Fun activities for couples in Massachusetts

Popular activities for couples in Massachusetts

Boston Hop-On Hop-Off Trolley Tour with 14 Stops

2 hours

4.3
4937 reviews

$52.45

Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church (1723)

Boston: Freedom Trail Small Group Walking History Tour

2.5 hours

4.9
4118 reviews

$39.00

Boston Holiday Cocoa Cruise

1.5 hours

4.5
53 reviews

$59.94

History and Hauntings of Salem Guided Walking Tour

2 to 2.5 hours

4.8
11562 reviews

$32.94

Boston Historic Sightseeing Cruise

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

1 hour

4.4
1049 reviews

$46.00

Boston Tea Party Ships & Museum Admission

1 hour

4.7
1991 reviews

$35.00

View Boston Observation Deck Admission Tickets

1 to 2 hours

4.3
201 reviews

$25.00

Harvard University Campus Guided Walking Tour

1.5 hours

4.6
2819 reviews

$23.00

Boston Small-Group Walking Food Tour With Tastings

3.5 hours

4.7
972 reviews

$103.50

Boston Ghosts and Gravestones Trolley Tour

2 hours

4.4
2060 reviews

$47.20

North End Food Tour

Boston's North End Small Group Food Tour

2 hours

4.8
1025 reviews

$68.81

Boston Harbor Brunch Cruise

2 hours

4.5
111 reviews

$97.68

Boston Harbor Sunset Cruise

2 hours

4.5
460 reviews

$49.95

Gingerbread Cottages in Oak Bluffs

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

12 hours

4.4
2698 reviews

$119.00

The landmark sights of Boston's Freedom Trail synchronized with and unfolding to the story of America.

The Revolutionary Story Epic Small Group Walking Tour of Boston

3.5 hours

4.9
1744 reviews

$76.00

From Food to Freedom Trail Tour

Boston: North End to Freedom Trail - Food & History Walking Tour

5 hours

4.9
1496 reviews

$100.96

MIT Dome

Illustrious Schools: Group Tour of MIT And Harvard

3.5 hours

4.8
45 reviews

$49.99

The

The Salem Night Ghost Tour

1.5 hours

4.6
3785 reviews

$26.00

Fresh lobster roll

Boston Seafood Lovers Food & History Walking Tour

3 hours

4.8
155 reviews

$149.00

Public Small Group Walking Tour of the Full Boston Freedom Trail

2.5 hours

4.8
1009 reviews

$31.00

Tips for couples visiting Massachusetts

When is the best time to visit Massachusetts?

The best time to visit Massachusetts is during the Spring months of April to June or the Fall months of September to October. Both times of year provide ideal temperatures ranging from mild to cool, making them great for exploring the city's attractions or engaging in outdoor activities. Additionally, these months tend to be less crowded than the summer months.

What are some fun activities for couples in Massachusetts?

  • Hike the Appalachian Trail near Douglas in Worcester County

  • Visit the Jacob’s Pillow Dance Festival in Becket

  • Explore the attractions at Springfield’s Six Flags New England

  • Canoe or Kayak through the Charles River

  • Tour the historic landscapes of Lexington and Concord

What are some romantic date ideas in Massachusetts?

  • Stroll and picnic along the Charles River in Boston

  • Grab a couple of bikes and explore Martha’s Vineyard

  • Visit the Arnold Arboretum in Jamaica Plain

  • Visit the USS Constitution Museum in Boston

  • Walk the Freedom Trail in Boston

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