10 TOP Things to Do in Massachusetts September 2026

A street with autumn-colored trees, a building with a sign for 'EDYTHE & CO.', and a parked car.

A large, illuminated ship docked at a pier with fireworks in the background.

A wooden beach gate leading to a sandy beach with the ocean in the background.

A modern building with a prominent ICA sign, glass facade, and a waterfront location.

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Things to do

Boston Old Town Trolley Hop-on Hop-Off City Tour

£36

per adult

90% of travellers recommend

Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

£27

per adult

92% of travellers recommend

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£34

per adult

80% of travellers recommend

Boston: Scenic Harbor Cruise (Dog-Friendly)

£23

per adult

100% of travellers recommend

City Cruises Boston: Sunset Cruise

£42

per adult

82% of travellers recommend

Go City: Boston All-Inclusive Pass with 45+ Attractions

£52

per adult

80% of travellers recommend

Dog Day of Summer Harbor Cruise in Boston

£21

per adult

Boston: Sunset Tall Ship Harbor Cruise

£55

per adult

100% of travellers recommend

Boston's Freedom Trail: A Revolutionary Walking Tour

£23

per adult

98% of travellers recommend

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Most fun & popular experiences in Massachusetts

Tours & day trips

See all 512 activities

Boston Old Town Trolley Hop-on Hop-Off City Tour

Free cancellation available

Private & custom tours

See all 134 activities

Boston North End Food Tour with Authentic Local Flavours & Dishes

Free cancellation available

Holiday & seasonal tours

See all 29 activities

Hyannis: Hyannis Harbour Sunset Cruise

Free cancellation available

Adventure & outdoor

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Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Free cancellation available

Classes & workshops

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Boston: Sunset Tall Ship Harbour Cruise

Free cancellation available

What to do in Massachusetts

Stay near popular Massachusetts attractions

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Fenway Park

9.2/10 (11,009 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

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Where to stay in Massachusetts

Find the best Massachusetts areas for the activities you enjoy most. Learn more about Massachusetts

Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

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A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Back Bay

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping.

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A waterfront with a large white cruise ship docked, a building with a green dome, and a blue banner.

Seaport District

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Boston Harbor and Liberty Wharf.

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A red brick building with a white entrance and a stone wall with a number 81.

Beacon Hill

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Charles Street or Hatch Shell while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

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A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or Old North Church while you're visiting, and jump aboard the metro at Aquarium to get around town.

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