0%
Boston Holidays & Tours

Boston Holidays & Tours

newsletter signup
TF's Bulletin

Sign up for TF's Special Offers & Travel Articles

The Middle East Africa New Zealand and the Pacific South and Central America South East Asia Australia India and Sri Lanka USA Islands of the Caribbean
Order a Brochure

For inspiration on how to include any of these destinations in a tailormade holiday order your copy of Trailfinders brochure.

Speak to a Travel Expert
Speak to an Expert

Find the best value holidays quicker with the best trained, most widely travelled consultants in the business.

Our Holidays & Tours In Boston


New England's Fall Foliage - Insight
Duration: 8 days / 7 nights
  • Style: Guided Group Journey
€5,125
per person (based on 2 adults sharing)
Highlights:
  • Walking tour along the historic Freedom Trail
  • Spectacular fall foliage photo stops
  • Ride the Gondola SkyRide at Loon Mountain
  • Visit the most photographed lighthouse in the USA, Portland Head Light
  • Admire the expansive views across Mount Washington
  • Explore the Norman Rockwell Museum or take a guided tour of Chesterwood
Autumn Colours
Duration: 9 days / 8 nights
  • Style: Guided Group Journey
€3,510
per person (based on 2 adults sharing)
Highlights:
  • Discover the spectacular fall colours of New England
  • Explore the Freedom Trail of Boston
  • Drive the scenic Mohawk Trail and Kancamagus Highway
  • Explore Acadia National Park
Best of Eastern USA by Rail
Duration: 15 days / 14 nights
  • Style: Rail
  • Location: Washington DC
€1,745
Highlights:
  • Washington DC’s mighty monuments & memorials
  • See the Liberty Bell in vibrant Philadelphia
  • New York’s spectacular skyline
  • Walk Boston’s historic Freedom Trail
Best of New England
Duration: 16 days / 15 nights
  • Style: Fly Drive Holiday
€2,769
per person (based on 2 adults sharing)
Highlights:
  • Handsome & historic Boston
  • Majestic mountain scenery
  • Beaches & lighthouses of delightful Cape Cod
  • Newport’s opulent Gilded Age mansions
Boston City Break
Duration: 5 days / 4 nights
  • Style: City Break
€365
per person (based on 2 adults sharing)
Highlights:
  • Historic architecture & cobbled streets
  • Learn about the American Revolution along the Freedom Trail
  • Dine on sensational seafood
  • Get your bearings on an Old Trolley Bus Tour
  • Set sail on a whale watching trip
Boston History & Highlights
Duration: 2 hours
  • Style: Unmissable Experience
Please contact us

Call for latest price and offers.
Highlights:
  • Freedom Trail
  • Beacon Hill
  • Boston Harbour
Boston Old Town Trolley Tour
Duration: Attraction Ticket
  • Style: Attraction Tickets
Please contact us

Call for latest price and offers.
Highlights:
  • Experience historic Boston on the famous Trolleys
  • Hop-on-hop-off at any of the numerous stops
Boston to Montreal - Exploring the Great Outdoors
Duration: 12 days / 11 nights
  • Style: Fly Drive Holiday
€2,355
per person (based on 2 adults sharing)
Highlights:
  • Two countries and two diverse cities
  • Pretty New England towns
  • Year-round activities
  • Spectacular scenery during all seasons
Boston & The Big Apple
Duration: 10 days / 9 nights
  • Style: Rail
€1,549
Highlights:
  • Ride the rails between 4 of Eastern USA's iconic cities
  • Explore the historic sights of Boston
  • Party in the city that never sleeps, NYC
  • Sing along to the Hamilton soundtrack in the birthplace of American history, Philadelphia
  • Visit the famous sights of the nation's capital, Washington DC
Boston, Cape Cod and the Islands
Duration: 8 days / 7 nights
  • Style: Guided Group Journey
€4,895
per person (based on 2 adults sharing)
Highlights:
  • Explore Boston’s Freedom Trail
  • Visit the earliest settlement, Plymouth
  • Wander around the tranquil shores of Martha’s Vineyard
  • Discover idyllic Nantucket Island compete with cobblestone streets and historic buildings
Classic New England & The Adirondacks - Motorhome Holiday
Duration: 15 days / 14 nights
  • Style: Motorhome
€1,435
per person (based on 2 adults sharing)
Highlights:
  • Explore Acadia National Park
  • Hike the trails at Lake Placid
  • Enjoy the beaches of Cape Cod
Fall Colours of New England
Duration: 10 days / 9 nights
  • Style: Guided Group Journey
€2,745
per person (based on 2 adults sharing)
Highlights:
  • Learn Boston's rich history
  • See the capitol building, the Vermont State House
  • Visit the pristine sandy beaches of the Cape Cod
  • Visit the Morse Farm Maple Sugarworks and enjoy their 100% pure maple syrup
  • Enjoy the beautiful fall foliage of New England
Lakes & Mountains Outdoor Adventure
Duration: 15 days / 14 nights
  • Style: Fly Drive Holiday
€2,699
per person (based on 2 adults sharing)
Highlights:
  • Explore Lake Placid & the remarkable Adirondacks
  • Discover the stunning White Mountains of New Hampshire
  • Swim and kayak in pristine lakes
  • Go hiking and biking amongst magnificent mountain scenery
Lobsters & Lighthouses of Massachusetts & Maine
Duration: 15 days / 14 nights
  • Style: Fly Drive Holiday
€3,035
per person (based on 2 adults sharing)
Highlights:
  • Go hiking in stunning Acadia National Park
  • Dine on lobsters, oysters & clam chowder
  • Admire the lighthouses that dot the rugged coastline
  • Visit charming Cape Cod & idyllic Martha’s Vineyard
Maritime New England & New York
Duration: 14 days / 13 nights
  • Style: Fly Drive Holiday
€3,915
per person (based on 2 adults sharing)
Highlights:
  • Boston
  • Cape Cod
  • Newport
  • Southampton
  • New York
New England's Autumn Colours
Duration: 14 days / 13 nights
  • Style: Fly Drive Holiday
€3,645
per person (based on 2 adults sharing)
Highlights:
  • Go ‘leaf-peeping’ to see spectacular Autumn foliage
  • Drive the scenic Kancamagus Highway
  • Quintessential covered bridges, red barns & white-steepled churches
  • See mighty Mount Washington
Unique & Boutique Massachusetts
Duration: 12 days / 11 nights
  • Style: Fly Drive Holiday
€2,565
per person (based on 2 adults sharing)
Highlights:
  • Boston
  • The Berkshires
  • Martha's Vineyard
  • Seafood
United Tastes of America
Duration: 16 days / 15 nights
  • Style: Multi Centre Holiday
€1,936
per person (based on 2 adults sharing)
Highlights:
  • Boston
  • New York
  • New Orleans
  • San Francisco
  • Napa Valley & Sonoma Wine Country
  • San Diego


Your travel plans on the go

Viewtrail phone example
  • View your up-to-date travel plans
  • Book online & manage your account
  • Flight details including baggage & seating
  • Update your contact information
  • Check visa & travel health requirements
  • Access to E-Vouchers
  • Trip Hub
Watch ViewTrail in Action viewtrail
ViewTrail - Your travel plans on the go

Additional Features in the App:

  • 365/24/7 emergency contact quick links
  • Location related features
  • Offline access to your travel plans

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

Order a Brochure

Our full range of 2024 - brochures and the latest edition of the Trailfinder magazine are out now - get ahead of the rest and start planning your next escape.

Order Now
Get In Touch
Contact Us
ie.tours.menu.usa.eastern-usa.boston