Castles of Cape Ann, Massachusetts Private Day Tour
Castles of Cape Ann, Massachusetts Private Day Tour
Highlights
Discover the charm of New England’s coast with a private tour from Portland, Maine, to Cape Ann and the North Shore of Massachusetts. This journey takes you to the stunning Castle on Crane Hill in Ipswich, offering views across expansive salt marshes and an immersion in historic grandeur. Next, explore Hammond Castle in Gloucester, a medieval-inspired estate filled with art, inventions, and captivating architecture.
Wander through the historic streets of Ipswich, where colonial homes and coastal views capture America’s early history. Then, enjoy a delightful stop at Russell Orchards, where you can stroll the orchards, savor fresh cider donuts, and sample wines made from their own fruit.
This exclusive tour combines majestic castles, authentic towns, and New England’s seasonal bounty—creating an unforgettable experience for those seeking a unique perspective on the North Shore. Join us for a journey that blends history, beauty, and local flavor into one perfect day.
Itinerary
Castle Hill on the Crane Estate
2 hoursAdmission Ticket IncludedAt the Castle Hill on the Crane Estate in Ipswich, visitors will experience a stunning 59-room mansion set atop a hill with sweeping views of the Atlantic Ocean. The estate features beautifully landscaped gardens, intricate architecture inspired by Italian Renaissance villas, and the grand "Grande Allée," a nearly half-mile-long lawn leading down to the sea. Inside, the mansion showcases opulent interiors with period furnishings, fine art, and elegant details reflecting the grandeur of the early 20th century. The estate's history and breathtaking surroundings make it a highlight of any tour.Russell Orchards
30 minsAdmission Ticket FreeRussell Orchards in Ipswich, Massachusetts, is a charming farm stop where guests can experience the best of New England’s agricultural heritage. Set on over 120 acres, it offers apple picking, a farm store with fresh produce, cider donuts, and even local wines and hard ciders crafted from their own fruit. Visitors can explore the scenic grounds, meet farm animals, and enjoy a taste of rural Massachusetts. This stop provides a relaxing and authentic farm experience with a variety of seasonal treats, making it a delightful addition to any tour of the area.Fishermen's Memorial Monument
10 minsAdmission Ticket FreeThe Gloucester Fisherman’s Memorial, also known as “Man at the Wheel,” is a bronze statue dedicated in 1925 to honor the thousands of fishermen lost at sea from this historic New England port. Standing watch over Gloucester Harbor, the figure embodies the courage, sacrifice, and resilience of the city’s fishing community. Gloucester itself is America’s oldest seaport, founded in 1623, and remains a vibrant fishing town rich in maritime history and coastal charm.Hammond Castle Museum
2 hoursAdmission Ticket IncludedSet against the backdrop of the Atlantic, Hammond Castle is especially stunning in the fall. You’ll explore both the castle’s scenic grounds and its unique interior, filled with medieval-style architecture, artifacts, and the legacy of inventor John Hays Hammond Jr. Admission tickets for the full museum experience are included with your tour.
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