Gloucester, Massachusetts, is a captivating coastal city known for its maritime heritage, stunning beaches, and vibrant arts scene. Located on Cape Ann, this historic fishing town offers various activities that cater to every traveler. Gloucester has everything you want for outdoor adventure, cultural experiences, or relaxation.
Explore Good Harbor Beach
Good Harbor Beach is one of Gloucester’s most popular and picturesque beaches. Its soft, white sand and gentle waves make it perfect for sunbathing, swimming, or a long walk along the shoreline. During low tide, you can even walk out to Salt Island.
Visit Hammond Castle Museum
Hammond Castle Museum is a unique attraction built by inventor John Hays Hammond, Jr., in the 1920s. This medieval-style castle, perched on the cliffs overlooking Gloucester Harbor, houses an impressive collection of artifacts. Take a guided tour to learn about the castle’s history and eccentric owner.
Wander Through Rocky Neck Art Colony
The Rocky Neck Art Colony is one of the oldest continuously operating art colonies in the United States. Stroll through the galleries and studios to see local artwork and perhaps even meet the artists. The vibrant community is full of creativity, and there are plenty of spots to grab a bite or coffee as you browse.
Explore Stage Fort Park
Stage Fort Park is a historic site where the first European settlers arrived in Gloucester in 1623. Today, it’s a sprawling park with picnic areas, playgrounds, and beautiful harbor views. It’s a great place to spend a relaxing afternoon with family or friends.
Go Whale Watching
Gloucester is one of the best places in New England for whale watching. Book a tour with one of the local operators to witness humpback whales, minke whales, and even dolphins up close. Whale-watching tours are typically available from spring through fall and provide an unforgettable experience on the open water.
Discover Eastern Point Lighthouse
Eastern Point Lighthouse has been guiding ships into Gloucester Harbor since 1832. While the lighthouse isn’t open to the public, you can visit the nearby breakwater and enjoy the stunning harbor and Atlantic Ocean views. It’s a peaceful spot to watch boats pass or catch a sunset.
Tour The Cape Ann Museum
Visit the Cape Ann Museum to explore the area’s rich history. This museum features exhibits on the region’s maritime heritage, art, and local industries like fishing and granite quarrying. The museum’s impressive collection of works by American artist Fitz Henry Lane is a highlight for art lovers.
Relax At Wingaersheek Beach
Wingaersheek Beach is known for its calm waters and scenic setting. With tide pools to explore and smooth rocks to climb, it’s an excellent destination for families with young children. The views of the Annisquam River and Ipswich Bay are beautiful, making it a favorite spot for locals and tourists alike.
Take A Boat Tour Of Gloucester Harbor
Hop on a boat tour of the harbor for a closer look at Gloucester’s maritime history and natural beauty. These guided tours provide fascinating insights into the city’s fishing industry, the historic waterfront, and the surrounding lighthouses and islands.
Visit The Fishermen’s Memorial
The Fishermen’s Memorial, also known as the “Man at the Wheel,” is a poignant tribute to the thousands of Gloucester fishermen who have lost their lives at sea. Located along Stacy Boulevard, this iconic statue is a must-see for anyone visiting Gloucester.
Attend The St. Peter’s Fiesta
The St. Peter’s Fiesta is an annual celebration that honors the patron saint of fishermen. Held every June, this lively festival features parades, boat races, music, and the famous Greasy Pole competition. It’s a fun, community-centered event that offers a taste of Gloucester’s vibrant culture.
Hike Ravenswood Park
For nature enthusiasts, Ravenswood Park offers miles of trails through woodlands and wetlands. Managed by the Trustees of Reservations, this peaceful preserve is perfect for hiking, birdwatching, or snowshoeing in the winter months.
Explore Dogtown
Dogtown is an abandoned colonial settlement now serving as a fascinating historical site and nature reserve. Hike through its network of trails to see the remains of old stone foundations and curious boulders inscribed with inspirational words. It’s a great spot for adventurous hikers and history buffs.
