One Day in Boston, a walking tour of Boston landmarks

Walking Tour of Boston including a visit to the USS Constitution, old Ironsides
Image by skeeze from Pixabay

As a Bostonian I can’t really encourage you to spend JUST ONE DAY in Boston, but if that’s the time you have, then make the most of it! Boston boasts history, culture, great food, and gorgeous gardens. We’ve put together a walking tour of Boston landmarks to help you get the most from your day.

Boston is a walking city and that’s how you’ll best enjoy it. That being said…

Buy a CharlieTicket or Card – you’ll use this pass for the subway (the T), buses, and the Charlestown Ferry. 

Long Wharf and the Waterfront

Begin the day early. Grab a coffee from Dunkin Donuts and head to Long Wharf where you can catch the MBTA ferry to the Charlestown Navy Yard. For a minimum fare you sail through the inner harbor, enjoying views of Boston from the water. Disembark the ferry a short walk from the USS Constitution, “Old Ironsides”, the oldest commissioned warship afloat in the world. Enjoy this national treasure before catching the ferry back to Long Wharf.

The USS Constitution was launched in 1797, but earned its nickname during the War of 1812 when sailors noted cannonballs bouncing off her wooden hull. Entrance to the ship is free, but not handicapped accessible. 

If not interested in the navy yard, you can stay on the ferry for a round trip tour of the harbor. A cheap harbor tour! Many people who work in Boston take lunch on the ferry for a peaceful break in the day.

Return on the ferry to Long Wharf. You could spend your whole day in this area. The New England Aquarium is here as are some of Boston’s best restaurants. But we suggest you walk across the street (the Greenway) to Quincy Market, a tourist’s dream of shopping, food, and street entertainers.

If you’re visiting with children, you might want to take a spin on the Greenway carousel before enjoying Quincy Market.

History buffs should focus on Faneuil Hall, the site where the seeds for the American Revolution were planted. (note the grasshopper weathervane atop Faneuil Hall. The question – ‘what’s on top of Faneuil Hall?’ was used to identify spies during the war of 1812)

Faneuil Hall and Quincy Market on a walking tour of Boston landmarks
Image by David Mark from Pixabay

When you’ve had enough of the tourist scene, use your MBTA pass to jump on the subway. You can walk up the stairs to Government Center T station, or take the Blue line to Government Center.  Transfer to any of the Green line Outbound trains.

what to do in Boston - everyone should visit the Public Gardens

Copley Square to the Public Garden

Get off at Copley station to enjoy Copley Square, home of the Boston Public Library, the first free library in the US, and the Romanesque Trinity Church.

Head one block north to Newbury Street, Boston’s high-end shopping street. There are lots of excellent cafés where you can people watch while you eat. Newbury street ends at the Public Garden.

Turn left to enter the garden across from Commonwealth Avenue. Before entering the Garden, take a moment to look down Commonwealth Avenue, the broad avenue of stately brownstones, noting that this area, the Back Bay, is filled land. The land, originally a tidal bay, was built up by razing most of the original five hills of Boston.

Now enter the Public Garden. Here you are greeted by the magnificent statue of George Washington on horseback, designed and built by Thomas Ball, a sculptor from Charlestown.

If time is tight, or you’re not much on walking, get off at the Arlington T stop. This brings you to the corner of the Public Garden. You can enter the garden diagonally from the station, but I suggest you walk up a few blocks to enter across from Commonwealth Ave.

Stroll through the Public Garden, enjoying the gorgeous flowers and massive shade tress. If you’ve time, take a ride on Boston’s famous Swanboats. Follow the children from the boats to the duckling statues, Robert McCloskey’s Make Way for Ducklings, immortalized forever by sculptor Nancy Schön.

This is the time for you Cheers fans to make a stop at the Cheers bar at 84 Beacon St.

Take a break from your walking tour to stroll Beacon Hill
Photo by Tiffany Chan on Unsplash

Everyone else, will cross the street to the Common. There isn’t too much to see in the Common so I’d suggest walking along Beacon Street towards the State House. You are ascending Beacon Hill, the last of Boston’s hills. This neighborhood is still the most prestigious in town. To your right, on the Common, you can see the Frog Pond, where kids splash in the summer and skate in the winter.

When you reach the State house, take a minute to reflect on the Robert Gould Shaw and Massachusetts 54th Regiment Memorial. The Massachusetts 54th was among the first regiments of African Americans allowed to fight in the Civil War.

A walking tour of Boston including a stop at Robert Gould Shaw and the MA 54th Regiment memorial,

Turn right and follow the park downhill to the Corner of Tremont and Park. Here you’ll find the narrow red brick line for Boston’s Freedom Trail, the original walking tour of Boston landmarks. Follow the trail past:

  • Park Street Church
  • Granary Burial Ground (find Mother Goose’s headstone!),
  • Kings Chapel, established in 1686 as the first Anglican church in New England
  • Old State House, and next to this
  • Boston Massacre site marker, commemorating the 1770 conflict where five people were killed by British troops

You will arrive back at Faneuil Hall and Quincy Market, close to where we started the day. Break for ice cream or a lobster roll.

The North End – an optional extension to our Walking Tour of Boston

The Freedom Trail continues into the North End. 

Still not tired? Tour Paul Revere’s house, the Old North Church and climb to the top of Copp’s Hill where you’ll see the historic burial ground AND the narrowest house in Boston.

For most of us, that’s more than enough touring for one day so head to any of the fabulous restaurants in the North End. Our favorite is Mamma Maria’s, right next to the Revere house. Pick up a pastry at Mike’s before calling it a day.

A Walking Tour of Boston Landmarks


If someone in your party isn’t able to walk this tour, we recommend Old Town Trolley Hop On Hop Off tours.

We hope you have enjoyed this walking tour of Boston Landmarks, and hope it encourages you to return to Boston for a more in-depth tour!

Recommended Reading

NONFICTION Bunker Hill: a city, a siege, a revolution by Nathaniel Philbrick
The bestselling author of In the Heart of the Sea, Valiant Ambition, and In the Hurricane’s Eye tells the story of the Boston battle that ignited the American Revolution, in this “masterpiece of narrative and perspective.” –Boston Globe
CHILDRENS Make Way for Ducklings by Robert McCloskey
The children’s classic of mallards in Boston’s Public Garden.

or more ideas, visit Books for Travelers: New England


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What to do in Boston. A one day walking tour of Boston landmarksA Day in Boston - a walking tour of Boston Landmarks

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