Boston City Breaks 2024/2025

Glistening skyscrapers soar over cobbled streets and brownstone houses in Boston, the capital of Massachusetts. Located on the East coast of the USA, city breaks to Boston offer everything you could possibly want with the cool city culture, diverse foods, and even beaches!

Boston is one of the oldest cities in America full of both charm and continental flare just like New York. But Boston streets are cobbled, twisting and turning throughout and lined with historic brownstone houses that give it a European cultural charm. It’s almost like Boston has been picked up from Europe and planted on American soil. You can expect plenty of shopping and fine dining and magnificent views from skyscrapers as well as beaches!

Things to do in Boston

The freedom trail is a must when exploring Boston, it’s a fun and interesting way to learn about the city’s history and heritage. Led by 18th Century costumed tourist guides, they’re perfect for family trips and to fully immerse yourself in the city’s culture. You’ll take in museums, churches, meeting houses, and much more as well as the story of the incredible American Revolution. There’s a variety of tours to choose between so there’s something for everyone.

Of course no city break is complete without a shopping spree! Head over to Faneuil Hall Marketplace for all your favourite high street brands and delectable restaurants. However, if a street of designer brands is more your thing then get yourselves to Newbury Street for that boutique feel. Brands like Giorgio Armani, Barbour and Chanel line both sides of the street so make sure to leave room in your suitcase!

Boston is the city of the Red Sox, so you can’t complete a Boston city break without catching a game! Home to the Red Sox for baseball, the Celtics for basketball and the Boston Bruins for ice hockey there’s sure to be a game that’ll grab your attention. Immerse yourself in the buzzing atmosphere to see what Boston is really about.

Boston beaches

Although you may not be thinking about beaches when planning your city break, a Boston city break can combine the city with the beach for a city break with everything! Along the coastline you’ll find plenty of tanning spots with the Atlantic Ocean at your feet. Revere beach is Boston’s longest stretch of sand, over three miles long, and is the oldest public beach in the whole of America!

If you’re happy for a longer journey (around 2 hours) you can pack up a picnic and enjoy a glorious beach day at Cape Cod. Enjoy some traditional lobster rolls and soak up the sun before returning into the city.

Similar USA city breaks

If you know the USA is where you want to adventure then there’s plenty of city break options as well as Boston. Head to the famous Manhattan skyline with our great deals to New York, try some delicious street food in Chicago, or explore the nightclubs and bars in Miami.