Explore Cape Ann and Ipswich on a Private Day Tour from Portland
See more
Discover the stunning beauty and rich history of Cape Ann and Ipswich on this private day tour. You'll stroll through the grand estate at Castle Hill, marvel at the historic charm of Ipswich, and soak in the seaside atmosphere of Gloucester. When Hammond Castle is open, it offers a captivating glimpse into medieval architecture right on the New England coast.
End your journey at Russell Orchards, where you can enjoy fresh, local produce and experience authentic farm life. This tour is perfect for those wanting an intimate, personalized exploration of some of Massachusetts's most scenic and historic spots.
With comfortable private transportation and a flexible itinerary, you’ll get to see the highlights at your own pace. Whether you're a history buff, nature lover, or just looking for a relaxing day out, this experience delivers a memorable taste of Cape Ann’s coastal charm.
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 choose where to stop for lunch?
Yes, guests can select from various options to enjoy lunch during the tour. Please note, lunch costs are not included in the tour price.
Is the tour suitable for all ages and fitness levels?
Absolutely. The tour is designed to be accessible for all physical fitness levels and is suitable for adults and children alike.
What happens if the weather is bad?
The tour may be canceled in case of bad weather, with a full refund available if you cancel at least 24 hours before the scheduled departure.
Free cancellation
Cancel at least 24 hours before the scheduled departure for a full refund. Cancellations made within 24 hours or due to bad weather may not be refunded.
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 and pay for their own lunch at various stops along the route.
- Gratuities are not included but are appreciated if you feel your guide provided exceptional service.
Itinerary
-
Stop 1: Castle Hill at the Crane Estate, Ipswich
Explore a stunning 59-room mansion perched atop a hill with sweeping views of the Atlantic. The estate features beautifully landscaped gardens, Italian Renaissance-inspired architecture, and the grand 'Grande Allée' lawn leading to the sea. Inside, admire period furnishings, fine art, and elegant details reflecting early 20th-century grandeur.
-
Stop 2: Ipswich Historic Town
Stroll through Ipswich, a charming coastal town known for its colonial history and well-preserved First Period homes. Enjoy the scenic streets, beaches, marshlands, and the Ipswich River—perfect for history buffs and nature lovers alike.
-
Stop 3: Gloucester Harbor and Memorials
Visit the Gloucester Fisherman’s Memorial, a tribute to fishermen lost at sea, and enjoy views of historic lighthouses like Ten Pound Island Light and Eastern Point Light. This stop offers a moment of reflection and stunning ocean vistas.
-
Stop 4: Hammond Castle
Explore the medieval-style architecture and artifacts at Hammond Castle, home to inventor John Hays Hammond Jr. Admission to the full museum is included, and the grounds are especially scenic in the fall.
-
Stop 5: Russell Orchards, Ipswich
Relax at this charming farm, where you can pick apples, enjoy fresh produce, cider donuts, and local wines. Meet farm animals and soak in the rural Massachusetts atmosphere—an authentic farm experience to cap off your day.
Meeting point & pickup
Pickup available, or meet at the start point
Guests will be contacted 1-2 days before the tour to confirm pickup details or arrange a meeting location if staying outside the pickup area.
Open in Google MapsHow to get there
Pickup is available from 15 listed hotels. Exact pickup time will be confirmed after booking.
Cancellation & confirmation
Free cancellation
Cancel at least 24 hours before the scheduled departure for a full refund. Cancellations made within 24 hours or due to bad weather may not be refunded.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 0-1 day(s)
- Tour may be canceled due to bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $350.00 per person
- Free cancellation
- Secure checkout with our booking partner
