Things to Do in Gloucester

Outdoor adventure, family activities, arts, culture & fun.

Looking for things to do in Gloucester, Massachusetts? We have world-class museums to explore, gorgeous beaches to stroll, and interesting art galleries to visit, not to mention whale watching, schooner sails, harbor tours and more. Come visit, experience, explore and discover all that Gloucester has to offer.

Gloucester Lighthouse
Gloucester Lighthouse

Beaches & Lighthouses

You’re never very far from the beach when you’re in Gloucester. Relax on one of our spectacular beaches and visit lighthouses dating from as early as the 1780s.

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Whale Breaching Gloucester

Whale Watching & Fishing Tours

See 40 ton whales breach on a whale watching trip just 15 miles off Gloucester’s rocky shore or catch cod, haddock and tuna on a deep sea fishing trip.

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Whale Breaching Gloucester
Schooner Fest
Schooner Fest

Schooners & Boating

Kayaking, sailing, fishing, harbor cruising – activities in, on and around the water are endless off the coast of Gloucester or on one of our local rivers.

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Sargent House Museum

Museums & History

Historical homes and cultural museums keep history alive in Gloucester, celebrating eminent people and events that shaped our maritime history and culture.

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Sargent House Museum
Gloucester Boating Painting
Gloucester Boating Painting

Arts & Entertainment

Enjoy live music, arts, culture and entertainment all year long and meet the artists in America’s oldest working art colony on Rocky Neck.

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Cape Ann SUP

Sports & Recreation

Gloucester is truly a year-round destination for outdoor enthusiasts and adventurers. With trails to hike, run, bike, or ski, water activities of all types, and all sorts of running, rowing, and bike races, it’s all here.

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Cape Ann SUP
Play Shopping Tulips
Play Shopping Tulips

Shopping

Gloucester boasts many charming boutiques, independently owned shops, and specialty stores and markets. Find locally-made handcrafts and jewelry, high-quality furniture and antiques, fashion-forward styles, fun souvenirs, and more.

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St. Peter's Fiesta

Festivals

Gloucester loves to party! Visit during one of our local festivals and socialize, eat local cuisine and dance the night away. You’ll find seasonal and annual events that celebrate music, food, schooners, maritime culture, and more.

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St. Peter's Fiesta