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A view of Boston

The top 21 things to do in Boston when travelling on business

Written by on 29th October 2019
Category: Business travel and relocation, City guides

Boston, Massachusetts exhibits both a present-day vitality and an unforgotten, historical charm. The combination of its commercial culture with such steady roots has dramatically helped shape the city’s prominence and recently led to Boston being named the most innovative city in 2017.

Take advantage of the multitude of sights when planning your business travel to Boston – the city is yours to explore with our countdown of 21 things to do during any length of stay in Massachusetts’ most populous city.

Discover the Boston Harbour Islands

The Boston Harbour Islands spotted with ships passing through
Tranquil ships passing through the Boston Harbour Islands

Set off on a mid-week adventure during your corporate stay in Boston and explore these 34 islands: just a 15-minute ferry ride from the departure wharf in downtown Boston.

Scattered across the harmonious harbour, these historical islands are bounded by sandy beaches and undiscovered charms, including Boston’s tallest lighthouse.

The islands are popular with hikers, and fishing and kayaking can also be enjoyed throughout the year.

Getting there: Jump on a ferry from Long Wharf North 66 Long Wharf, Boston, MA 02110
Next to Christopher Columbus Par

Take in the view

People enjoying the view on the Skywalk Observatory in Boston
Skywalk Observatory offers the only 360-degree view of the city

Bask in the picturesque view of Boston from the Skywalk Observatory, one of many favoured things to do in Boston due to the full, panoramic landscape of the city it offers.

Boston’s only sky-high vantage point offers a full 360-degree view that sweeps across the city from the Prudential Tower, locally referred to as ‘The Pru.’

It’s the ultimate introduction to your long or short term stay in Boston, giving you the opportunity to take in this impressive city.

Getting there: Prudential Center, 800 Boylston Street, 50th Floor, Boston, MA 02199-8142

Sam Adams Brewery Tour

Brewery machinery in the Sam Adams brewery
The beer tasting is completed with a paired meal at the brewery

As the leading beer in the US, this brewery tour is a mandatory must for those perusing things to do in Boston.

Sip your way through an official tour of Sam Adams Brewery, an immersive visit to the homeland of America’s signature beer, completed with a perfectly paired meal and 18 different crafted brews to explore.

Getting there: 30 Germania Street, Boston, MA 02130

Isabella Stewart Gardner Museum

The Venetian style courtyard that is open to visitors during their business travel to Boston
The stunning grounds of the courtyard are inspired by Isabella Stewart’s travels

This extraordinary museum first opened its Venetian style doors in 1903, conceived by Isabella Stewart herself, alongside her husband. The museum display is a heart-warming gateway to their worldly travels and the growing collections they amassed over the years.

The collection of Islamic, Asian and European art has been meticulously cultivated by Gardner herself and visitors can immerse themselves in the 2,500-piece collection that scales the exquisite space.

Explore the depths of the rich Venetian culture and a stunning 15th century interior during your trip to Boston and book tickets online to visit the palace.

Getting there: 25 Evans Way, Boston, MA 02115, United States

Brooklyn Boulders

Brooklyn Boulders is indoor rock climbing
The lifestyle facility is complete with a co-working space for your business travels

Venture out to Brooklyn Boulders and join the community of Bostonians exploring active things to do in Boston at this lifestyle facility.

This versatile venture is a must to include when planning for business travel to Boston, with their ethos sturdily enforced by the slogan ‘climbing and community’, Brooklyn Boulders welcomes experts and beginners alike to an inclusive climbing scene. With rock climbing facilities, a fitness space and co-working development, there’s a whole hub of opportunities for everyone to explore.

Getting there: 12A Tyler St, Somerville, MA 02143, United States

Tour Fenway Park

The Fenway Park stadium in Boston
Red Sox Nation is at the heart of the city and allows visitors to explore the grounds during daily tours

Nestled in the city of Boston, Fenway Park is America’s most beloved ballpark. With fans visiting from all over the world, Fenway Park is a firm favourite when organising things to do in Boston.

It is described as the pulse of Red Sox Nation and for good reason. The tours are completed every hour on the hour and allow you to fully explore the park, home to the Boston Red Sox.

Getting there: 4 Jersey St, Boston, MA 02215, United States

Kayak on the Charles River

The Charles River with visitors kayaking along the river trail
The popular Charles River runs through 23 cities and towns and ends in populous Boston


Don’t be misled by the bustling city ambience during your corporate stay in Boston; there is an array of ways to enjoy the outdoor space, especially when the weather is appealing. Sightseeing along the popular trail beside the Charles River is one of the most revitalising things to do in Boston.

