Fun activities for couples in Massachusetts

Popular activities for couples in Massachusetts

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

Boston: Freedom Trail History Small Group Walking Tour

2.5 hours

4.9
4257 reviews

$39.00

Gingerbread Cottages in Oak Bluffs

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

12 hours

4.4
2701 reviews

$119.00

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

0.5 to 2 hours

4.3
5003 reviews

$52.45

History and Hauntings of Salem Guided Walking Tour

2 to 2.5 hours

4.8
11764 reviews

$35.00

Boston Tea Party Ships & Museum Admission

1 hour

4.7
2043 reviews

$35.00

Boston Harbor Sunset Cruise

2 hours

4.5
474 reviews

$54.45

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

The Full Revolutionary Story Epic Small Group Boston Walking Tour

3.5 hours

4.9
1789 reviews

$55.00

Boston Ghosts and Gravestones Trolley Tour

2 hours

4.4
2083 reviews

$47.20

Boston Historic Sightseeing Cruise

Boston Historic Sightseeing Harbor Cruise

1 hour

4.4
1082 reviews

$46.00

Boston's Best Freedom Trail Walking Tour

2 hours

4.5
2046 reviews

$25.00

Boston Small-Group Walking Food Tour With Tastings

3.5 hours

4.7
1027 reviews

$115.00

Harvard University Campus Guided Walking Tour

1.5 hours

4.6
2956 reviews

$23.00

North End Food Tour

Boston's North End: A Small Group Foodie Adventure

2 hours

4.8
1069 reviews

$76.46

Martha's Vineyard Day Trip with Optional Island Tour from Boston

13 hours

4.5
348 reviews

$120.00

Bewitched Walking Tour of Salem

2 to 2 hours

4.8
1635 reviews

$35.00

Walk the Historic Freedom Trail with Costumed Guide

1.5 hours

4.7
258 reviews

$30.00

From Food to Freedom Trail Tour

Boston: A Food & History Journey from North End to Freedom Trail

5 hours

4.9
1537 reviews

$85.81

Boston Harbor Brunch Cruise

2 hours

4.5
112 reviews

$106.47

Boston Harbor Sunset Sail Tour

2 hours

4.6
62 reviews

$82.27

Boston Pizza Lovers Food & History Walking Food Tour

3 hours

4.6
957 reviews

$63.00

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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