Fun activities for couples in Massachusetts

Popular activities for couples in Massachusetts

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

0.5 to 2 hours

4.2
5569 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 History Small Group Walking Tour

2.5 hours

4.9
6436 reviews

$39.00

History and Hauntings of Salem Guided Walking Tour

2 to 2.5 hours

4.8
14545 reviews

$36.00

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

Boston’s Politically Incorrect North End Food Tour

3 hours

4.7
445 reviews

$98.00

Built-in 15-minute break at Quincy Market.

The Full Revolutionary Story Epic Small Group Boston Walking Tour

3 to 3.5 hours

4.9
2354 reviews

$55.00

Boston Harbor Sunset Cruise

2 hours

4.5
632 reviews

$54.45

Boston Ghosts and Gravestones Trolley Tour

2 hours

4.4
2408 reviews

$47.20

Gingerbread Cottages in Oak Bluffs

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

12 hours

4.4
3161 reviews

$129.00

Harvard University Campus Guided Walking Tour

1.5 hours

4.6
3627 reviews

$23.00

Boston Historic Sightseeing Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hour

4.4
1388 reviews

$46.00

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

1 to 2 hours

4.3
308 reviews

$34.00

Boston North End Food Tour of 6+ Tastings, Cannoli, Lobster Roll

3.5 hours

4.7
1399 reviews

$107.10

Witch City Broom Making Workshop in Salem

1.5 hours

4.9
104 reviews

$127.50

Salem's Best Ghost Tour

1.5 hours

4.6
4184 reviews

$30.00

North End Food Tour

Taste Boston’s North End: Italian Flavors & Heritage Walk

2 hours

4.8
1311 reviews

$70.40

North End Food Tour: Taste Boston's Italian Heritage

2 to 3 hours

5
19 reviews

$100.00

Bewitched Walking Tour of Salem

2 to 2 hours

4.8
1895 reviews

$35.00

Boston Freedom Trail History Pub Crawl Small-Group Tour

2.5 hours

4.9
994 reviews

$60.00

Boston Harbor Sightseeing Cruise

1.5 hours

4.5
186 reviews

$45.98

Fresh lobster roll

Boston Seafood Lovers Food and History Walking Tour

3 hours

4.8
207 reviews

$159.00

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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