New England Tours from Boston
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10 best New England tours from Boston
Compiled by

MelissaBoston travel expert at TourRadar
Cape Cod & the Islands
180 Reviews by TourRadar travelers“It was great meeting them & we had a wonderful time.”
Butchie, traveled in August
Starting in Boston with Freedom Trail, the tour heads to Plymouth's historic sites. Hyannis serves as base for ferry trips to Martha's Vineyard and Nantucket. The final leg includes Newport's mansions before returning to Boston, covering 250 miles of New England's coast.
Duration 8 days Destinations Boston, Plymouth, Hyannis, Martha's Vineyard Island, Cape Cod, Nantucket, Newport Age Range up to 80 year olds Operator Globus From $7,849
6% Off- NZ$7,349You save $500
The tour leaves Boston's historic center, heading through Portland's Old Port district and Bar Harbor's coastal charm. The route takes in White Mountains via Kancamagus Highway before visiting Newport's mansions. The final leg passes Plymouth Rock back to Boston.
Duration 10 days Destinations Boston, Kennebunkport, Portland, Acadia National Park, Bar Harbor, Bretton Woods, Newport, Cape Cod, Plymouth Age Range 21 to 75 year olds Operator Travel Talk From $7,630
40% Off- NZ$4,578You save $3,052
The route winds from Boston's Freedom Trail through Kennebunkport's coastal charm and White Mountains' peaks via motor-coach. A visit to Stowe's Trapp Family Lodge follows, continuing to Martha's Vineyard's shores and Newport's mansions before returning to Boston.
Duration 9 days Destinations Boston, Kennebunkport, North Conway, Stowe, Pittsfield, Hartford, Providence, Martha's Vineyard Island, Newport Age Range 12 to 99 year olds Operator Tours of Distinction From
40% Off- NZ$5,349
Duration 6 days Destinations Boston, Providence, Martha's Vineyard Island, Newport, Mystic Age Range 18 to 99 year olds Operator Tours of Distinction From
40% Off- NZ$3,986
A circular route from Boston's Faneuil Hall showcases New England's highlights. Stops include Salem's historic sites, Portland's revitalized waterfront, and Acadia National Park before returning via Cape Cod's coastal routes to Boston, covering approximately 1,600 scenic miles.
Duration 15 days Destinations Boston, Portland, Kennebunkport, Bar Harbor, Newport, Cape Cod, Hyannis, North Falmouth Age Range up to 99 year olds Operator DERTOUR From
40% Off- NZ$2,942
From Boston's Holiday Inn Bunker Hill, the route passes through Portland's historic port and Bar Harbor's Acadia National Park. The tour crosses White and Green Mountains before visiting Newport's mansions and Cape Cod's 64-mile coastline, returning via Plimoth Plantation.
Duration 15 days Destinations Boston, Portland, Kennebunkport, Bar Harbor, Rutland, Newport, Cape Cod, Hyannis, North Falmouth Age Range up to 99 year olds Operated in Only: German Operator MEIERS WELTREISEN From
40% Off- NZ$2,942
Duration 12 days Destinations Boston, Kennebunkport, Portland, Portsmouth, Bar Harbor, Newport, Cape Cod, Provincetown, Plymouth, New York City Age Range 7 to 99 year olds Operated in Only: German Operator DERTOUR From
40% Off- NZ$4,974
From Holiday Inn Boston-Cambridge, this route covers New England's finest over 1,400 km. The path leads through Portsmouth's historic district, Acadia National Park's rugged coast, and White Mountains' scenic beauty before returning to Boston.
Duration 10 days Destinations Boston, Kennebunkport, Portland, Portsmouth, Bar Harbor, Newport, Cape Cod, Provincetown, Plymouth Age Range 7 to 99 year olds Operated in Only: German Operator DERTOUR From
40% Off- NZ$3,806
Autumn Colours
8 Reviews by TourRadar travelers“Very good travel destinations, great director that knew how to get his travelers engaged.”
