Boston harbour
Boston in the autumn
Sailing along Charles River, Boston
Downtown Boston skyline

Boston holidays - Iconic, historic and charismatic

Famous as a symbol of American freedom, academic institutions and cultural intrigue, Boston is one of the USA’s most iconic and impressive cities. This is a leafy and progressive place with an almost bohemian attitude thanks to the multitude of museums, galleries and film festivals drawing the creative and the hip.

Why American Sky?
Your money is safe We safeguard your money with IAA protection and have membership to codes of best conduct.
Why American Sky?
Award WinningExcellence in customer service
Award Winning Excellence in customer service Awarded 2024 Feefo Platinum Trusted Service Award for Tropical Sky's excellence in customer service.
Why American Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond to emails quickly.
Why American Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.
Boston Quick facts
Flying Time: 6 hrs 30 mins

A classic New England destination with sports, food and culture galore

New England and particularly Boston in the fall is a classic holiday where people want to enjoy the beauty of the fall foliage. Boston is the gateway and heart of New England and it can make a perfect base to explore this stunning region. We’ve got a range of great self-drive holidays and escorted tours that can really take the hassle out of your adventure here.

Sport is big here with a number of legendary teams competing in America’s major league sports. Perhaps most famous is the Boston Red Sox baseball club and if you get the opportunity to catch a game at Fenway Park, you won’t be disappointed.

If you think you’d also like to spend some time in New York, Boston holidays offer the perfect opportunity to take advantage of the proximity of the two cities; it only takes around three-and-a-half hours to drive between the two, and flights take around an hour.

Why visit Boston?

  • It serves as the perfect base to get around and see the best of New England – and when it comes to fly drive holidays, New England might be America’s ultimate destination
  • It’s a true cultural powerhouse with a huge range of museums and art galleries (be sure to visit the Institute of Contemporary Art)
  • You simply have to experience the region’s famous fall scenery and as Boston has so many parks and green areas you can experience the beauty of the leaves without leaving the confines of the city
  • See some of America’s most legendary sporting teams; the Boston Red Sox, the New England Patriots, the Boston Bruins and the Boston Celtics all play within the Greater Boston area
  • Shopping is a treat here – alongside the fashion boutiques, famous-name brands, an outlet mall and speciality shops, you’ll find just about everything. Massachusetts is also tax free on clothes and shoes up to $175
Boston Quick facts
Flying Time: 6 hrs 30 mins

Recommended holidays

Katie Guy
Call our travel experts now
01 6649900 Call us 9am-7pm Mon-Fri / 9am-5pm Sat-Sun