Things to Do & See Archives - Discover Gloucester

Unforgettable Gloucester: 15 Places Every Visitor Should Explore

April 30, 2025 / Good to Know, Things to Do & See

From historic homes and scenic lighthouses to world-class museums and a seaside art colony, Gloucester is full of places that celebrate its rich past and creative spirit. Whether you’re drawn to coastal views, cultural attractions, or local history, there’s something here for every kind of explorer. Here’s a roundup of must-visit spots around the city…. Read more »

Experience Winter by the Sea at the Gloucester’s So Salty Festival

January 09, 2025 / A Local Favorite, Things to Do & See

Winter in Gloucester comes alive this month with the 4th Annual Gloucester’s So Salty festival! Free and open to the public, this beloved event runs January 25-26, celebrating the city’s unique blend of maritime heritage, creative spirit, and unmistakably salty character. Whether you’re a local looking to shake off the winter blues or a visitor… Read more »

Gloucester Getaways: A Day Trip from Boston

August 26, 2024 / Food and Drink, History/Maritime, Things to Do & See

by Gabriella Amarel Thinking of venturing out of Boston for a day but want to stay close? Look no further than Gloucester, a charming coastal town north of the city, swimming in maritime history, artistic flair, and delicious seafood. Imagine a day trip where you can stroll through historic streets lined with colorful shops, savor… Read more »

Set Sail From Gloucester Harbor: 7 Coastal Adventures Around Cape Ann

August 16, 2024 / A Local Favorite, Outdoor Adventures, Things to Do & See

Gloucester, MA, offers endless ways to experience its coastal beauty, and there’s no better way to do it than by getting out on the water. Whether you’re seeking adventure, relaxation, or a deeper connection to the area’s rich maritime history, Gloucester has something for everyone. From exciting whale-watching tours to relaxing sunset sails, we’re sharing… Read more »

Exploring Gloucester and Rockport Art Galleries: A Visitor’s Guide

August 08, 2024 / A Local Favorite, Art and Music, Things to Do & See

Visit the scenic shores of Cape Ann, and you’ll find Gloucester and Rockport, two locales rich in artistic heritage that have drawn creatives to their communities for generations. Gloucester, America’s oldest seaport, boasts two dynamic cultural districts—Harbortown and Rocky Neck—where the arts thrive in historic settings by the water. Beyond these districts, galleries are spread… Read more »

Explore Gloucester’s Cultural Districts at the Fourth Annual Culture Splash

July 02, 2024 / A Local Favorite, Art and Music, Things to Do & See

Culture Splash returns this July and August with a newly expanded lineup of events inviting you to explore the cultural districts that make up America’s oldest seaport. Harbortown and Rocky Neck will hose a mix of free and discounted events that center around our rich maritime heritage and arts scene on Thursdays from July 11-August… Read more »

Everything You Need To Know About Gloucester Beaches

June 12, 2024 / Outdoor Adventures, Things to Do & See

Planning a beach day in Gloucester, MA? Discover everything you need to know about Gloucester’s stunning beaches, from the best spots to visit to essential tips for making the most of your seaside adventure. Included in this guide: When to go to Gloucester beaches Which Gloucester beach is best How to park at Gloucester’s beaches… Read more »

Iconic Sights and Captivating Sets: Exploring the Enthralling Landmarks and Locales of Gloucester

June 04, 2024 / Good to Know, Things to Do & See

Nestled along the picturesque coast of Massachusetts, Gloucester exists as a rich combination of history, culture, and natural beauty. From its iconic landmarks steeped in maritime heritage to the picturesque locations that have been immortalized on the silver screen, Gloucester offers a captivating journey through time and ample cinematic allure. Join us as we embark… Read more »

Guiding Beacons: Cape Ann’s Enchanting Lighthouses

May 28, 2024 / History/Maritime, Outdoor Adventures, Things to Do & See

Embrace the allure of Cape Ann’s enchanting lighthouses, where history, beauty, and maritime heritage intertwine to create an unforgettable experience along the rugged shores of New England. Annisquam Harbor Lighthouse A timeless beacon at Wigwam Point, leading vessels to the serene waters of Annisquam River. Constructed in 1801, this quaint lighthouse stands as a sentinel… Read more »

Gloucester’s Gems: 15 Captivating Cape Ann Attractions

April 16, 2024 / A Local Favorite, Good to Know, Things to Do & See

Explore the world of scenic splendors and fascinating fables! From the daring feats at St. Peter’s Greasy Pole Contest to the fairytale appeal of the Hammond Castle Museum, allow Gloucester to enchant you. Man at the Wheel Marvel at the iconic Gloucester Fisherman’s Memorial, a tribute to the city’s seafaring history with its timeless inscription…. Read more »