Fun activities for couples in Gloucester

Popular activities for couples in Gloucester

Whale Watching Tour

Whale Watching Tour in Gloucester

4 hours

4.8
4300 reviews

$48.00

Guaranteed Sightings!

Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!

4 hours

4.9
1943 reviews

$45.00

Tips for couples visiting Gloucester, Massachusetts

When is the best time to visit Gloucester?

The best time to visit Gloucester is during the Spring months of April to June or the Fall months of September to October. During this time, the weather is usually mild and the crowds tend to be lower. This makes it the ideal time to explore its attractions and enjoy outdoor activities.

What are some fun activities for couples in Gloucester?

  • Explore Rocky Neck, one of the oldest art colonies in the country, located in Gloucester, MA.

  • Take a sail boat or whale watching tour for sightseeing or fishing off the Gloucester, MA coast.

  • Enjoy a picnic at Ravenswood Park, located on the banks of the Annisquam River.

  • Visit the Gloucester Maritime Heritage Center and learn about Gloucester’s historic fishing industry.

  • Check out the Man at the Wheel Statue at Fisherman’s Memorial Park, honoring Gloucester’s lost fishermen.

What are some romantic date ideas in Gloucester?

  • Take a sunset stroll along the Latitude 43° Gallery public art walk located in Stage Fort Park

  • Visit the Hammond Castle Museum and explore the medieval-style architecture while learning about its rich history

  • Pack a picnic and enjoy an afternoon by the Gloucester Harbor on Pavilion Beach

  • Have fun kayaking or paddle boarding along the Annisquam River

  • Dance under the stars during the free summer concerts by Waterfront Music at Pavilion Beach

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