Gloucester (pronounced "glaw-ster"), Massachusetts, isn’t just a dot on the map; it’s a living, breathing testament to American maritime history. Nestled on the ruggedly beautiful Cape Ann, a mere 40 miles north of the bustling metropolis of Boston, Gloucester stands as the nation’s oldest fishing port, a title worn with considerable pride and a tangible connection to its four-century-long heritage. The town’s identity is inextricably linked to the sea, a relationship that has shaped its culture, economy, and the very spirit of its inhabitants.
While Hollywood’s portrayal in "The Perfect Storm" and the reality TV show "Wicked Tuna" have brought Gloucester to a wider audience, the town’s enduring charm lies in its steadfast adherence to its roots. It’s a place where the salty tang of the ocean air mingles with the echoes of generations of fishermen, a destination that offers an authentic glimpse into the heart of New England living. Prepare to be captivated by the raw beauty, the rich history, and the undeniable allure of this quintessential coastal town. Let’s explore the 10 best things to do in Gloucester.
1. Pay Respects at the Gloucester Fisherman’s Memorial
The Gloucester Fisherman’s Memorial, affectionately known as "The Man at the Wheel," is more than just a monument; it’s a poignant reminder of the perilous life of a fisherman and a tribute to the thousands who have been lost to the unforgiving sea. Estimates suggest that over 10,000 Gloucester fishermen have perished while pursuing their livelihood. Commissioned in 1923 during the city’s tercentennial celebration, this iconic statue has become the very symbol of Gloucester, a beacon of remembrance and respect.
The imposing 8-foot-tall bronze figure depicts a fisherman, clad in oilskins and a sou’wester, gripping the wheel of his vessel, forever vigilant as he scans the horizon. Since 1925, he has stood proudly on Stacy Boulevard, his gaze fixed eternally on Gloucester Harbor, a silent sentinel watching over the waters that have claimed so many lives. Visiting the memorial is a deeply moving experience, a chance to reflect on the sacrifices made by these brave men and the enduring legacy they have left behind.
2. Embark on a Whale Watching Adventure
Gloucester’s strategic location near Stellwagen Bank and Jeffreys Ledge makes it a prime destination for whale watching enthusiasts. These underwater plateaus are teeming with marine life, creating a veritable buffet for a diverse array of whale species. From mid-April through October, these nutrient-rich feeding grounds attract humpback, finback, minke, and right whales, offering visitors an unparalleled opportunity to witness these magnificent creatures in their natural habitat.
Several reputable whale watching companies operate out of Gloucester, offering frequent departures aboard comfortable and well-equipped vessels. Cape Ann Whale Watch and 7 Seas Whale Watch are two such companies, both renowned for their experienced captains and knowledgeable naturalists. Many operators even offer a "whale sighting guarantee," promising a free ticket for a future trip if you don’t encounter these gentle giants during your voyage. A whale watching excursion from Gloucester is an unforgettable experience, a chance to connect with the wonders of the marine world.
3. Bask in the Sun at Good Harbor Beach
Gloucester boasts a collection of stunning beaches, each with its own unique charm, but Good Harbor Beach consistently ranks as one of the most picturesque. This crescent of soft, golden sand is a haven for beachgoers of all ages, offering breathtaking views of the iconic Twin Lighthouses on Thacher Island and the intriguing Salt Island, which is accessible on foot during low tide.
Good Harbor Beach is an ideal spot for swimming, boogie boarding, and building elaborate sandcastles. The gentle waves are perfect for beginner surfers, while the expansive shoreline provides ample space for beach volleyball and leisurely strolls. In the summer months, the beach comes alive with activity, filled with families enjoying the sun and surf. Year-round, Good Harbor offers a tranquil escape, a place to breathe in the fresh sea air and soak up the natural beauty of Cape Ann. For those seeking a truly immersive experience, the Blue Shutters Beachside Inn offers accommodations just steps from the sand, providing unparalleled ocean views.
4. Immerse Yourself in Art at Rocky Neck Art Colony
For nearly two centuries, the unique light and stunning natural beauty of Gloucester have drawn artists to its shores. Rocky Neck Art Colony, the oldest continually working art colony in America, stands as a testament to this enduring artistic legacy. This vibrant community of painters, sculptors, photographers, potters, jewelry makers, and textile designers welcomes visitors to explore their studios and galleries, offering a rare glimpse into the creative process.
Wander along the waterfront strip, browsing the diverse range of artwork on display, and perhaps even meet the artists themselves. From traditional landscapes to contemporary abstracts, there’s something to inspire every art lover. The Float Gallery, a more recent addition to the scene, showcases the latest works by talented local artists, with exhibitions changing monthly. Beyond Rocky Neck, East Gloucester is home to several independent studios specializing in woodworking, ceramics, watercolor painting, and sculpture, further enriching the artistic landscape of the town.
