Big-city island hopping and whale watching: Why summer is the best time to visit Boston

Boston
The capital of Massachusetts, Boston is one of the oldest cities in the United States Credit: istock

Boston is all about revolutionary sights and big-city island hopping under blue skies – and summer is the best time to go, says James Litston.  

Go now 

Boston bursts into life in summer, when urban explorations can be paired with whale-watching and island excursions – all basking under brilliant blue skies. Virgin Atlantic (virginatlantic.com), British Airways (ba.com) and Norwegian (norwegian.com) all offer non-stop flights, as does Primera Air (primeraair.co.uk), which launched low-cost services from Stansted last month.

Spot whales off the coast of Boston Credit: istock

Stay here 

Addresses don’t come grander than Fairmont Copley Plaza (telegraph.co.uk/tt-copleyplaza), whose historic façade fills the southern side of the square (doubles from $434/£326, room only). A little further out is Hotel Commonwealth telegraph.co.uk/tt-hotelcommonwealth; doubles from $399, room-only), whose décor playfully reflects its proximity to Fenway Field, the home of Boston’s famous Red Sox baseball team. 

Addresses don’t come grander than Fairmont Copley Plaza Credit: istock

Walk here 

The Freedom Trail (thefreedomtrail.org) is a two-and-a-half mile (4km) self-guided walk linking 16 sites from Boston’s revolutionary past. Pick up a map from the Boston Common information centre and follow it via the gold-domed State House and elegant churches and buildings, including the Old State House – scene of the 1770 Boston Massacre.

See this 

Stroll around Beacon Hill, Boston’s most picturesque neighbourhood, to admire its red-brick, bow-fronted terraces and charming, leafy squares. Midweek visits are best to avoid the crowds Instagramming themselves on cobblestoned Acorn Street, the city’s most photographed strip.

Instagrammable Beacon Hill Credit: ISTOCK

Try this 

Beacon Hill aside, central Boston is largely flat, so sightseeing by bicycle is a breeze. A three-hour tour with Urban AdvenTours (urbanadventours.com) takes in all the key highlights for $55. 

Walk The Freedom Trail Credit: istock

Shop here 

Newbury Street and parallel Boylston Street offer high-end fashion and quality, high-street brands. Try Beacon Hill’s Charles Street for boutiques, or hit the South End’s SoWa Open Market on Sundays for gourmet food and artisanal designs. 

Drink here 

Fold-back windows allow Bistro du Midi’s bar to spill on to the street (bistrodumidi.com). Order a Midi Crush, a summery blend of prosecco, Aperol and orange ($13). 

Eat here 

Boston Chops (bostonchops.com), opens a new branch this month at 52 Temple Place. Housed in a former bank, it’s a funky and fashionable take on American steak and seafood. Expect to pay around $90 with wine.

Off the map 

Swap city streets for adventures afloat with Boston Harbor Cruises (bostonharborcruises.com). Ferries ($20 return) connect Long Wharf with three of the Boston Harbor Islands – green oases within 40 minutes of the city. Or set sail for Stellwagen Bank National Marine Sanctuary to see the whales that spend the summer here ($55).