Home to America’s oldest seaport, Gloucester offers rich maritime history, fresh-caught seafood, an active working waterfront, and several of the world’s most beautiful beaches. Enjoy authentic adventures by land, and by sea, and experience the best of New England’s natural beauty on the coast. Gloucester is alive with arts and cultural attractions, theater, museums, boating, events & festivals, award-winning cuisine, boutiques, and a walkable downtown. There is something for everyone, and so much to explore!
Chart Your Course Along the Seaport Trail
Gloucester, Cape Ann is a breath of fresh air in all seasons, with fresh seafood, schooner sails, harbor cruises, whale watching, art, museums, live music, kayaking, breathtaking beaches, and a variety of places to stay. Chart your course along Gloucester’s Seaport Trail: an itinerary-inspiring series of videos highlighting area attractions, dining, and seaside lodging!
A Modern Hub of Arts & Culture
Gloucester has two cultural districts: Harbortown and Rocky Neck; the latter being the oldest continually-operated artist colony in the country! Famous painters such as Fitz Henry Lane, Edward Hopper, and Winslow Homer are known for their scenic Cape Ann scapes, and it hasn’t stopped there — in 2024 Cape Ann has a robust modern arts scene, with plein air painters, galleries, and studios lining downtowns Gloucester, Rocky Neck, and downtown Rockport.
Play
Photo: SAFETY playing at The Cut
Trails, sails, hikes, whales, music, museums, art, history, and more! While the sea is a celebrated natural resource on Cape Ann, Gloucester is also home to more than 5000 acres of green space, and is host to an abundance of cultural and historic cites, including the country’s oldest Art Colony. New to Gloucester, MA in 2024 is The Cut: a 475-person, year-round music venue and event venue, as well as a 180-seat restaurant, with live music most nights each week, barcade games, sports games, and more!
Find it all at discovergloucester.com/play
Dine
Photo: Decklyn’s
Gloucester is America’s Oldest Seaport, and the largest lobster port in Massachusetts to this day, with fresh seafood abound caught by local fishermen and hauled into our harbor, across a variety of species. Beyond the best lobster roll, classic fried fish dish, oyster or clam you’ll ever enjoy — try our award-winning restaurants and cultural cuisine!
Find it all at discovergloucester.com/dine
Stay
Beauport Hotel
From boutique hotels, and quaint b-n-b’s, seaside inns, accommodating vacation rentals, and our 4-star hotel, there’s something for every family, friend group, or couple.
Find it all at discovergloucester.com/stay
Explore
Photo: Halibut Point State Park
With non-stop Instagrammable moments, Gloucester, MA is the perfect destination to uncover an off-the-beaten path New England adventure. We have outdoor attractions, beaches, lighthouses, boating adventures, and outdoor beauty, to boot! Go on a hike, a bike ride, or go for a sea side jog, and soak it all in. Then, put your feet up and enjoy the view.
Check out our blog to dream up your next visit: discovergloucester.com/blog