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Boston Tours and Holidays 2019/2020

26 Trips in Boston with 22 Reviews

Highlights
  • Hop on and off a classic trolley car at your own pace.
  • Explore all the best sights of Boston and learn its history.
  • Discover every part of the city with 18 different stops.
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Bamba Experience

Boston Hop-On Hop-Off Trolley Experience

Explore the beautiful architecture, boisterous culture, and rich history of Boston on a hop-on hop-off ... Read More
  • Starts /Ends Boston/Boston View Map
  • Operator Bamba Experience Active 3 hours ago
  • Tour Type Group Tour
SavingUS$ 3
From US$ 54 1 day View Tour
Next Departures
May 26 Only 6 seats left
May 27 Only 4 seats left
Highlights
  • Whale watching activity in Cape Breton Highlands National Park.
  • Dedicated and guided hikes on most days.
  • Iconic views of Peggy's Cove Lighthouse.
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Grand American Adventures

Walking The Canadian Maritimes

of 6 reviews
This dedicated walking tour of New England and the Canadian Maritimes is a trip to ... Read More
  • Starts /Ends Halifax/Halifax View Map
  • Operator Grand American Adventures Active 21 hours ago
  • Tour Type Group Tour
SavingUS$ 170
From US$ 3,229 13 days View Tour
Next Departures
Aug 5 Only 10 seats left
Sep 1 Only 5 seats left
Highlights
  • Ottawa: Join us for a Highlight Dinner at the Courtyard Restaurant – a culinary experience that will delight your taste buds..
  • Quebec City: Dine at Chez Rioux & Pettigrew, a modern eatery and bar showcasing creative, seasonal dishes that celebrate artisanal meats and local seafood..
  • Montreal: Celebrate with wine and good cheer at Gibbys in Old Montreal..
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Luxury Gold
11% off Today

Indulgence In Eastern Canada

Rich in European architecture and striking natural phenomena, you've made it to eastern Canada ... Read More
  • Starts /Ends Toronto (on)/Boston (ma) View Map
  • Operator Luxury Gold
  • Tour Type Group Tour
SaveUS$ 494
From US$ 3,200 US$ 2,848 15 days View Tour
Highlights
  • Canadian Wilderness canoe trip in Algonquin Provincial Park.
  • Encounter Niagara Falls up close on a ‘Maid of the Mist’ boat trip.
  • City sightseeing in Toronto, Montreal and Quebec City.
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TrekAmerica
15% off Today

Canadian Pioneer

Discover the spirit of the early settlers along Native American trade routes. Hike and canoe ... Read More
  • Starts /Ends New York/Boston View Map
  • Operator TrekAmerica
  • Tour Type Group Tour
SavingUS$ 277
From US$ 1,909 US$ 1,632 11 days View Tour
Next Departures
Jun 9 Only 5 seats left
Aug 4 Only 9 seats left
Highlights
  • Wine tasting amongst stunning Finger Lakes scenery.
  • Niagara Falls Canadian 'Hornblower' scenic catamaran cruise.
  • Experience the multi-cultural buzz of Toronto.
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Grand American Adventures

Northeastern Explorer

Share the pioneering spirit of the early settlers as you follow Native American trade routes ... Read More
  • Starts /Ends New York/Boston View Map
  • Operator Grand American Adventures Active 21 hours ago
  • Tour Type Group Tour
SavingUS$ 156
From US$ 2,973 11 days View Tour
Next Departures
Sep 16 Only 9 seats left
Sep 30 Only 8 seats left
Highlights
  • Learn about Salem's witching history before carving your own jack-o-lantern and getting lost in a corn maze.
  • Get costumed up (bonus points for creativity) and take part in the Village Halloween Parade through the streets of Manhattan.
  • Hear some of the spooky legends of one of America's oldest cities on a ghost tour through Newport, Rhode Island.
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Intrepid Travel

Halloween In America

Did you hear the one about the ice-skating ghosts in Central Park? Or the Headless ... Read More
  • Starts /Ends Boston/New York
  • Operator Intrepid Travel Active 22 hours ago
  • Tour Type Group Tour
SaveUS$ 97
From US$ 1,945 7 days View Tour
Next Departures
Oct 26 10+ seats left
Highlights
  • French Canada - discover the cosmopolitan city of Montreal and Quebec City, the only fortified city in North America.
  • Boston - Discover the colonial and revolutionary history of one of New England's most beautiful cities.
  • National Parks - Explore the pristine natural wilderness of Baxter State Park and the granite cliffs and cobblestone beaches of Acadia National Park.
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Explore

French Canada, Eastern Seaboard And Cape Cod

Travel from French-speaking Montreal and Quebec City to Bar Harbor, and from there follow the ... Read More
  • Starts /Ends Montreal/Boston View Map
  • Operator Explore Active 9 hours ago
  • Tour Type Group Tour
SavingUS$ 181
From US$ 3,439 14 days View Tour
Next Departures
Jun 15 Only 9 seats left
Sep 7 Only 7 seats left
Highlights
  • Trek the highlights of the scenic Appalachian Trail.
  • Enjoy dinner and drinks at the historic Greenleaf Hut, a backcountry lodge that has served hikers for nearly 100 years.
  • Scramble over huge granite rocks to reach the spectacular summit of Mt Katahdin – the official end of the Appalachian Trail.
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Intrepid Travel
25% off Today