5. Indulge in Fresh Seafood at Gloucester House
A visit to Gloucester is simply incomplete without savoring the bounty of the Atlantic Ocean. As the oldest fishing port in America, the town boasts a rich culinary heritage rooted in fresh, locally caught seafood. Commercial fishing boats haul in haddock, cod, tuna, and, of course, New England’s beloved crustacean: lobster.
For an authentic seafood experience, head to Gloucester House, a landmark restaurant that has been a fixture on Seven Seas Wharf since 1958. Their extensive menu features a wide array of seafood delicacies, from freshly shucked raw oysters to perfectly pan-seared tuna. Indulge in a classic lobster roll, served either warm with butter or chilled with mayonnaise and celery, or opt for one of their signature lobster creations, such as lobster pie, lobster carbonara, or even a lobster-stuffed lobster. With its warm and welcoming atmosphere and its commitment to using the freshest ingredients, Gloucester House is a must-visit destination for seafood aficionados.
6. Step Back in Time at Hammond Castle
Prepare to be transported to another era at Hammond Castle, a medieval-style fortress perched on the Gloucester coastline. This architectural marvel, constructed from local Cape Ann granite, was completed in 1929 for John Hays Hammond Jr., a prolific inventor and avid art collector. The castle is a fascinating blend of architectural styles, incorporating elements from various periods and cultures.
Embark on a self-guided tour and marvel at the Great Hall’s magnificent organ, boasting an impressive 8,200 pipes. Explore the 30,000-gallon swimming pool, which can be switched from fresh to saltwater with the simple flick of a lever. Many of the castle’s windows, stone archways, and wooden facades are authentic pieces from Hammond’s collection, dating back to the Classical period. The castle’s season culminates with Holidays at the Castle, a festive event featuring holiday concerts, a craft fair, and a visit from Santa Claus.
7. Delve into Maritime History at Cape Ann Museum
Founded in 1875, the Cape Ann Museum is a cultural treasure trove that chronicles centuries of maritime art and history inspired by Cape Ann and the surrounding region. The museum’s collection is particularly renowned for its extensive holdings of works by Fitz Henry Lane, a celebrated Gloucester native known for his luminous seascapes. In addition to Lane’s masterpieces, the museum also showcases works by other prominent artists, including John Sloan, Katharine Lane Weems, and Milton Avery.
Beyond its impressive collection of fine art, the museum’s campus also encompasses two sculpture gardens, a meticulously preserved 19th-century captain’s house, and a comprehensive research library. The Cape Ann Museum offers a fascinating journey through the region’s rich artistic and maritime heritage, providing valuable insights into the lives and experiences of the people who have shaped this unique coastal community.
8. Dine with a View at the Beauport Hotel
For a touch of luxury amidst the rugged charm of Gloucester, head to the Beauport Hotel, a sophisticated waterfront retreat that opened in 2016. Even if you don’t opt for an overnight stay, a dinner reservation at 1606 Restaurant & Bar is a must. This elegant eatery offers breathtaking panoramic views of the harbor, creating a truly unforgettable dining experience.
The menu features a creative selection of steaks and seafood dishes, with a focus on fresh, locally sourced ingredients. The raw bar offers a tempting array of oysters, clams, and other delicacies. In the cozy bar, enjoy live music every Wednesday and Thursday evening, adding to the ambiance of this stylish establishment. The Beauport Hotel provides a welcome contrast to Gloucester’s traditional maritime atmosphere, offering a contemporary and upscale experience.
9. Explore the Eccentric Beauport, the Sleeper-McCann House
Step into the whimsical world of Henry Davis Sleeper, one of the first professional interior designers in the United States, with a tour of Beauport, the Sleeper-McCann House. This unique summer home, a National Historic Landmark, offers a fascinating glimpse into Sleeper’s life and creative vision. Over the course of several decades, Sleeper meticulously crafted this eclectic residence, filling it with an astonishing collection of art, antiques, and decorative objects.
Each of the house’s more than 40 rooms is a unique and highly decorated space, reflecting Sleeper’s diverse interests and his mastery of interior design. From the whimsical Dog Bar to the nautical-themed Mariner’s Museum, every room tells a story. Preserved largely as Sleeper left it after his death in 1935, Beauport offers a truly immersive and unforgettable experience.
10. Experience Gloucester from the Water
One of the best ways to truly appreciate the beauty and character of Gloucester is to experience it from the water. Whether you prefer a leisurely sail aboard a historic schooner, a narrated cruise through a tidal estuary, or an exciting fishing excursion, there’s a boat tour to suit every taste. Numerous boat operators offer private charters, providing a more personalized and intimate experience.
For fans of the National Geographic show "Wicked Tuna," consider booking a charter fishing trip aboard the F/V Hard Merchandise, Captain Dave Marciano’s vessel. These charters run from April 15 to July 10, offering the chance to reel in a giant tuna and even get a cut of the sale. Exploring Gloucester from the water provides a unique perspective on the town’s maritime heritage and its stunning coastal scenery.
