Only got a couple of days to get to know a new city? Our Big Five City Guides can help. We break each destination down into culture, history, dining, shopping and relaxation must-sees and dos. Patricia Maunder checks in from beautiful Boston on the USA's eastern seaboard...

As one of the United States’ oldest cities, Boston has long led the way — from the nation’s first public park, to its first university.

The city also led the charge in the American Revolution, making the capital of Massachusetts a hotspot for history lovers. However, there’s so much more to enjoy. Whether you love major-league sport, art old and new, New England comfort food, or shopping for top American brands, the best of ‘Beantown’ — also referred to as America’s Walking City — is usually just a short stroll away.

Enjoy this Boston travel guide.

Boston travel guide

Boston travel guide


Established as the capital of the Massachusetts Bay Colony in 1630, Boston was a shining light among Britain’s American colonies.

That’s until its citizens started shouting ‘no taxation without representation’ and threw imported tea into the harbour – the infamous Boston Tea Party.

The city’s central role in the American Revolution, and other aspects of its rich colonial history, can be easily discovered on foot along The Freedom Trail. It starts at America’s oldest public park, Boston Common, and ends at the Bunker Hill Monument — site of the first battle of the Revolutionary War. Climb this towering obelisk’s 294 steps for epic views!

Boston travel guide

Boston travel guide: Follow The Freedom Trail.

In between are another 14 historical highlights, including centuries-old burial grounds with time-worn tombstones, the home of Paul Revere (famous for his midnight ride to warn fellow patriots that the British were coming), and the USS Constitution — the warship dubbed Old Ironsides during the revolution.

Boston travel guide

Boston travel guide: Paul Revere. Image: Patricia Maunder

The visitor centre in Boston Common can help with Freedom Trail maps, apps and tours led by costumed guides. National Park Service rangers also lead tours for free, as the trail and much of central Boston is part of the Boston National Historical Park. There are plenty of other walking tours that explore the city’s history, including its thriving Irish and Italian heritage.

Just up the road is Salem, of witch-trial notoriety, and New Bedford — once the world’s busiest whaling port.


Culture vultures will love exploring Boston’s beautiful heritage buildings.

Start at Copley Square — bordered by the ornate Trinity Church and Boston Public Library. Step inside America’s first municipal library to see wonders like legendary American artist John Singer Sargent’s murals.

Boston travel guide

Boston Public Library. Image: Patricia Maunder

Nearby is the lovely old Symphony Hall, renowned for its acoustics and home to the celebrated Boston Symphony Orchestra. A little further along Massachusetts Avenue is the Museum of Fine Arts, one of the nation’s largest art galleries. Its enormous collection is particularly noted for American, French Impressionist and Japanese works.

The Isabella Stewart Gardner Museum is smaller, but every bit as eye-popping. A private museum styled after Renaissance Venetian palaces, it’s filled with treasures dating from ancient Rome to 19thcentury America, including paintings by Rembrandt and Titian, sculptures, furniture and ceramics.

Boston travel guide

Boston travel guide. Image courtesy of Isabella Stewart Gardner Museum

Take the subway to Harvard and admire the heritage architecture of America’s oldest university. Over the centuries, this wealthy institution has amassed astonishing art and science collections, which are displayed in numerous museums. The museum at fellow educational heavyweight the Massachusetts Institute of Technology is stuffed with cool tech, like robots and holograms.


Boston’s dining scene has taken a while to blossom, but today it’s one of the most innovative and diverse in the USA’s northeast.

Mediterranean, Japanese and French-style cuisine all thrive in this city, and local dining precincts can best be explored on the city’s plethora of guided food tours.

For a taste of history, stop by the Bell in Hand, which was established back in 1795. The menu at America’s oldest tavern includes local favourites like lobster rolls, Boston cream pie and Sam Adams ales.

Boston travel guide

Image courtesy of Bell in Hand

Durgin-Park restaurant has been the byword for New England classics since opening at Quincy Market in 1827. Try the generous clambake or, since you’re in Beantown, Boston-style baked beans.

The market’s many food stalls and pushcarts are great on-the-go options, and there’s also a replica of the bar from TV’s Cheers. Fans of the 80s sitcom take note: the original is on Beacon Street.

Boston travel guide

Boston travel guide: Enjoy the flavours of Northern Italy at Mamma Maria. Image: Alamy

Boston’s great wave of 20thcentury Italian migrants washed up in North End, so it’s crammed with trattorias, ristorantes and cafes. Best bets include Regina Pizzeria, which has been serving exceptional thin-crust pizza since 1926, and Mamma Maria for northern Italian fine dining in a romantic townhouse.

