Boston Trips & Tours - 2019

308 trips from 19 tour companies with 182 reviews

All Boston tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.5 for all Boston trips.

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4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: Canada, United States, Boston, New York, Niagara Falls, Ottawa, Quebec, Toronto, York
Checking price
$ 3,750
From $ 4,613
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 268 per day
Popular
Highlights
  • City tour in Washington D.C., Ottawa, Quebec City, Montreal, Boston
  • Orientation of New York City, Toronto
  • View the Empire State Building, White House, Lincoln Memorial, Independence Hall
  • Visit Liberty Bell Center, Lancaster County, Corning Museum of Glass, Niagara Falls
More
4.3 | Great | 7 Reviews
 
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Theme:
50 plus
Visits: United States, Boston
Checking price
$ 3,150
From $ 4,253
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 394 per day
Highlights
  • North Falmouth: Join your Travel Director and celebrate the culmination of your tour with wine and classic New England cuisine.
  • Cape Cod: Meet a local farmer and taste the goodness of the all-American cranberry fruit at a working cranberry bog.
  • Dining Summary: 7 Breakfasts (B) and 4 Dinners with wine (DW).
  • New Bedford: With a Local Expert, journey back to the great age of Moby Dick and castaway crews from around the globe, at the engaging New Bedford Whaling Museum.
  • Nantucket Island: Take an excursion to this idyllic island, characterized by cobblestone streets and lighthouses.
  • Boston: The Westin Copley Place is a tranquil haven of classic luxury in the center of the city.
  • Newport: Experience warmth and character at the boutique Hotel Viking, registered with the Historic Hotels of America.
  • Sandwich: Visitors to the boutique Dan'l Webster Inn are treated to the romance of the past, combined with today's conveniences.
  • Harbor View Hotel, Martha's Vineyard. The refined Harbor View Hotel embodies timeless character with modern comforts.
  • Cape Cod: While the views and sunsets are fabulous at the Sea Crest Beach Hotel, so are the facilities and warm hospitality of the staff.
  • Boston: See Boston’s red-brick Freedom Trail come to life as your Travel Director leads you through this historic walking tour.
  • Newport: Get a unique view of this coastal destination from the water aboard a traditional gaff-rigged schooner. Accompanied by a local sailing expert, they’ll show you the key sights in this picturesque setting.
  • Sandwich: There’s something for everyone at the Heritage Museums and Gardens – a fascinating complex of Americana museums, located within a 100-acre garden setting.
  • Martha's Vineyard: Visit Oak Bluffs with its ‘gingerbread cottages’ and tour the island.
  • Cape Cod: Tour the Cape Cod National Seashore. Taste the goodness of Massachusetts’ number one agricultural commodity crop at a cranberry bog.
  • Boston: View the neighbourhoods of Back Bay and North End.
  • Scenic Drives: Travel along Ocean Drive in Newport, Rhode Island. Enjoy the natural beauty of Martha’s Vineyard and Nantucket.
More
4.7 | Excellent | 20 Reviews
By
Tauck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural
Visits: United States, Boston
Checking price
From $ 4,290
$ 536 per day
Highlights
  • TAUCK EXCLUSIVES - Filmed vignettes by filmmakers Ken Burns & Dayton Duncan
  • and visit to Ken Burns's private studio in New Hampshire; visit to the Norman Rockwell Museum in Stockbridge; interactive 'New Hampshire Maple Experience'; guided tour of Boston's Fenway Park and tasting tour of Boston Public Market; private tour of Hancock Shaker Village in Pittsfield; visit to Vermont's Billings Farm and Museum
More
4.5 | Great | 30 Reviews
By
Road Scholar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
50 plus, Cultural, Education / Learning
Visits: United States, Boston
Checking price
$ 1,249
From $ 1,619
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 208 per day
Highlights
  • Explore with experts the Boston Massacre site, the Granary Burying Ground, the Old South Meeting House and the Old State House
  • Visit Paul Revere’s home in Boston’s historic North End neighborhood, and climb the bell tower at the Old North Church
  • Relive the first days of the Revolution at Old North Bridge, along the path from Lexington to Concord
More
4.3 | Great | 7 Reviews
 
