• Castle Hill on the Crane Estate - Located in Ipswich, Castle Hill on the Crane Estate offers visitors a breathtaking experience with its 59-room mansion perched on a hill, providing expansive views of the Atlantic Ocean. The estate boasts meticulously landscaped gardens, intricate architecture inspired by Italian Renaissance villas, and the impressive “Grande Allée,” a nearly half-mile-long lawn stretching down to the sea. Inside, the mansion features luxurious interiors with period furnishings, fine art, and elegant details that reflect the grandeur of the early 20th century. The estate’s rich history and stunning surroundings make it a standout attraction on any tour.
• Ipswich - Ipswich, Massachusetts, is a charming coastal town rich in colonial history and natural beauty. Renowned for having one of the highest concentrations of First Period homes (built before 1725) in the nation, 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 charm, 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, located on Stacy Boulevard, overlooks Gloucester Harbor and symbolizes the town’s deep ties to the maritime industry. It serves as a poignant reminder of the risks faced by generations of Gloucester fishermen, dating back over 400 years.

From the shoreline, visitors can also enjoy stunning views of Gloucester’s lighthouses, including Ten Pound Island Light and Eastern Point Light, visible from various vantage points. 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. This is the lunch stop on the historic Cape Ann Marina.

• Hammond Castle Museum - Set against the Atlantic backdrop, Hammond Castle is particularly stunning in the fall. Visitors can 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 the tour.
• Russell Orchards - Russell Orchards in Ipswich, Massachusetts, is a delightful farm stop where guests can experience the best of New England’s agricultural heritage. Spanning over 120 acres, it offers apple picking, a farm store with fresh produce, cider donuts, and even local wines and hard ciders made 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 charming addition to any tour of the area.

• Private transportation
• Bottled water
• Snacks
• In-vehicle air conditioning

• Lunch
• Gratuities

Discover the charm and history of Ipswich and Cape Ann with this exclusive tour. Stroll through the magnificent Castle Hill estate, delve into Ipswich’s rich heritage, and soak in the coastal allure of Gloucester. When accessible, Hammond Castle provides a remarkable view of medieval architecture along the New England shoreline. Conclude your adventure at Russell Orchards, where fresh, local appeal awaits.

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