Other places to get a bit fancy include the Fairmont Copley Plaza hotel’s Oak Long Bar + Kitchen, and the Taj Boston hotel for a very genteel Boston tea party.

Boston travel guide

Image courtesy of Taj Boston


The Freedom Trail’s 18thcentury Faneuil Hall, together with the adjacent Quincy, South and North markets, form the charmingly historic Faneuil Hall Marketplace.

It’s a top option for quality, often heritage-inspired souvenirs, from shops like 1630 and the Revolutionary Boston Museum Store.

Boston travel guide

Boston travel guide: Quincy Market. Image: Shutterstock

Take a stroll along Newbury Street, from its well-heeled east end (think Cartier and Goorin Bros’ stylish hats) to more quirky and practical shops like Trident Booksellers & Cafe in the west.

If the weather’s unkind, head for the nearby shopping malls in Back Bay. American favourites at the Prudential Center include Saks Fifth Avenue and Ralph Lauren, while Copley Place is home to Coach and Victoria’s Secret.

A bunch of neglected warehouses has been transformed into one of America’s coolest art and design districts – SoWa (south of Washington Street). Browse contemporary art galleries, design showrooms and unique boutiques any day of the week, but try to visit at its lively best during monthly First Friday evenings or the Vintage Market and Open Market on Sundays.

Boston travel guide

Boston travel guide: Artists paint a mural at SoWa. Image: Alamy


When it comes to kicking back, Bostonians love the water and their sport.

Watching the Red Sox at legendary Fenway Park is a Boston essential during the baseball season. However, this city roars for sport year round, being home to basketball’s Celtics, ice-hockey’s Bruins and the New England Patriots — who have appeared in more Super Bowls than any other NFL team. Want to watch or even participate in the region’s most widely viewed sporting event? Be there in April for the famous Boston Marathon, which attracts 500,000 spectators.

Boston travel guide

Boston travel guide: Fenway Park

For a whacky way to see the city’s sights and enjoy the water, climb on board one of the hugely popular Boston Duck Tours’ WWII amphibious vehicles, which trundle along the streets before splashing into the Charles River for a sightseeing cruise.

For true relaxation, make a beeline for the Public Garden next to Boston Common. It was America’s first public botanical garden, and is a lovely spot for picnics, for wandering among formal plantings and statues, and for being ferried around the lake in an eye-catching Swan Boat.

Boston travel guide

Boston travel guide: Public Garden. Image: Bigstock

Five tours we love

Boston in One Day Sightseeing Tour

If you only have limited time to see everything Boston has to offer, this full day sightseeing tour with guided commentary is for you. See the historic towns of Cambridge, Lexington and Concord, follow the Battle Road Trail, and spend time exploring Faneuil Hall Marketplace.

Boston Ghosts and Gravestones Tour

Discover Boston’s spooky side on this popular evening trolley experience, guided by a 17thcentury grave digger! Hear about the city’s most infamous characters and take a guided walk through two heritage graveyards.

Boston travel guide

Boston travel guide: Get spooked on a city ghost tour.

Boston Brewery Tour with Lunch or Dinner

It’s not all about tea in Boston. Locals love their craft beer, you’ll get to try more than 15 local drops and enjoy lunch or dinner on this lively day or evening tour. Learn about the history of brewing in the city and make new pals along the way.

Boston Whale Watching Cruise

Boston is famous as a whale watching hub, and this three-hour whale watching trip by high-speed catamaran ensures maximum time on the water watching the majestic giants of the deep, while keeping the rest of your day free for more sightseeing.

Day Trip to Martha’s Vineyard

You’ve heard the name; now visit the picturesque island retreat. This tour includes selected Boston hotel pick-up, air-conditioned transport, your ferry transfer to and from the island, an island guidebook and discounts at local attractions. Once on the island, explore at your own pace or take part in an optional three-hour tour.

Do you have any tips to add to our Boston travel guide? We would love to hear from you. Please send us a message.

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Additional images: Bigstock


About the writer

Patricia Maunder has been a media professional for 20+ years, working in print, online and radio for outlets such as The AgeMontreal Gazette and ABC. Currently based in Melbourne, she considers Montreal her ‘other’ hometown after living there from 2012 to 2016. Patricia has travelled in every continent except the one that’s beckoned since she was a child – Antarctica. A travel writer as well as an arts journalist, she enjoys culturally themed journeys such as Barcelona’s Art Nouveau architecture and Jordan’s ancient ruins, as well as nature-based adventures, from polar bear spotting in northern Canada to hiking Peru’s Inca Trail. Patricia loves action-packed itineraries, but is also right at home relaxing over cocktails in cool bars and afternoon tea at grand hotels.

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