Boston Itinerary 5 Days

What to Do in Boston in 5 days

Spending 5 days in Boston will help you thoroughly explore the beautiful city. With a number of attractions in store, no day in Boston will be left dull. Below are the attractions that you must include in your 5-day Boston itinerary to have a memorable vacation.

This Plan is Good for You if You Are:

  • Searching for best places to visit in 5 days in Boston
  • Picnic ideas for family and kids for 5 days
  • Looking for accommodation, restaurants and what to do
  • Want to avoid mistakes generally made by tourists in Boston
  • Want a sample Boston itinerary for 5 days
  • Planning a long vacation with family and friends

Best Itineraries for 5 Day Trip to Boston

Recent Itineraries for Boston in 5 Days

Spending 5 days in Boston, Massachusetts? Refer these recently created 5 days 4 nights Boston travel itineraries.

Travel Ideas for Boston Itinerary 5 Days

Presenting visitors with an eclectic mix of history, heritage, and gastronomy, Boston is a fascinating city in Massachusetts. A city that has witnessed the American Revolution, Boston today stands tall as a popular tourist destination in the United States. Romance history, relax amidst natural beauty and shop to your heart’s content in this tourist hub. Go through this Boston Itinerary 5 Days to plan a memorable holiday in this vibrant city.

How to Spend 5 Days in Boston?

The best way to explore Boston in 5 days is to visit the famous attractions in Boston and avoid the crowd whenever possible. This Boston itinerary of 5 days takes you to the landmark spots like Boston Common, The Museum Of Fine Arts, Fenway Park. Along with a mist-trix of must-see attractions, outdoor activities and few family and kids.

Attractions to Visit on Day 1 and 2 in Boston

Freedom Trail:

Boston Freedom trail, perhaps the most popular tourist attraction in Boston, is a 2.5-mile-long red-lined route that takes you around 16 historically significant sites in the city. Presenting you with the perfect opportunity to acquaint yourselves with the rich history of American Revolution, this trail which begins from Boston Common and ends at the Bunker Hill Monument in Charlestown guides you through museums, meetinghouses, churches, and burying grounds.

Address: Freedom Trail, Boston, MA, USA, 2109, United States.

Timings: 24-hrs

Boston Common:

Dating from 1634, Boston Common is the oldest city park in the United States. It is the central public park which is also the starting point of the Boston Freedom Trail. Boston Common has been a stage for free speech and public assembly throughout history. Housing softball fields, the Frog Pond, trees, fountains and statuary, this park is now a recreational spot for locals and tourists alike.

Address: Charles St, Boston, Massachusetts 02108, United States.

Timings: 24-Hrs 

Trinity Church:

Trinity Church located in Copley Square is a parish of the Episcopal Diocese of Massachusetts. Historically considered a Broad-Church parish, the church is an architecturally stunning piece of work. Resting over 4,000 wooden piles that were put to strengthen the foundation of the church, the monument was designed by Henry Hobson Richardson in a Richardsonian Romanesque style.

Address: 206 Clarendon St Boston, MA 02116, United States.

Timings: 09:00 am - 05:00 pm

Ticket Price: 7 USD

Attractions to Visit on Day 3, 4 and 5 in Boston

John F Kennedy Presidential Library and Museum:

John F Kennedy Presidential Library and Museum is not just the official repository for original papers and correspondence of the Kennedy Administration but also the place which exhibits a collection of various artifacts, videos and rare photos of the 35th President of the United States. A visit to this place will give you a glimpse into the various aspects of the personal life and political career of Kennedy.

Address: Columbia Point, Boston, MA 02125, United States.

Timings: 09:00 am - 05:00 pm 

Ticket Price: 14 USD

Samuel Adams Brewery:

If you are interested to know more about alcoholic beverages and especially beer, then you can always plan to visit the Samuel Adams brewery. For the past 30 years, the brewery has been delivering best quality beers. Using modern technology and maintaining the pioneering quality, this brewery produces its popular beers.

Address: 30 Germania St, Boston, MA 02130, USA, United States.

Timings: 10:00 am - 03:00 pm

Boston Duck Tours:

A historical tour in amphibious animal shaped vehicles… this is a kid’s Neverland. Within a couple of hours filled with information and bad jokes told by the "conDUCKtors", the tour will take you around the best landmarks of Boston. 

Address: 4 Copley PI #4155, Boston, MA 02116, United States.

Timings: 08:30 am - 05:00 pm

Ticket Price: 34 USD

Harpoon Brewery:

Harpoon Brewery & Beer Hall is where the beer happens. If you don’t mind that beer belly or beer is your favorite drink, then you’re sure to have a ball at this brewery. 

Address: 306 Northern Ave, Boston, MA 02210, United States.

Timings: 11:00 am - 07:00 pm

Tours and Activities to Include

Traveling like a local without any help from trip planners is good. But here are some organised tours and activities that you must try

Best Hotels in Boston for 5 Day Trip

This is the list of frequently added hotels in past by our travelers to their Boston itinerary 5 days. Check out the hotels that suit you and add them to your trip plan.

With Less Days in Hand

Look out for 2 days or 3 days long weekend holiday ideas.

What Next?

Are you now ready with your Boston bucket list? Create an itinerary to Boston using our Free Trip Planner and check all the attractions off your list.