The Charles River drifts through 23 cities and towns until it ends in Boston, with several of Boston’s neighbourhoods running alongside allowing you to pick up a kayak or canoe in multiple locations.

If the water isn’t for you, you’ll often find people running and cycling on the trails beside the Charles River which is just as enjoyable during the spring, summer and fall.

Getting there: 1071 Soldiers Field Rd, Boston, MA 02134, United States

Observe the night sky

Cocktails enjoyed on a rooftop with the view of Boston
The view overlooks the Boston Back Bay neighbourhood and is a perfect evening spot to dine

Enjoy downtime in Boston and soak in the evening sky on the Rooftop@Revere, a trendy spot in the city overlooking Boston’s Back Bay neighbourhood.

During the day, the indoor heated pool can be frequented as a refreshing leisure break and the venue perfectly blends Boston’s notorious skyline with local bites and fresh delicacies to dine on.

Getting there: Stuart St, Boston, MA 02116, United States

Visit the Mapparium

The entrance to The Mapparium designed by Chester Lindsay Churchill
Venture to the centre of the earth at The Mapparium

Make the most of your business travel to Boston and take a rare detour into the centre of the universe.

The Mapparium is a three-story-tall inside-out stained glass globe, originally designed by the architect of the Christian Science Publishing Society, Chester Lindsay Churchill. It’s a truly entrancing experience and one of the most awe-inspiring things to do in Boston, with bookable tours granting full access to this fascinating perspective of the world.

Getting there: The Mary Baker Eddy Library, 200 Massachusetts Ave, Boston, MA 02115, United States

Try one or all of the city’s best lobster rolls

A lobster roll in Boston
Each lobster roll is described as the official ‘Taste of New England’

This ubiquitous dish of the city is commonly lapped up by locals and new visitors to the area.

To make the most of the offering of lobster rolls when perusing things to do in Boston, check out The Yankee Lobster Company, famed for their abundance of fresh seafood and lobster rolls described as the official ‘Taste of New England’

Getting there: 300 Northern Ave, Boston, MA 02210, United States

Arnold Arboretum

The woody vines in Arnold Arboretum
Bask in the greenery of Boston’s famous centre of plant study


Escape to the world’s leading centre for plant study during your business travel to Boston and take a brisk walk through the 281–acre park designed by the esteemed Fredrick Law Olmsted.

The park remains open to the public to explore the landscapes and woody vines that make up some of the best and most comprehensively documented plants in the world.

The greenery is a fantastic way to break up a busy day of appointments, with free guided tours available on designated days throughout the year.

Getting there: 125 Arborway, Boston, MA 02130, United States

Trail a beach

Looking out to the ocean at Revere beach in Boston
Each beach offers white sands and miles of Boston’s coastal culture to explore

Go trawling along the five miles of Crane Beach’s white sands and discover Boston’s coastal culture at these top beach locations.

Crane Beach, once part of the private Crane Estate in Ipswich, Boston is adorned with the whitest sands and rarest wildlife, with piping plover birds that are near-extinct nestled in the beach and protected by the Shorebird Protection Program.

Getting there: Blue Line to Wonderland

If you’re looking for a smaller beach whilst exploring the top things to do in Boston, Revere Beach is a 3-mile crescent-shaped wonder with annual highlights welcoming visitors such as the International Sand Sculpting Festival.

Getting there: Drive the scenic coastal road, or take the Newburyport/Rockport commuter rail from North Station to Ipswich

John F. Kennedy Presidential Museum & Library

John F. Kennedy Library in Boston
The fascinating life of John F.Kennedy is open for all to implore at this presidential library

Schedule a date to The John F. Kennedy Presidential Library and embark on a fascinating insight into his life and times, brought to reality with high definition, large-screen projections.

The journey through John F. Kennedy’s life and through the history of America is an unforgettable journey and boasts original artefacts to dissect and discover.

Getting there: Columbia Point, Boston, MA 02125, United States

Visit Castle Island

The view of the sea from Castle Island
The scenic waters of Castle Island are picturesque throughout the year

Castle Island’s northern tip anchors the historic Fort Independence overlooking all of the magnificent Boston Harbour Islands. 

