Expt Explorer.
Natural landmarks sightseeing
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USD 3,535
Saving
USD 710
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New England's Fall Foliage - September 2026
Embrace the beauty of New England during this 8-Day guided tour. Behold Boston, one of the oldest cities in the U.S. and where much of the country was formed; here, you will traverse part of the red-brick Freedom Trail, where you will see the hall that housed the country’s first-ever town meeting and many more historic sites. Admire the bronzing leaves of Vermont’s lush trees as you travel to Stowe, where the real Von Trapp family of ‘The Sound of Music’ chose to live — and where you will stay. In Montpelier, visit a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ride a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and see as far as Canada. See Maine’s oldest lighthouse in Portland, then celebrate your trip with a decadent fresh lobster dinner.
Adventure
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USD 3,767
Saving
USD 647
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Eastern USA & Canada Escape (incl. New York) - September 2026
4.2
It's my 2nd Expat Explore experirnce. Had a great fun time with the tour. Our tour leader, Larry, always make it a point to address our concerns, and he's very informative. The driver, Leo, also did a great job. Fantastic tourmates as well with no issues. Such an ultimate experience of a lifetime. Highly recommended!
City sightseeing
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USD 4,465
Saving
USD 550
Colors of New England - September 2026
Be charmed by the colors of New England from the heart of historic Boston to the farms, mountains, and coast of the North. Begin your journey in historic Boston. Explore Woodstock, Vermont, a quintessential New England village. Watch apples transform into cider before your eyes at Cold Hollow Cider Mill. Learn about the maple sugaring industry of New England on a farm tour of the Rocks Estate. Relax as you cruise along Lake Winnipesaukee and admire the splendid views. Dig in at a traditional New England lobster dinner. Travel up the winding Auto Road to see the stunning views from the summit of Mount Washington. Marvel at Maine’s dramatic coast and discover the seaside communities of Portland and Kennebunkport. This is New England at its finest.
Art and architecture
USD 3,949
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East Coast USA and Canada - September 2026
4.5
North East USA y Canada tour was very well planned, we visited interesting places. Acommodations, food, experiences were very good. Tour director was excellent, his knowledge, organization, attention to details, caring, emphaty made this experience exceptional..thanks!
Cultural, religious and historic sites
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USD 5,181
Saving
USD 754
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Fall Colours of New England - September 2026
If the idea of New England brings images of picture perfect villages, sleepy fishing towns, vast swathes of golden beaches and presidential summer homes into your mind’s eye, this trip will not disappoint. Starting in historic Boston you’ll visit lovely Cape Cod, stunning Stowe and sea swept Maine, all adorned in vibrant fall foliage.
City sightseeing
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USD 2,155
Saving
USD 620
40% OFF TODAY
The Grand East - September 2026
An epic blend of the peace and calm of the New England countryside, the mojo of East Coast giants New York and Boston, the cultural extravaganza of the south from Nashville to New Orleans, and the energy of Florida… This is what you will find in the 20-day trip to the Grand East of the USA. Step back in time in the beautiful and culture-laden Amish countryside and let the hidden pockets of history unravel before your eyes in New England’s myriad attractions. Go beyond the US and dive into the cityscapes of Canada, with three days in Québec, Montréal, and Toronto. In the heart of the east, Nashville, Memphis, and New Orleans will sweep you off your feet with more culture and sophistication than you can handle. And, there is no better way to end a trip than three thrilling days in the sunshine state, of Florida.
Adventure
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USD 4,262
Saving
USD 2,842
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Essence of Eastern Canada - September 2026
4.8
Very well planned service. Our Tour Director was very knowledgable and very accommodating. She really made us feel at home and gave tremendous information. Our drive was excellent and made us feel very safe. The tour covers a lot of interesting sites and at the same time gives you free time to explore on your own, should you wish. All the hotels we stayed in were very good. Whole of the tour is well planned and every day, next day's itinerary, was given in good time so that we can decode how we want to utilise the day.
The coach is very comfortable. Everyday cleaned the coach so that everyone can get the best view while travelling. Sufficient comfort breaks are already built-in to ensure that everyone can travel without any anxiety.
Local guides were very knowledgable and helpful and gave valuable details that make you appreciate the local history, community, architecture and customs. In all the hotels we stayed the staff were very polite and went out of their way to help.
