Boston Holidays

The Spirit of America

Boston Holidays
Expect to find
Historical Attractions

Follow the Freedom Trail or visit Old North Church

Parks and Outdoor Spaces

Breathe in the fresh air in Boston Common

Museums

Visit one of the largest art museums in the USA

Overview
Experience Boston

Boston holidays are the perfect blend of big city and historic neighbourhood charm. Even if you’re not a ‘big city’ kind of person, you can’t help but fall in love with its neighbourhoods and glorious open spaces. Every neighbourhood has its own personality and with so much to experience, it’s a great city to visit at any time of year.

Bursting with pride, Boston celebrates its past, while looking to the future. With a thriving arts scene, world famous academic institutions and an unwavering passion for sport, there are always plenty of interesting things to discover in Boston.

Call us to Tailor Make your Boston Holidays

Experience the amazing sights and sounds of Boston. Check out our exciting range of Boston holidays, the possibilities are unlimited!

Call our Personal Travel Planners to book your next Boston break.

Things to do in Boston

Explore Historical Sites

Boston is a city steeped in history, and no visit is complete without walking the Freedom Trail. This 2.5-mile-long path guides visitors through 16 significant historical sites, including the Massachusetts State House, Paul Revere’s House, and the Old North Church, where the famous “One if by land, two if by sea” signal was sent. Each stop offers a glimpse into pivotal moments of the American Revolution, making it a must for history buffs.

Additionally, the Boston Tea Party Ships and Museum provides an immersive experience where you can participate in a reenactment of the Boston Tea Party, throwing tea into the harbour just like the colonists did in 1773.

Discover World-Class Museums

Art and science enthusiasts will find Boston’s museums captivating. The Museum of Fine Arts houses an extensive collection of art from various cultures and periods, from ancient Egyptian artefacts to contemporary pieces.

For a unique blend of art and history, visit the Isabella Stewart Gardner Museum, which showcases a vast array of European, Asian, and American art in a building styled after a Venetian palace. The Museum of Science provides hands-on exhibits, a planetarium, and an IMAX theatre, making it a favourite for families and curious minds.

Enjoy Parks and Outdoor Activities

Boston’s green spaces are perfect for relaxation and recreation. Boston Common, America’s oldest city park, offers expansive lawns, walking paths, and the historic Frog Pond, which becomes an ice-skating rink in the winter. Adjacent to the Common, the Public Garden features beautifully landscaped grounds, the iconic Swan Boats, and a picturesque lagoon.

For a scenic walk or bike ride, head to the Charles River Esplanade, which stretches along the river with stunning views and plenty of spots for picnics. If you’re up for an adventure, take a ferry to the Boston Harbor Islands, where you can hike, camp, and explore historic forts.

Indulge in Shopping and Dining

Boston’s shopping and dining scenes are vibrant and diverse. Quincy Market and Faneuil Hall Marketplace offer a bustling atmosphere with an array of food vendors, restaurants and shops, housed in historic buildings.

For upscale shopping, Newbury Street is lined with chic boutiques, galleries, and cafes set in charming brownstones. The North End, Boston’s Little Italy, is famous for its authentic Italian cuisine. Wander the narrow streets and savour traditional dishes in family-owned restaurants, and don’t miss trying the cannoli at a pastry shop.

Experience the Entertainment

Boston’s entertainment options cater to a wide range of interests. The Theatre District is the place to enjoy Broadway shows, musicals, and performances at venues like the Boston Opera House and the Wang Theatre.

Sports fans can catch a game at Fenway Park, the iconic home of the Boston Red Sox. For live music, head to the House of Blues, a premier venue hosting a variety of artists and bands. Classical music aficionados will appreciate the Boston Symphony Orchestra, renowned for its performances at Symphony Hall.

Staff Tips

  • Angel Chua

    Boston is very easy to walk around, but when your feet get tired make a beeline for the Boston Library on Copley Square. Not only is it incredibly interesting, it's an oasis of calm in this busy city. The Courtyard Café in the central quadrangle is a great place to have lunch or a coffee.

    Angel ChuaPersonal Travel Planner
  • Leah Quinn

    Boston - Check Out the Street Performers at Faneuil Hall Marketplace. You could spend the entire afternoon here.

    Leah QuinnPersonal Travel Planner
  • Claire Somers

    Boston - Chill around Boston Common: Grab a blanket and your sweetie for a relaxing afternoon enjoying the country's oldest public park.

    Claire SomersPersonal Travel Planner
  • Kristin Skinner

    Boston - There are lots of great apps you can download to guide you around the city of Boston with free audio tours, such as the National Park Service (NPS) app with its Freedom Trail audio tour.

    Kristin SkinnerPersonal Travel Planner
  • Amanda O'Brien

    Boston - Catch a free concert or movies at the Hatch Memorial Shell during the highlights of summer in the city.

    Amanda O'BrienPersonal Travel Planner
  • Angel Chua

    Boston - Famous Craft-brew pioneer Samuel Adams offers free tours and tastings at its Jamaica Plain brewery between 12:30 p.m. and 5:30 p.m. Mondays through Fridays. On the weekend, tours begin 11:30 a.m.

    Angel ChuaPersonal Travel Planner
  • Denise Walsh

    Boston - For under $5, the Swan Boats driver paddles passengers around the Public Garden Lagoon for a 15 minute peaceful cruise.

    Denise WalshPersonal Travel Planner

Talk to our team of experts

Travelling to Boston - FAQs

  • When is the best time to visit Boston?

    • The best time to visit Boston is during the spring (April to June) and autumn (September to November). During these periods, the weather is generally mild and pleasant, and the city is vibrant with various events and activities.
  • How many days should I spend in Boston?

    • The ideal duration for a visit to Boston depends on your interests, but a typical trip can range from three to five days. If you have more time to spare, consider combining Boston with another great location for a multi-destination adventure.
  • What is the best way to travel around Boston?

    • Boston is a compact city with an excellent public transportation system, making it easy to get around. Many of Boston’s attractions are within walking distance of each other. The Massachusetts Bay Transportation Authority (MBTA), known as the “T”, operates a network of subway, bus, and commuter rail lines so it’s easy to get to major tourist spots.