The protected swimming area is popular, especially in the summer, and makes for a perfect break during your business travel in Boston, with a sandy seafront perfect for a stroll.

Getting there: 139 Tremont St, Boston, MA 02111, United States

Boston Tea Party Ships & Museum

Boston Tea Party Ships is a floating museum open to all
This immersive journey through the depths of restored tea ships relives the history through a retake of events

A business trip to Boston wouldn’t be complete without a visit to this floating museum.

Jump on board to this multi-sensory exhibit and absorb the treasured past of restored tea ships and their fascinating history. With an interactive cast of actors reliving the many seminal events that took place, the exhibition is a lively retake of events and even gives you the rare opportunity to re-enact the throwing of tea overboard. 

Getting there: 306 Congress St, Boston, MA 02210, United States

Shakespeare on the common

Boston Common welcomes locals and visitors every year to watch Shakespeare plays
A 25-year tradition in the heart of Boston Common showcasing Shakespeare’s best plays

Join in with this 25-year-old tradition and make sure attending ‘’Shakespeare on the common is one of the top things to do in Boston on your itinerary.

It’s a totem of tangible delight to fully immerse in during your stay. The performances are highly regarded amongst locals, who all gather on Central Park to be a part of the most attended annual arts event in Boston.

Getting there: 139 Tremont St, Boston, MA 02111, United States

Admire the Union Square former storage building turned Bow Market

The market is the former storage building now turned Bow Market
The new market is the perfect opportunity to explore Boston’s local shops, comedy acts and food and drink scene

Tucked away in Union Square, Bow Market is the new, up-and-coming courtyard that offers visitors a wholesome, palpable spread of things to feast on and do.

The former storage building turned Bow Market is a vibrant marketplace in Boston offering a selection of shops, diverse dishes, comedy acts, and time to relax during your business trip to Boston.

With an incredible view of the open sky, Bow Market is still open in the winter with additions such as heat lamps, blankets and igloos to prepare you for the Boston weather.  

Experience Taza Chocolate Factory

Pouring liquid chocolate on Taza Chocolate Factory
Taza Chocolate Factory are famed for their unique process you get to explore on this tour

Indulge in this sweet escape and experience this one-of-a-kind trip to the Taza Chocolate Factory and unwrap the secrets of Boston’s top chocolatier.

The 17,000-square foot factory opens its doors on a weekly basis to tours on the Intro to Stone Ground Chocolate – a process so unique that Taza Chocolate offers a brief talk on their skilful procedure that includes grinding cacao beans using a hand-carved granite millstone.

The result is Taza Chocolate’s bold flavoured chocolate which can be sampled throughout the tour.  

Getting there: Taza Chocolate 561 Windsor Street, Somerville, MA 02143

Take a walk through Boston Public Market

Selection of local cheeses on Boston Public Market
The market is a great opportunity to enjoy local foods and wines

What better way to feed your curious appetite during your business stay in Boston than to peruse the Boston Public Market, open all year round.

The indoor market is based in North End and boasts samples of all of the city’s best delicacies, including artisanal cheeses, regional wines and numerous takeaways to help you settle into the accustomed food preferences of locals.

The market also offers a Sip & Shop experience every Thursday and Friday, allowing you to nurse a local beer or glass of wine whilst you enjoy this top thing to do in Boston.

Getting there: Located in Haymarket station, 100 Hanover St, Boston, MA 02108, United States

Partake in an old fashioned tour of the city

Boston duck boat tours
The tours of the wondrous city can be enjoyed with an array of transport options

It wouldn’t be a successful business trip to Boston without going on a certified tour of the city.

Boston has such a rich and diverse history that tours are offered throughout the year on multiple modes of transport, giving you the opportunity to have full reign of your own experience of the city.

With bike tours, duck boat tours and even Segway tours available, the variety adds a versatile twist to your business trip to Boston to soak up the stories of the city.

Before you leave…

The pizza at Santarpio's
The pizzeria boasts fresh pizza and grilled barbeque meats commonly referred to as the best in Boston

Before heading to the airport, finish your stay at Santarpio, famously regarded as Boston’s best pizzeria.

This family-owned restaurant is one of the many charms of East Boston, renowned for its hearty mix of pizza and grilled barbeque meats.

It’s a cash-only phenomenon in the neighbourhood, with both locals and travellers favouring the short cab ride to Logan airport, perfect to round up your experience of the best things to do in Boston.

Getting there: 111 Chelsea Street, Boston

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