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Theme:
50 plus
Visits: United States, Boston
Checking price
$ 2,895
From $ 3,908
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 362 per day
Highlights
  • Bennington: Taste fresh cider at the Apple Barn and Country Bake Shop.
  • Stowe: At your Highlight Dinner, taste the product of artisan brewers during a three-course meal.
  • Waterbury: Learn the secrets behind the most famous ice cream in America and sample delicious flavours at Ben and Jerry's Ice Cream Factory.
  • Montpelier: Visit Morse Farm Maple Sugarworks and taste a Vermont tradition: ‘sugar on snow’.
  • Portland: Toast to your fond travel memories over a Celebration Dinner at one of Portland's renowned restaurants.
  • Dining Summary: 7 Breakfasts (B) and 5 Dinners with wine (DW).
  • Boston: Located in the heart of downtown, the Hyatt Regency Boston is just steps away from some of the city's most famous sites.
  • Williamstown: The Orchards Hotel is an oasis of quiet charm and set against the backdrop of the magnificent Berkshire Mountains.
  • Stowe: Enjoy a stay at the European-style Trapp Family Lodge, owned by the family who inspired 'The Sound of Music'.
  • North Conway: The White Mountain Hotel and Resort is a warm and comfortable retreat with a breathtakingly beautiful setting and scenic mountain views.
  • Portland: The Westin Portland Harborview brings the best of downtown Portland to your doorstep.
  • Boston: Follow part of the red-brick Freedom Trail that brings to life the story of the American Revolution.
  • Stockbridge: Visit the Norman Rockwell Museum, a wonderful snapshot of Americana, built to showcase the amazing artwork produced during his long career.
  • Woodstock: Explore one of the finest operating dairy farms in America and also a museum of Vermont’s rural past at the Billings Farm and Museum.
  • Franconia Notch: Enjoy superb panoramic views onboard the aerial tramway.
  • Quechee Gorge: Stop for fall foliage picture-taking at the Silver Cascade Waterfall and Bretton Woods.
  • White Mountains: Travel through Crawford Notch. Enjoy views of Mount Washington.
  • Kennebunkport: Drive along Ocean Drive. See the homes of the rich and famous, including the summer retreat of former President George H.W. Bush. Browse in the galleries and shops.
  • Woodstock: See the famous covered bridge.
More
Award Winning Travel Featured In:
5.0 | Excellent | 12 Reviews
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Strenuous
Strenuous Physical Level Full day hiking or trekking over medium to long distances. Moderate expectation of physical fitness.
Theme:
Cycling & Biking
Visits: United States, Boston
Checking price
$ 2,845
From $ 3,841
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 474 per day
Highlights
  • Visit the expansive and beautiful Cape Cod National Seashore.
  • Enjoy a harbor cruise to view hundreds of seals in Chatham Harbor.
  • Ride along the most scenic sections of the Cape Cod Rail Trail.
  • Join a whale watch from Provincetown to nearby Stellwagen Bank.
  • Explore unique shops and galleries in Provincetown.
  • Unwind in luxury lodging in Cape Cod's top inns and resorts.
  • Group transfer from Boston's Marriott Long Wharf at tour start. Group ferry transfer to Boston at tour end.
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Cultural
Visits: United States, Boston, New York, Philadelphia, Washington, York
Checking price
$ 2,599
From $ 2,799
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 325 per day
Highlights
  • Explore the us via rail
  • Walk the freedom trail with a history expert
  • Enjoy a nyc photo walk with a photographer
  • Visit the national geographic headquarters for a tour
More
4.7 | Excellent | 27 Reviews
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Nature & Wildlife, National Parks, Cultural
Visits: United States, Boston, Portland, Rhodes
Checking price
From $ 1,195
$ 137 per day
Highlights
  • Visit the historic whaling town of Edgartown
  • Enjoy the sailing to Rhode Island
  • Visit the Norman Rockwell Museum.
  • Visit Portland’s waterfront.
More
4.6 | Excellent | 50 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural, Singles Travel
Visits: Canada, United States, Boston, Montreal, Quebec, Toronto
Checking price
$ 1,239
From $ 1,449
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 155 per day
Highlights
  • Driving tour of Boston
  • Walking tour of Toronto
More
4.5 | Great | 30 Reviews
By
Road Scholar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Very Easy
Very Easy Physical Level Minimal walking. Motor vehicles for all major parts of trip. Wheelchair friendly (check for individual trips). Most cruises.
Theme:
50 plus, Cultural
Visits: United States, Boston
Checking price
$ 1,089
From $ 1,268
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 156 per day
Highlights
  • In the heart of the picturesque Berkshire foothills, learn hands-on techniques from a professional artist
