Things to do in Boston and around

From harbor cruises and whale watching to the red line of the Freedom Trail and day trips along the Charles River, Boston rewards visitors with experiences for every kind of trip.

Signature experiences

The categories that define a first trip to Boston — walking the Freedom Trail, a harbor cruise, and a walk through the North End for cannoli.

Boston Harbor cruises

Boston Harbor cruises

Boat tours on Boston Harbor and out to the Harbor Islands, plus whale-watching trips to Stellwagen Bank running roughly April through October.

8 guides
Freedom Trail and history tours

Freedom Trail and history tours

Guided walks along the 2.5-mile Freedom Trail's red line, from Boston Common to the Bunker Hill Monument, covering its 16 official sites including the Paul Revere House and Old North Church.

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Ghost and haunted history tours

Ghost and haunted history tours

Evening walks built around the region's darker history, including Salem's 1692 witch trials, told as guided storytelling rather than verified hauntings - Salem gets crowded during the October Haunted Happenings, worth knowing before booking.

5 guides
Walking tours of Boston

Walking tours of Boston

Guided walks through downtown Boston, Beacon Hill and the North End covering local history and architecture beyond the Freedom Trail route itself.

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Food and drink tours

Food and drink tours

Walking tastings in the North End - cannoli from Mike's Pastry or Modern Pastry - plus clam chowder, lobster rolls, oysters and Boston cream pie, and breweries such as Samuel Adams, Harpoon and Trillium.

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Museums and attractions

Museums and attractions

The Museum of Fine Arts, the Isabella Stewart Gardner Museum, the New England Aquarium, the Boston Tea Party Ships & Museum, and the USS Constitution at the Charlestown Navy Yard.

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Day trips from Boston

Day trips from Boston

Outings to Plymouth, Lexington and Concord, Newport and Providence in Rhode Island, Portland and Kennebunkport in Maine, Portsmouth in New Hampshire, and Mystic in Connecticut.

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Neighborhood tours

Neighborhood tours

Guided visits to Beacon Hill, the North End, Back Bay, Cambridge's Harvard Square and other neighborhoods beyond the Freedom Trail.

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Hop-on hop-off bus tours

Hop-on hop-off bus tours

Bus routes with multiple stops around downtown Boston, Back Bay and Cambridge, for seeing the city's landmarks at your own pace.

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Outdoors and nature

Outdoors and nature

Time along the Charles River Esplanade, out on the Boston Harbor Islands, or further afield on Cape Cod and the North Shore's coastline.

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Cooking classes and workshops

Cooking classes and workshops

Hands-on classes covering New England specialties such as clam chowder and lobster rolls, taught in small groups.

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Bike, segway and pedicab tours

Bike, segway and pedicab tours

Guided bike, segway and pedicab routes through downtown Boston and along the Charles River Esplanade, with Bluebikes stations across the city.

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Shows and entertainment

Shows and entertainment

Live music, theatre and other evening entertainment around downtown Boston and Cambridge.

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Thrill rides

Thrill rides

Boston has few dedicated thrill attractions downtown; the closest is the open-air deck and glass floor at View Boston, in the Prudential Center.

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Photo sessions in Boston

Photo sessions in Boston

Professional photo shoots at Boston Common, the Public Garden and other Boston locations, with edited digital images.

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Private guided tours

Private guided tours

Private tours with a dedicated driver-guide, tailored to a group's pace across Boston's sights and neighborhoods.

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Logan Airport transfers

Logan Airport transfers

Private and shared transfers between Logan Airport (BOS), reachable by the free Silver Line SL1 or by shuttle and the Blue Line, and hotels around the city.

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Good to know about things to do in Boston

Boston's activities range from a single red line painted on the sidewalk to a full day on the water. 5 miles (4 km) from Boston Common to the Bunker Hill Monument, and walking tours cover it with or without a guide. Harbor cruises and whale-watching trips leave for the Stellwagen Bank between April and October, while ferries reach the Boston Harbor Islands. Food and drink tours center on the North End's Italian bakeries and cannoli, alongside clam chowder, lobster rolls, and oysters found across the city, and breweries like Samuel Adams, Harpoon, and Trillium.

Museums range from the Museum of Fine Arts and the Isabella Stewart Gardner Museum to the Boston Tea Party Ships & Museum and the New England Aquarium. Hop-on-hop-off buses, bike, Segway, and pedicab rides, neighborhood tours, and — around Halloween — ghost and haunted tours in Salem round out the list, alongside private tours, cooking classes, shows, thrill rides, photoshoots, and airport transfers to and from Logan.

Frequently asked questions about things to do in Boston

What is the Freedom Trail exactly?

A 2.5-mile (4 km) red line on the sidewalk connecting 16 official historic sites from Boston Common to the Bunker Hill Monument — it's a route, not a neighborhood.

When can I go whale watching?

Trips to the Stellwagen Bank run from April to October.

Are Salem's ghost tours worth it in October?

They're popular for the Haunted Happenings events, but the town gets genuinely crowded that month — worth knowing before booking.

What food should I try in the North End?

Cannoli from bakeries like Mike’s Pastry or Modern Pastry, plus clam chowder, lobster rolls, and oysters found across the city.

How do I get to and from Logan Airport?

The Silver Line SL1 is a free ride to downtown, or take a shuttle bus connecting to the Blue Line.

Boston Harbor cruises and Harbor Islands ferries on GetYourGuide

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