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Mysteries & Maritime: Cape Anne, MA: Exclusive Private Tour

Location Portland, Maine, USA
$350.00
This is an experience gift voucher. The recipient will book the experience after they redeem the gift voucher.

Overview

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.

Glouster, and Ipswich
Pickup included
Tour guide
Language: English
Human tour guide

Availability depends on seasonality and number of participants. Bookings can not be made for the same day. Please read our TnC’s.

When giving as a gift, your recipient can choose a date at their convenience during a booking process. Otherwise, you can choose one after checkout and voucher redemption.
Check available dates by emailing us at [email protected]
  • Hotel or AirBnB Drop off and Pick Up included.
  • Air-conditioned vehicle
  • Snacks
  • Bottled water
  • Other
  • Private transportation
  • Lunch
  • Gratuities

  • Castle Hill on the Crane Estate
    At 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.
  • Ipswich
    Ipswich, Massachusetts, is a charming coastal town steeped 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 serene beaches, vibrant marshlands, and the scenic Ipswich River further enhance the town’s appeal, making it a delightful destination for history buffs and nature lovers alike.
  • Gloucester
    A quick stop in Gloucester, Massachusetts, offers the chance to see the iconic Gloucester Fisherman’s Memorial, which stands as a tribute to the countless fishermen who have lost their lives at sea. Known as “The Man at the Wheel,” this statue, located on Stacy Boulevard, overlooks Gloucester Harbor and symbolizes the town’s deep connection to the maritime industry. It’s a poignant reminder of the risks faced by generations of Gloucester fishermen, dating back over 400 years. From the shoreline, you can also enjoy stunning views of Gloucester’s lighthouses, including Ten Pound Island Light and Eastern Point Light. Both are visible from various spots. 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 on to any tour when in operation. This is our lunch stop on the historic Cape Ann Marina.
  • Hammond Castle Museum
    This stop is only available seasonally as hours vary. Admission is not included but it’s definitely worth the add on.
  • Russell Orchards
    Russell 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.

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • How it works?
    01 You choose from 10,000+ experience gifts
    02 We deliver the eVoucher or the Physical box to the recipient
    03 Recipient books the experience and creates unforgettable memories!

    Mysteries & Maritime: Cape Anne, MA: Exclusive Private Tour

    Location Portland, Maine, USA
    $350.00
    This is an experience gift voucher. The recipient will book the experience after they redeem the gift voucher.
    How it works?
    01 You choose from 10,000+ experience gifts
    02 We deliver the eVoucher or the Physical box to the recipient
    03 Recipient books the experience and creates unforgettable memories!
    Delivery options
    eVoucher
    • Free
    • Instant delivery
    • Environmentally friendly
    Physical Gift Box
    • $10.00 fee
    • 2-5 business days
    • Shipping Worldwide

    No expiration date
    Easy refund
    Free exchange
    Easy booking
    Planet friendly
    Global availability
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