Booking fee
The booking fee includes the costs of booking your tickets such as charges for payment processing. It also covers the provision of our customer care center for processing your order, and all charges imposed by our suppliers.
* This tour requires at least one of the following per booking: Adult, Senior
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.
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Private transportation
Bottled water
Snacks
Air-conditioned vehicle
All Fees and Taxes
Hotel or AirBnB Drop off and Pick Up included.
Gratuities
Lunch
Departure Point
Traveler pickup is offered
Your guide will reach out to you a day or two
Prior to your tour.
Castle Hill on the Crane Estate, Ipswich, Massachusetts, United States 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. 60 minutes
Ipswich, Ipswich, Massachusetts, United States 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. 35 minutes
Gloucester, Gloucester, Massachusetts, United States 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. 60 minutes
Hammond Castle Museum, Gloucester, Massachusetts, United States This stop is only available seasonally as hours vary. Admission is not included but it’s definitely worth the add on. 60 minutes
Russell Orchards, Ipswich, Massachusetts, United States 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. 30 minutes
Public transportation options are available nearby
Suitable for all physical fitness levels
You can cancel up to 24 hours in advance of the experience for a full refund.
For a full refund, cancel at least 24 hours before the scheduled departure time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.
Cut-off times are based on the experience’s local time.
SANDRA W
14 Jun 2023
AJ took us to the Portland Lighthouse and Kennebunkport on the way to Salem. He knows the area so well and we had the best viewing spots! He also took pictures for us so that we had nothing do but enjoy the day. Salem was such a fun place and having a guide that knows the city well is a great way to see it all! I would definitely tour with them again!
belannb
13 Sep 2021
Our driver Mimi was great! She was very knowledgeable about Yellowstone and the surrounding area. She was very nice and accommodating. Very prepared. Would highly recommend.
This tour in
Portland
is organized by
Globe Trekkers Tours
We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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