• Salem Witch Trials Memorial - Situated just off Charter Street on Liberty Street, this memorial in Salem honors the 20 victims of the 1692 witch trials. It features four-foot-high granite walls on three sides, with granite benches for each victim extending inward from the wall. Each bench is inscribed with a name, method of execution, and execution date. The memorial’s stone threshold displays words from the accused, taken directly from court records.
• Witch House - The only remaining house in Salem associated with the 1692 Witchcraft Trials, it was owned by Judge Corwin, one of the trial magistrates. The Witch House has been preserved in its original state. Guided tours are available to explore the house and learn about the historical events.
• Bewitched Statue of Elizabeth Montgomery - Visit the renowned statue of television’s most famous witch.
• Old Burying Point Cemetery - Known as Salem’s most eerie cemetery.
• The House of the Seven Gables - Located in Salem, Massachusetts, this house is a remarkable example of Colonial American architecture, dating back to 1668. It inspired Nathaniel Hawthorne’s famous novel of the same name. The house is known for its dark wooden exterior and steeply pitched gables. Visitors can explore its rooms, hidden staircases, large hearths, and period furnishings that depict 17th-century life.

The property also features beautifully landscaped gardens overlooking Salem Harbor, enhancing its allure. The interior is filled with historical artifacts, offering a rich narrative of the families who lived there over the years. The site includes Hawthorne’s birthplace, relocated to the property in the 20th century, providing a comprehensive view of both architectural history and literary heritage.

• Castle Hill on the Crane Estate - At Castle Hill on the Crane Estate in Ipswich, visitors can explore a magnificent 59-room mansion atop a hill with panoramic views of the Atlantic Ocean. The estate boasts beautifully landscaped gardens, intricate architecture inspired by Italian Renaissance villas, and the grand “Grande Allée,” a nearly half-mile-long lawn leading to the sea. Inside, the mansion features opulent interiors with period furnishings, fine art, and elegant details reflecting the grandeur of the early 20th century. The estate’s history and stunning surroundings make it a highlight of any tour.
• Ipswich - Ipswich, Massachusetts, is a charming coastal town rich in colonial history and natural beauty. Known for having one of the highest concentrations of First Period homes (built before 1725) in the country, Ipswich offers a glimpse into early American life with its well-preserved architecture and picturesque streets. Its tranquil beaches, vibrant marshlands, and the scenic Ipswich River further enhance the town’s appeal, making it a delightful destination for history enthusiasts and nature lovers alike.
• Gloucester - A brief visit to Gloucester, Massachusetts, provides the opportunity to see the iconic Gloucester Fisherman’s Memorial, a tribute to the countless fishermen who have perished at sea. Known as “The Man at the Wheel,” this statue on Stacy Boulevard overlooks Gloucester Harbor and symbolizes the town’s deep maritime heritage. It serves as a poignant reminder of the risks faced by generations of Gloucester fishermen over the past 400 years.

From the shoreline, visitors can enjoy stunning views of Gloucester’s lighthouses, including Ten Pound Island Light and Eastern Point Light, visible from various coastal spots, especially from Stage Fort Park and the waterfront. The combination of the historic memorial and the picturesque lighthouses makes Gloucester’s harborfront a must-see, offering both a moment of reflection and breathtaking ocean views. Hammond Castle can be added to any tour when operational.

• Hammond Castle Museum - This attraction is available seasonally with varying hours. Admission is not included, but it’s a worthwhile addition.

• Private transportation
• Bottled water and snacks
• In-vehicle air conditioning
• All fees and taxes included
• Hotel or AirBnB drop-off and pick-up

• Gratuities
• Lunch

Experience the allure of New England’s coastline with a private tour from Portland, Maine, to Cape Ann and the North Shore of Massachusetts. This adventure leads you to the breathtaking Castle on Crane Hill in Ipswich, where you can enjoy views over vast salt marshes and soak in historic splendor. Then, visit Hammond Castle in Gloucester, a medieval-inspired estate brimming with art, inventions, and fascinating architecture.

Stroll through the historic streets of Ipswich, where colonial homes and coastal vistas reflect America’s early history. Enjoy a delightful visit to Russell Orchards, where you can wander the orchards, indulge in fresh cider donuts, and taste wines crafted from their own fruit.

This exclusive tour combines magnificent castles, charming towns, and New England’s seasonal abundance—offering an unforgettable experience for those seeking a unique perspective on the North Shore. Join this journey that weaves together history, beauty, and local flavor into one perfect day.

For a full refund, cancel at least 24 hours before the scheduled departure time.