Visit The Gloucester Maritime Heritage Center
The Gloucester Maritime Heritage Center is an interactive museum dedicated to the city’s maritime history. With exhibits on shipbuilding, fishing, and marine biology, it’s an educational and engaging experience for visitors of all ages.
Sample Fresh Seafood
No visit to Gloucester is complete without trying the local seafood. The city is a haven for seafood lovers, from clam shacks to upscale restaurants. Be sure to try the fresh lobster rolls, clam chowder, and fried clams at one of the many waterfront eateries.
Learn About Fishing At The Gloucester Fishermen’s Wives Memorial
Located near the Fishermen’s Memorial, the Fishermen’s Wives Memorial is a moving tribute to the families of Gloucester’s fishermen. The bronze statue, created by sculptor Morgan Faulds Pike, honors the strength and resilience of the women who support the fishing community.
Attend A Concert At The Gloucester Stage Company
The Gloucester Stage Company offers a variety of live performances throughout the year. From classic plays to contemporary productions, this professional theater company brings top-quality entertainment to the North Shore.
Take A Kayak Tour
For a more active adventure, rent a kayak and explore the calm waters around Cape Ann. Kayak tours are available and offer a unique perspective on Gloucester’s coastline, wildlife, and hidden coves.
Discover The Sargent House Museum
The Sargent House Museum is the former home of Judith Sargent Murray, an early advocate for women’s rights and education. Built in 1782, the house is a fine example of Georgian architecture and features period furnishings and artwork.
Visit The Gloucester Schooner Festival
Held annually over Labor Day weekend, the Gloucester Schooner Festival celebrates the city’s maritime heritage. The festival features schooner races, parades of sail, and plenty of family-friendly activities along the waterfront.
Check Out The Rocky Neck State Reservation
This scenic area offers excellent opportunities for hiking, swimming, and picnicking. It’s a great spot to enjoy Cape Ann’s natural beauty without the crowds.
Enjoy A Sunset At Bass Rocks
For one of the best sunset views in Gloucester, head to Bass Rocks. This rugged stretch of coastline offers dramatic views of the Atlantic, with the crashing waves providing a soundtrack to your evening.
Go Fishing On A Charter Boat
Gloucester is the perfect place for fishing enthusiasts to book a charter fishing trip. Whether you’re a seasoned angler or a beginner, local guides can take you out for a day of deep-sea fishing or inshore fishing.
Explore Halibut Point State Park
Located on the border of Gloucester and Rockport, Halibut Point State Park offers stunning ocean views and a fascinating history as a former granite quarry. The park’s trails are easy to navigate, and the views from the rocky shoreline are breathtaking.
Attend The Gloucester Waterfront Festival
This annual summer event features arts and crafts, live music, and local food vendors. It’s a great way to experience the community spirit of Gloucester while enjoying the scenic waterfront.
Take A Self-Guided Walking Tour Of Gloucester
Pick up a map at the visitor center and embark on a self-guided walking tour of Gloucester. You’ll discover historic landmarks, charming neighborhoods, and scenic viewpoints as you explore at your own pace.
Visit The Annisquam Lighthouse
The Annisquam Lighthouse, located at the entrance to the Annisquam River, is one of Cape Ann’s most scenic lighthouses. While the lighthouse is not open to the public, the surrounding area offers beautiful views and is an excellent spot for photography.
Watch A Film At The Cape Ann Cinema
The Cape Ann Cinema is a cozy, independent movie theater that screens a mix of mainstream and indie films. It’s the perfect place to relax and catch a movie after a day of exploring.
Explore Gloucester’s Maritime Trails
Gloucester offers a variety of maritime trails that highlight the city’s rich fishing heritage. These walking paths take you through historic fishing neighborhoods, past shipyards, and along scenic waterfronts.