  • Savor the culinary delights of the Snow Farm kitchen as you enjoy meals prepared with organic and natural foods, topped off with delicious homemade breads and desserts
  • Studio explorations at the beginning and end of the week offer an exciting look at the progress of student artists who are participating in other workshops
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: Canada, United States, Boston, New York, Niagara Falls, Ottawa, Quebec, Toronto, York
Checking price
$ 3,750
From $ 4,613
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 268 per day
Popular
Highlights
  • City tour in Washington D.C., Ottawa, Quebec City, Montreal, Boston
  • Orientation of New York City, Toronto
  • View the Empire State Building, White House, Lincoln Memorial, Independence Hall
  • Visit Liberty Bell Center, Lancaster County, Corning Museum of Glass, Niagara Falls
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Education / Learning
Visits: Canada, United States, Boston, Montreal, Niagara Falls, Nova Scotia, Ottawa, Quebec, Toronto
Checking price
$ 3,720
From $ 4,576
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 233 per day
Highlights
  • Orientation of Toronto, Kingston, Ottawa
  • Visit CN Tower, Niagara Falls, Parc Omega Safari Park, Quebec City, Montreal
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: United States, Boston
Checking price
$ 2,650
From $ 3,260
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 294 per day
Highlights
  • City Tour in Boston
  • Scenic Drive along the Mohawk Trail, Kancamagus Highway
  • View Lexington and Concord where the first shots of the American Revolution were fired
  • Visit Woodstock, Ben and Jerry's Ice Cream Factory, Acadia National Park
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Education / Learning
Visits: Canada, United States, Boston, Montreal, Niagara Falls, Nova Scotia, Ottawa, Quebec, Toronto
Checking price
$ 3,990
From $ 4,908
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 249 per day
Highlights
  • Orientation of Toronto, Kingston, Ottawa
  • Visit CN Tower, Niagara Falls, Parc Omega Safari Park, Quebec City, Montreal
More
4.7 | Excellent | 34 Reviews
By
Collette
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Cultural
Visits: United States, Boston
Checking price
From $ 2,949
$ 369 per day
Highlights
  • Enjoy a true taste of New England at a dinner featuring succulent fresh lobster.
  • At Ben & Jerry's Ice Cream Factory, learn about their ice cream and sample the sweet treat.
  • Savor dinner at a favorite local restaurant in Boston.
  • Watch apples transform into cider the old-fashioned way.
  • Tour a farm and learn about maple sugaring in the region.
  • Explore the Rocks Estate, home to the North Country Conservation & Education Center.
  • Enjoy a locally guided tour of Boston featuring its famed Faneuil Hall Marketplace.
  • Spend two nights in the quaint New England town of Stowe.
  • Embark on a cruise of stunning Lake Winnipesaukee.
More
Want a completely
customized trip?
Custom Trip Expert
Stride will match you with a local travel expert who will plan a tailor-made itinerary for you.
4.7 | Excellent | 34 Reviews
By
Collette
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural
Visits: United States, Boston, Portsmouth
Checking price
From $ 2,569
$ 321 per day
Highlights
  • Savor a private dinner overlooking the beautiful mountain ranges.
  • Enjoy a true taste of New England during dinner featuring – lobster!
  • Explore the impressive Hildene House and the estate’s vintage Pullman car.
  • Discover Vermont’s long-standing farming culture at Billings Farm and Museum.
  • S
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Education / Learning
Visits: Canada, United States, Boston, Montreal, Niagara Falls, Nova Scotia, Ottawa, Quebec, Toronto
Checking price
$ 5,190
From $ 6,384
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 324 per day
Highlights
  • Orientation of Toronto, Kingston, Ottawa
  • Visit CN Tower, Niagara Falls, Parc Omega Safari Park, Quebec City, Montreal
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: England, United States, Boston
Checking price
$ 1,725
From $ 2,329
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 173 per day
Highlights
  • Boston
  • Burlington
  • Cape Cod
  • Montpelier
  • North Conway
  • Portsmouth
  • Woodstock
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: Canada, United States, Boston, Montreal, Nova Scotia, Ottawa, Prince Edward Island, Quebec, Toronto
Checking price
$ 3,905
From $ 5,272
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 260 per day
Highlights
  • Kingston
  • Montreal
  • Niagara Falls
  • Ottawa
  • Quebec City
  • Toronto
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: England, United States, Boston
Checking price
$ 2,000
From $ 2,700
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 200 per day
Highlights
  • Boston
  • Burlington
  • Cape Cod
  • Montpelier
  • North Conway
  • Portsmouth
  • Woodstock
More

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