Trekking The Appalachian Trail

Because of its booming cultural voice, many visitors to the US overlook the rugged and ... Read More
  • Starts /Ends Boston/Boston
  • Operator Intrepid Travel Active 22 hours ago
  • Tour Type Group Tour
SaveUS$ 620
From US$ 2,155 US$ 1,616 9 days View Tour
Next Departures
Jun 8 10+ seats left
Oct 5 Only 9 seats left
Highlights
  • Two night stay in Acadia National Park on Mount Desert Island.
  • Charming backroads and small towns of New England.
  • Wildlife viewing and birdwatching opportunities.
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Grand American Adventures

Appalachian & New England Walk

This adventure through Northeastern USA allows you to explore the twists, turns, valleys and peaks ... Read More
  • Starts /Ends Boston/Boston View Map
  • Operator Grand American Adventures Active 21 hours ago
  • Tour Type Group Tour
SavingUS$ 120
From US$ 2,289 11 days View Tour
Next Departures
Sep 15 Only 7 seats left
Sep 27 Only 10 seats left
Highlights
  • Two night stay in Acadia National Park on Mount Desert Island.
  • Charming backroads and small towns of New England.
  • Wine and cheese ‘Sundowner’ in an area of natural beauty.
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Grand American Adventures

Appalachian & New England Walk

This adventure through Northeastern USA allows you to explore the twists, turns, valleys and peaks ... Read More
  • Starts /Ends Boston/Boston View Map
  • Operator Grand American Adventures Active 21 hours ago
  • Tour Type Group Tour
SavingUS$ 163
From US$ 3,106 11 days View Tour
Next Departures
Sep 15 Only 7 seats left
Sep 22 Only 9 seats left
Highlights
  • Hop on Hop off bus pass in NYC.
  • Farewell tasting paddle at Sam Adams Brewery.
  • Visit both world famous and independent local breweries.
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TrekAmerica

Cities, Sights & Craft Beer Delights - East

Raise a glass to freedom! Visit the most vibrant cities belonging to America’s historic east ... Read More
  • Starts /Ends Atlanta/Boston
  • Operator TrekAmerica
  • Tour Type Group Tour
SavingUS$ 95
From US$ 1,814 8 days View Tour
Next Departures
Aug 16 Only 10 seats left
Jun 27 10+ seats left
Highlights
  • Take a ride with the locals on the oldest subway line in America.
  • Take a turn at candle-pin bowling, New England-style, or find your inner pool shark at a local billiards hall.
  • Taste your way through the culturally diverse delights of East Boston.
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Urban Adventures
Free Cancellation

Boston Bowling & Bites

Enjoy Boston at its finest and join us across the harbor for an East Boston ... Read More
  • Starts /Ends Boston/Boston
  • Operator Urban Adventures
  • Tour Type Group Tour
SaveUS$ 3
From US$ 59 2 hours View Tour
Next Departures
May 26 10+ seats left
May 30 10+ seats left
Highlights
  • Take a ride with the locals on the oldest subway line in America.
  • Take a turn at candle-pin bowling, New England-style, or find your inner pool shark at a local billiards hall.
  • Taste your way through the cultural diversity of East Boston.
Read More
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Urban Adventures
Free Cancellation

Boston Bowling, Bites, & Boat Ride

Enjoy Boston at its finest and join us across the harbor for an East Boston ... Read More
  • Starts /Ends Boston/Boston
  • Operator Urban Adventures
  • Tour Type Group Tour
SaveUS$ 5
From US$ 99 3 hours View Tour
Next Departures
May 26 10+ seats left
May 30 10+ seats left
Highlights
  • Join your local guide for a fun-filled journey on and off Boston’s famous Freedom Trail.
  • Learn the modern impact of Boston’s most iconic historic sights.
  • Explore the inside of some of the sights overlooked by many Boston visitors (and even locals!).
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Urban Adventures
Free Cancellation

Boston History & Highlights

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history ... Read More
  • Starts /Ends Boston/Boston
  • Operator Urban Adventures
  • Tour Type Group Tour
SaveUS$ 2
From US$ 46 2 hours View Tour
Next Departures
May 27 Only 2 seats left
May 29 10+ seats left
Highlights
  • Stroll past some of the most historic locations in Boston’s oldest neighborhood.
  • Join your local guide for a fun-filled journey on and off Boston’s famous Freedom Trail.
  • Learn the modern impact of Boston’s most iconic historic sights.
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Urban Adventures
Free Cancellation

From Food To Freedom Trail

Discover the local side of Boston’s most popular neighborhood, the North End.  Visit ... Read More
  • Starts /Ends Boston/Boston
  • Operator Urban Adventures
  • Tour Type Group Tour
SaveUS$ 5
From US$ 99 5 hours View Tour
Next Departures
May 27 Only 2 seats left
May 29 10+ seats left
No Booking Fees
No extra booking fees are charged.
Showing 1 - 15 of 26 results

Boston Tour Reviews

4.5 - Excellent Based on 22 customer reviews
Excellent Reviewed Tour: Appalachian Trail Hut To Hut
5 - Excellent
“Tough but enjoyable, excellent guides. Not for the unfit or anyone too reliant on home comforts.”
Excellent Reviewed Tour: Appalachian Trail Hut To Hut
5 - Excellent
“Excellent guides, itinerary and accommodation.”
Excellent Reviewed Tour: Appalachian Trail Hut To Hut
5 - Excellent
“The tour itself was excellent. Definitely more difficult hiking than we expected, but a great itinerary (with the exception of the last days mentioned above). The huts were very nice, the food was good and plentiful, and our guides (Dhane/Emily from AMC) were fantastic. The only complaint was the lack of understanding regarding the days at the lodge and access to our luggage, and the lack of clarity as to when the hike was actually over and we could return home.”
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