Castles of Cape Ann, Massachusetts Private Day Tour

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 Ips

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.

From: $0.00

Location: Portland

What's Included

Community Discussion

Q&A

Q: Can we reschedule if the weather is bad on the day of the tour?

A: Yes, you can definitely reschedule if the weather doesn’t cooperate. Just contact Vogue Travel and Tours at least 24 hours in advance to discuss your options. They’re pretty flexible and want to ensure you have the best experience possible. Just keep an eye on the forecast!

Q: What age group is this tour best for?

A: This tour is really great for all ages! Kids will love exploring the castles, and the adults will enjoy the history and wine sampling at Russell Orchards. Just keep in mind that some of the walking paths might be tricky for very young children or those with mobility issues. Overall, it's pretty family-friendly!

Q: Is parking easy if we drive ourselves to Portland for the tour?

A: Parking can vary depending on where you start in Portland, but most downtown areas have available parking lots and garages. If you choose the tour with pick-up, it’s super convenient and you won’t have to worry about your car! Plus, it means you can relax and enjoy the day without stress.

Discussions

Just did the Castles of Cape Ann tour - Amazing experience!

I just came back from the Castles of Cape Ann tour and wow, it was incredible! The Castle on Crane Hill had such breathtaking views over the salt marshes, and Hammond Castle felt like stepping into a fairy tale. We even stopped at Russell Orchards, and those cider donuts? To die for! I can't recommend this enough for anyone who loves history or just wants a beautiful day out.

Thinking about gifting the Castles of Cape Ann tour?

I'm considering this tour for my parents' anniversary! They've always wanted to explore more of New England, and this seems perfect. I love that it includes everything – snacks and all fees. Has anyone given it as a gift? Any thoughts on how they liked it?