Boston Holidays 2025 & 2026 • Browse Popular Itineraries
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Boston Holidays 2025 & 2026 Discover a city brimming with history. Combine with New York or New England

Boston Holidays

Boston is a city steeped in history and culture, with a rich colonial past that played a pivotal role in the founding of the United States. From the cobbled streets of Beacon Hill to the bustling waterfront of the Seaport District, Boston offers a unique blend of old-world charm and modern sophistication.

A holiday to Boston promises something for everyone, whether you’re a history buff looking to explore the iconic Freedom Trail, a foodie eager to sample the city’s world-famous seafood, or a sports fan excited to catch a game at Fenway Park.

Book your holiday to Boston now and discover all that this vibrant city has to offer.

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How Will You Explore Boston?

Choose from the options below to start planning your Boston and New England holiday.

Discover the East of America

Boston to Miami, there’s so much to see in East USA.
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Holidays to Boston 2025 & 2026

Its British settler roots and centuries of inward migration have created a unique European feel to this grand city, with fine buildings and historic monuments around every corner.

Home to Harvard University and with major museums and galleries, there is plenty of culture to keep you occupied.

Things To Do In Boston

  • Walk the famous Freedom Trail
  • Take a tour of Harvard University
  • Stroll the historic streets of Seaport
  • Visit the 200 year old iron-sided ship, USS Constitution
  • See the Boston Tea Party ships and museum
  • Picnic and people watch on Boston Common
  • Join a Boston Historical Cruise around the harbour
  • Search for humpbacks on a Boston whale watching tour
  • Browse in the enormous Boston Public Library
  • Marvel at the magnificent Trinity Church
  • Enjoy the bars and restaurants of trendy South End

Getting There

By Road – New York 227 miles; Niagara Falls 470 miles

By Rail – 4 hours from New York, plus local services around New England

By Air – Direct flights from the UK and most major US cities

Getting Around

Downtown Boston is easy to navigate without a car. It is compact and walkable, has an abundance of taxis and an accessible public transportation system.

Boston day tours and experiences can be booked locally  or before you go.

Plan your holiday

Holidays Designed For You

Discover America your way. Combine a self drive with a city stay or an escorted tour with a cruise.

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