Overall the tour was way nicer beyond our expectations. We can say with certainty that we will be using Costsavers in future.
really makes any tour with her very entertaining and informative. I do not have enough words to describe how effective she is as a tour director. I look forward to join her in other tours in future.
AdventureCity sightseeing
18% OFF TODAY
USD 1,355
Saving
USD 295
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Eastern Discovery - September 2026
If you are looking for a truly Eastern adventure in North America reaching beyond the borders of the US, the Eastern Discovery tour is just for you. You will cover a vast space in the eastern part of the US and Canada, taking a tour of must-see natural landscapes and incredible cities. The spectacular New York City will be the perfect launchpad for this all-in adventure, and you will dive deep into history in significant landmarks like Freedom Trail and King’s Chapel in Boston City. On your way to the border, rural New England is beckoning with lovely towns in New Hampshire and Vermont. In Quebec, lose yourself in an ocean of French Canadian delicacies, authentic maple syrup, and breathtaking views of the Saint Lawrence River. More Canadian flair will find you in Montréal, but what will struck you with awe is Toronto’s luminescent Lake Ontario.
Adventure
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USD 2,293
Saving
USD 1,528
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Best of Eastern Canada and USA - September 2026
5
Great tour itinerary with 2 x night accommodation at quality, well-located, hotels. Daily schedules included stops at highlights both en-route or at designated city stopovers, as well as sufficient “at leisure” time to explore independently. Our excellent Tour Director, provided insightful knowledge of destinations and recommendations throughout the tour. The coach transport was first-class as was our Driver. Availability of the on-board Wi-Fi and electronic device re-charging was particularly convenient. The Local Guides were engaging and professional.
ExplorerAdventure
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USD 7,150
Saving
USD 1,040
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Indulgence in Eastern Canada - September 2026
4.5
It was great. I enjoyed all of the places. Would like more time to shop.
City sightseeingFood tours
USD 5,284
Saving
USD 163
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New England's Fall Foliage, a Women-Only Tour - September 2026
With a tapestry of vibrantly coloured leaves at every turn, New England in the autumn is a sight to behold. On this eight-day guided women-only tour, explore Boston, one of the oldest cities in the U.S., walking part of the red-brick Freedom Trail and seeing the hall that housed the country’s first-ever town meeting. Marvel at the bronzing leaves of Vermont’s trees as you travel to Stowe and visit the women-owned and -managed Bread and Butter Farm. In Montpelier, delight in a visit to a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ascend a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and join a MAKE TRAVEL MATTER® Experience for an insightful talk by a woman who is an expert on the North Woods' wildlife and ecology. With your small group of like-minded travellers, celebrate your trip with a decadent lobster dinner.
Art and architecture
USD 5,601
Saving
USD 173
Discover Eastern US and Canada - September 2026
This tour takes you through the scenic villages of New England and Iconic cities of Eastern America and Canada. Start your journey in New York - “the city that never Sleeps”. Drive to the historic city of Boston, one of oldest American municipality and home to some of the most important events of America’s Freedom struggle. Walk along the freedom trail and relive the stories of American Revolution. Next, cross the border and travel to the Historic City of Quebec, traversing through scenic New England with its picturesque villages and scenic mountains. Bask in the history of World UNESCO city of Quebec, one of the oldest cities in North America. Then drive to Montreal, the French infused Canadian City, known for its penchant for festivals and enjoying life. Later continue to the Canadian capital of Ottawa, the vibrant city of Parks and flowers, before reaching the truly cosmopolitan city of Toronto. Marvel at its amazing skyline, dominated by CN tower- one of the world’s tallest free-standing structures. Then, you get to wonder at the majestic Niagara Falls, before crossing the border back to US and make your way to Pennsylvania Dutch Country and discover the unique lifestyle of the Amish people. Travel through the Appalachian Mountains and visit the Gettysburg Civil War Memorial Battleground on your way to Washington, D.C. Explore the ins and outs of this magnificent city — the capital of the United States of America. Finally, end your journey with an incredible visit to Philadelphia, the legendary birthplace of America, where you will have the chance to visit the Independence Hall, the Liberty Bell or one of its many museums before you travel back to New York.
City sightseeing
USD 2,204