Fun activities for couples in Massachusetts

Popular activities for couples in Massachusetts

Boston Duck Boat Sightseeing City Tour with Cruise

1.5 hours

4.5
9783 reviews

$61.85

Boston: Freedom Trail History Small Group Walking Tour

2.5 hours

4.9
7391 reviews

$39.00

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3.5 hours

4.4
3265 reviews

$85.56

The Gay Head Cliffs in Aquinnah

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

12 hours

4.4
3242 reviews

$129.00

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

0.5 to 2 hours

4.2
5817 reviews

$51.45

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1.5 hours

4.3
444 reviews

$56.35

Boston Tea Party Ships and Museum Admission

1 hour

4.7
2779 reviews

$36.00

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hour

4.4
1467 reviews

$46.00

History and Hauntings of Salem Guided Walking Tour

2 to 2.5 hours

4.8
15271 reviews

$36.00

Tour of Historic Fenway Park, America's Most Beloved Ballpark

1 hour

4.6
3231 reviews

$45.16

Boston Ghosts and Gravestones Trolley Tour

2 hours

4.4
2555 reviews

$46.20

80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

1.5 hours

4.2
357 reviews

$38.00

Liberty Star

Classic Tall Ship Cruise in Boston Harbor

1.5 to 2 hours

4.6
730 reviews

$39.55

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hours

4.9
2694 reviews

$59.00

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

1.5 hours

4.3
2945 reviews

$48.00

Boston Freedom Trail Walking Tour with Costumed Guide

2 hours

4.5
2692 reviews

$26.00

Old street vendor from 1930’s movie set

Boston’s Politically Incorrect North End Food Tour

3 hours

4.8
647 reviews

$99.00

See Salem After Dark!

Salem's Best Ghost Tour

1.5 hours

4.6
4335 reviews

$24.00

Sightseeing Day Sail around Boston Harbor

1.5 to 2 hours

4.7
591 reviews

$66.54

Bewitched Walking Tour of Salem

2 to 2 hours

4.8
1938 reviews

$35.00

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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