James, traveled in October
From Boston's historic district, the route leads through Vermont's Green Mountains to Burlington's Church Street Marketplace. The path continues to White Mountain National Forest's Diana's Baths before reaching Bar Harbor's Acadia National Park, then returns to Boston.
Duration 9 days Destinations Boston, Burlington, North Conway, Bar Harbor, Acadia National Park, Kennebunkport, Rockport, MA Age Range up to 99 year olds Operator Trafalgar From $8,350
12% Off- NZ$7,348You save $1,002
New England's Fall Foliage (Classic)
14 Reviews by TourRadar travelers“Accommodations was spot on.. I would recommend this tour to all.”
Aaron, traveled in October
This route from Boston's Freedom Trail features New England's finest including Stowe's Trapp Family Lodge, Morse Farm Maple Sugarworks in Montpelier, and Portland Head Lighthouse. The path winds through Crawford Notch and Kancamagus Highway before returning to Boston, covering 12 destinations in 8 days.
Duration 8 days Destinations Boston, Saratoga Springs, Stockbridge, Lincoln, New York City, Stowe, Waterbury, North Conway, Conway, MontpelierSee all destinations Age Range up to 99 year olds Operator Insight Vacations From $8,975
10% Off- NZ$8,078You save $898
What people love about New England Tours from Boston
- Cape Cod & the Islands
Excellent - it was a great trip
- New England's Fall Foliage (Classic)
It was okay. Wished we did not spend so much time on the bus.The sights were great. Izmir great. The stone houses amazing.
What our customers ask about New England Tours from Boston
What are the most popular attractions covered on day one in Boston?
Day one in Boston focuses on essential American history sites along the Freedom Trail including Boston Common, Faneuil Hall Marketplace and the historic Beacon Hill area. The route takes visitors through Revolutionary War landmarks such as the Old State House and Paul Revere House. Most tours use well-located hotels like the Westin Copley Place or Hyatt Regency Downtown as their base. A TourRadar traveler noted: "Starting in Boston was perfect - our guide took us along the Freedom Trail and really brought the revolutionary history to life."
What is the best time of year for Boston, New England tours?
Fall months between September and October draw the largest crowds with temperatures ranging from 60-70°F colorful foliage and local harvest celebrations. Spring tours in May and June offer pleasant weather and flowering gardens while summer brings ideal conditions for coastal activities. According to one TourRadar review: "We went in early October and the fall colors in New Hampshire and Vermont were absolutely spectacular - perfect timing!"
What type of accommodations can I expect when starting in Boston?
Boston tour accommodations center on 3-4 star hotels in prime locations. Popular choices include the Westin Copley Place in Back Bay and the Hyatt Regency near downtown. As the tour continues properties like the Harbor View Hotel on Martha's Vineyard and Newport Harbor Hotel provide comfortable bases. A TourRadar traveler noted: "The Westin Copley Place was an excellent starting point - walking distance to major sites and surrounded by great restaurants."
How much free time is typically available in Boston at the start of the tour?
The first day usually combines a guided half-day tour with 3-4 hours of independent exploration time. This schedule lets visitors discover spots like Faneuil Hall Marketplace explore the Italian restaurants of the North End or browse shops along Newbury Street. From a TourRadar review: "Having free time our first afternoon in Boston was great - we explored the North End and had an amazing Italian dinner."
What transportation options are provided from Boston Logan Airport to the start hotels?
While most tours don't include airport transfers the start hotels connect to Logan Airport through hotel shuttles taxis or rideshare services with typical journey times of 15-20 minutes. Select operators like Insight Vacations offer private transfer options. A TourRadar reviewer shared: "We easily grabbed a taxi from Logan to our hotel in Back Bay - quick 20-minute ride that cost about $40."
What dining experiences are included on the first days in Boston?
The first evening typically features a welcome dinner at local establishments serving New England classics like fresh seafood clam chowder and lobster. Hotel breakfast is included on some tours. As one TourRadar traveler reported: "Our welcome dinner at Union Oyster House was fantastic - got to try classic Boston seafood while getting to know our fellow travelers."
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