The Perfect Boston Day

Written By Savannah Bucklin

Sometimes we all just need a day trip. This guide will tell you everything you need to know about getting there, things to do, and the hidden gems of Boston.

Getting to Boston

Parking is slim in Boston and always being hunted for. I recommend parking in a centrally located garage like the Boston Common Garage for a day trip. Parking can be booked ahead of time if needed, as it does sell out for major events in the city. Another option is taking the Amtrak trains into North or South Station. The train into North Station goes from Brunswick, ME, via the Downeaster train, hitting many towns throughout southeastern New Hampshire and eastern Massachusetts. Meanwhile, the train that arrives at South Station is America's only high-speed train, called the Acela. It reaches from Washington, D.C., to Boston in as little as 7 hours, getting you there by lunchtime.

Transportation

Once you’ve arrived in the city, getting around is easy. For the first-time visitor, I would recommend taking an Uber. They are everywhere, fast, and simple. The other option is the T (the subway). While it might look scary and complicated, it is the cheapest way to get around aside from walking. Stations can be found all over the city and usually have MBTA staff who can answer any questions for you.

Pro tip: The MBTA website has a route trip planner that can give you a detailed, step-by-step map from your current location to your next destination, taking the long map-staring out of the process.

Things to Do

This is the fun part! Here is a list of must-do day trip things, from free to paid experiences.

  • Take a walk through Boston Common - Free - 45 min

  • Walk the Freedom Trail - Free - 2–3 hours

  • Explore and shop Newbury St. - Free to $$ - 1 hour

  • Take a tour of Fenway Park - $30 - 1 hour

  • Gaze around the Isabella Stewart Gardner Museum - $25 - 1.5 hours

  • Grab a seat, have a snack, and shop at Faneuil Hall - Free to $ - 1 hour

  • See the New England Aquarium - $40 - 2 hours

  • Find local shops in the North End - Free to $$ - 1 hour

For a day trip, choose 3-4 of these for a packed day.

Where to Eat

Boston has lots of options for great food. For a day trip, these are what I would recommend to a first-time visitor.

Breakfast - The Friendly Toast

A classic brunch place with a twist.

Lunch - Dino's

An authentic Italian North End sandwich shop with large portions and indoor seating.

Dinner - Union Oyster House

A historic dinner spot visited by many famous people. See JFK's booth!

Dessert - Bova's Bakery

A 100-year-old, 24/7 bakery with famous cannoli, lobster tails, and tiramisu.

Savannah Bucklin