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
6655 reviews

$39.00

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

0.5 to 2 hours

4.2
5617 reviews

$52.45

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

1.5 hours

4.5
9569 reviews

$61.85

The Gay Head Cliffs in Aquinnah

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

12 hours

4.4
3163 reviews

$116.10

Boston Tea Party Ships and Museum Admission

1 hour

4.7
2568 reviews

$36.00

History and Hauntings of Salem Guided Walking Tour

2 to 2.5 hours

4.8
14734 reviews

$30.60

Affogato ( Gelato Gelato topped with espresso coffee) I died and went to Heaven!!)

Boston’s Politically Incorrect North End Food Tour

3 hours

4.8
499 reviews

$98.00

Boston Ghosts and Gravestones Trolley Tour

2 hours

4.4
2451 reviews

$50.35

Boston Harbor Sunset Cruise

2 hours

4.5
642 reviews

$54.45

The Full Revolutionary Story Epic Small Group Boston Walking Tour

3.5 hours

4.9
2425 reviews

$65.00

Boston North End Food Tour with Authentic Local Flavors & Dishes

2 to 3 hours

4.7
1442 reviews

$74.99

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3.5 hours

4.4
3115 reviews

$85.56

Boston Harbor Sightseeing Cruise

1.5 hours

4.5
196 reviews

$45.98

Boston's Freedom Trail: A Revolutionary Walking Tour

2.5 hours

4.8
1389 reviews

$26.35

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hour

4.4
1393 reviews

$46.00

Boston Freedom Trail Walking Tour with Costumed Guide

2 hours

4.5
2557 reviews

$26.00

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

13 hours

4.5
411 reviews

$130.00

Harvard Guide leading a tour

Harvard University Campus Guided Walking Tour

1.5 hours

4.6
3676 reviews

$23.00

North End Food Tour

Boston’s North End Food Tour: Italian Flavors & Heritage Walk

2 hours

4.8
1355 reviews

$70.40

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

1.5 hours

4.3
2852 reviews

$48.00

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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