Explore Cape Ann and Ipswich on a Private Day Tour from Portland
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Discover the stunning sights and rich history of Cape Ann and Ipswich on this private day tour. You'll stroll through the grand estate of Castle Hill on the Crane Estate, marvel at Ipswich’s well-preserved colonial architecture, and soak in Gloucester’s maritime charm. When Hammond Castle is open, it offers an unforgettable peek into medieval architecture along New England’s coast.
Cap off your day at Russell Orchards, where you can enjoy fresh, local produce and experience the rural side of Massachusetts. This tour is perfect for those who want an intimate, personalized look at some of the region’s most iconic spots.
With private transportation, comfortable amenities, and flexible stops, this experience makes exploring Cape Ann and Ipswich easy and enjoyable. Whether you're a history buff, a nature lover, or simply seeking a scenic escape, this private tour delivers a memorable day out.
Frequently asked questions
How long does the tour last?
The tour lasts between 8 to 10 hours, giving you plenty of time to explore each stop comfortably.
What’s included in the tour?
Your package includes private transportation, bottled water, snacks, and an air-conditioned vehicle for a smooth, comfortable experience.
Can I customize the stops or itinerary?
While the itinerary is set, you can choose to add Hammond Castle when it's available, and there’s flexibility to enjoy local lunch options during your stops.
Is this tour suitable for all ages and fitness levels?
Yes, the tour is suitable for all physical fitness levels and is designed to be enjoyable for adults and children alike.
What if I need to cancel?
You can cancel for a full refund if done at least 24 hours before the scheduled start. Cancellations made within 24 hours are non-refundable, and the tour may be canceled in case of bad weather.
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund. Cancellations within 24 hours are non-refundable and the tour may be canceled due to bad weather.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 8 hours – 10 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Private transportation
- Bottled water
- Snacks
- Air-conditioned vehicle
Not included
- Guests can choose from various lunch options; the cost of lunch is not included.
- Gratuities are not included but are appreciated if you feel your guide provided exceptional service.
Itinerary
A full day exploring Cape Ann and Ipswich, with stops at historic estates, charming towns, and seaside landmarks, ending with a visit to Russell Orchards.
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Stop 1: Castle Hill on the Crane Estate
Visit a stunning 59-room mansion perched atop a hill with sweeping views of the Atlantic. Explore beautifully landscaped gardens, Italian Renaissance-inspired architecture, and the grand 'Grande Allée.' Inside, enjoy period furnishings and fine art that reflect early 20th-century opulence.
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Stop 2: Ipswich, Massachusetts
Wander through this charming coastal town known for its colonial history and well-preserved First Period homes. Enjoy its scenic beaches, marshlands, and the peaceful Ipswich River, perfect for history buffs and nature lovers alike.
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Stop 3: Gloucester
See the Gloucester Fisherman’s Memorial, honoring fishermen lost at sea, and enjoy views of historic lighthouses like Ten Pound Island Light and Eastern Point Light. This harborfront stop offers both reflection and stunning ocean scenery. Hammond Castle can be added here when open, serving as the lunch stop.
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Stop 4: Hammond Castle
Explore the medieval-style architecture and artifacts of Hammond Castle, built by inventor John Hays Hammond Jr. The full museum experience is included, with scenic grounds and interior views of medieval craftsmanship.
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Stop 5: Russell Orchards
Relax at this charming farm in Ipswich, set on over 120 acres. Enjoy apple picking, fresh produce, cider donuts, and local wines. Meet farm animals and soak in the rural Massachusetts atmosphere.
Meeting point & pickup
Pickup can be arranged or meet at the designated start point.
Guests will be contacted 1-2 days before the tour to confirm pickup details or arrange a meeting location if outside the pickup radius. Pickup is available from 15 listed hotels, with exact times confirmed after booking.
Open in Google MapsHow to get there
Pickup is available from selected hotels; the exact time will be confirmed after booking.
Cancellation & confirmation
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund. Cancellations within 24 hours are non-refundable and the tour may be canceled due to bad weather.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours
- Tour may be canceled in case of bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $350.00 per person
- Free cancellation
- Secure checkout with our booking partner
