All Boston Tours in October 2025
16 Trips in Boston during October 2025 with 6 Reviews
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Essential East Coast, Niagara and Chicago - October 2025
From the bright lights of New York to the architectural wonders of Chicago, the 'Essential East Coast, Niagara and Chicago' tour is a 14-day city sightseeing trip designed for seniors. This guided journey covers Detroit, Toronto, and other key destinations, with all logistics managed for your ease. The highlight is its comprehensive route, encompassing both historic and modern marvels in an itinerary that balances excitement with comfort.
City sightseeing
40% OFF TODAY
Colors of New England - October 2025
Buckle up, because a heart-warming journey through New England awaits! On this 10-day trip to the heart of the Eastern United States, you will have a chance to explore pockets of history and culture—not to mention grand views of the countryside. Starting from Boston, a cultural and commercial hub, you will travel down the coast, making a stop at locations home to quintessential coastal views like Cape Neddick. In Portland, make intimate connections with the local life by chatting with fishermen and having a tantalizing dinner in the city’s Old Port. Driving inland away from the coast will reward you with the spectacular White Mountains, where atmospheric mountain passes and gorgeous State Parks will lift your spirit. Revel in tradition and culture with a trip to an iconic maple syrup farm. Relax and rewind in the blissful Cape Cod with a free day before you leave.
Adventure
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Colors of New England - October 2025
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
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Washington, NY and Boston - October 2025
Enjoy a classic journey along the US East Coast with the "Washington, NY and Boston" tour. Perfect for seniors, this 6-day sightseeing trip highlights the best of Washington D.C., New York, and Boston. With all accommodations, transport, and meals arranged, you can focus on soaking up each city’s unique personality and historic landmarks. The tour’s easy pace and expert guidance ensure a comfortable, worry-free experience. Its USP lies in the seamless access to three of America’s most storied cities within one concise, well-organized itinerary.
Sightseeing Tours
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Eastern Round ends Chicago - October 2025
Journey through the heart of America’s eastern region with the 16-day 'Eastern Round ends Chicago' tour. Perfect for seniors who seek a blend of history and culture at an easy pace, this trip weaves together Toronto, Chicago, Detroit, and more. The itinerary is packed with visits to cultural, historic, and religious landmarks, all with group guidance, comfortable accommodation, and all meals included. The unique draw of this package is its comprehensive sweep of the eastern USA, allowing travelers to immerse themselves in a variety of cityscapes and traditions with complete peace of mind.
Cultural, religious and historic sites
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Whashington, NY with Capites Canadienses end NY - October 2025
Venture through North America’s historic capitals on the "Whashington, NY with Capites Canadienses end NY" sightseeing tour. Spanning 14 days, this journey is tailored for seniors who appreciate a relaxed pace and comprehensive exploration. Starting in Washington D.C. and ending in New York, the itinerary includes stops in Quebec City, Montreal, and several US destinations. With comfortable hotels, seamless transport, and meals included, you’ll travel in ease and style. The tour’s unique draw is its cross-border experience, offering a blend of American and Canadian culture and history in one thoughtfully designed package.
Sightseeing Tours
City sightseeing
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East Coast Essential End Toronto - October 2025
The 'East Coast Essential End Toronto' tour invites you on a 10-day city sightseeing journey from New York to Toronto, stopping in Montreal, Quebec City, Ottawa, and more. Perfect for seniors, the trip is paced for comfort, with included accommodations, transport, and meals. Its unique selling point is the curated route through some of eastern North America’s most fascinating cities, offering both cultural depth and ease of travel.
City sightseeing
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Touring the East Coast from Washington - October 2025
For those who crave a taste of both American and Canadian capitals, the 'Touring the East Coast from Washington' trip provides a 9-day journey from Washington D.C. to Quebec City. This easy-paced sightseeing tour is especially suitable for senior travelers, with accessible activities and thoughtfully arranged accommodations, meals, and transport. Along the way, you’ll explore Washington D.C., New York, and Quebec City, enjoying guided group experiences. The real charm of this tour lies in its seamless exploration of two nations’ most storied cities, making it a memorable and comfortable adventure.
City sightseeing
Best of Boston & Massachusetts - 4 days - October 2025
Spend four days discovering the best of coastal Massachusetts, from Boston to Cape Cod. Starting and ending in Boston, this tour dives into revolutionary history, charming seaside towns, and Ivy League prestige. Explore Boston’s Freedom Trail, sample Italian treats in the North End, and wander through historic Salem. Stroll Rockport’s art-filled waterfront, then soak in Cape Cod’s beachy vibe with a visit to Provincetown. Stop at Plymouth Colony before wrapping up with a Harvard tour and Back Bay’s elegant streets. It’s a perfect blend of culture, coastline and classic Americana—all in just a few memorable days.
Explorer
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Autumn Colours - October 2025
4.8
There is a free bus from the airport to the hotel the bb bus in bnostion.
National parksBeach
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Usa and Canada Panorama with Chicago - October 2025
Embark on a sweeping journey from Los Angeles to Chicago with the "USA and Canada Panorama with Chicago" guided city sightseeing tour. This 19-day adventure is crafted for seniors who enjoy discovering new places at a comfortable, easy-going pace. The itinerary covers highlights such as Fresno, New York, and nine other destinations, with group travel, hotel accommodations, and meals included. The tour’s USP is its broad scope—offering a rare look at both American and Canadian gems on one seamless itinerary.
City sightseeing
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From Washington to San Francisco - October 2025
From the historic streets of Washington D.C. to the iconic hills of San Francisco, the "From Washington to San Francisco" guided city sightseeing tour delivers an 18-day journey ideal for seniors. With stops in Montreal, San Francisco, and a range of vibrant American cities, this group adventure ensures comfortable accommodations, seamless transport, and included meals. The relaxed pace and varied itinerary make it an excellent choice for travelers seeking a thorough cross-country experience. Its USP is the rare opportunity to traverse the breadth of the USA while enjoying expert guidance and camaraderie.
City sightseeing
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Touring the East Coast end Toronto - October 2025
Picture yourself journeying from the heart of the USA to Canada’s cosmopolitan hub on the 'Touring the East Coast end Toronto' trip. Over 12 days, this guided city sightseeing tour leads you from Washington D.C. through Ottawa and Toronto, as well as several other key cities. Created for seniors, the pace is gentle and the logistics seamless: comfortable hotels, included meals, and group transport ensure a smooth experience. The unique advantage of this tour is its focus on both American and Canadian highlights—offering a cross-border adventure packed with cultural discovery and relaxation.
City sightseeing