Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Salem’s witch trials, historic landmarks, and scenic coastal stops on this exclusive private tour from Portland, including Castle Hill and Kennebunkport.

This private tour stands out with a $350 per person price, offering an 8 to 10-hour day that covers iconic sights, historic landmarks, and scenic stops along the Massachusetts coast. Led by knowledgeable guides, the tour provides a personalized experience with hassle-free hotel or Airbnb pickup, making it ideal for those seeking comfort and efficiency. The tour includes visits to Salem’s witch trial sites, Kennebunkport, and Castle Hill on the Crane Estate, with additional stops at Ipswich, Gloucester, and Russell Orchards.
While the tour encompasses a broad array of experiences, including filming locations from Disney’s Hocus Pocus and views of historic lighthouses, it is particularly suited for history enthusiasts and fans of coastal scenery. The tour’s flexibility and private setting ensure a relaxed pace, though travelers should be prepared for a full day of sightseeing.

Prefer personalized experiences? Here are other private options we've covered in Portland
This private tour departs from Portland, USA at 8:00 am, with pickup included from your hotel or Airbnb. The transportation is air-conditioned private vehicle, ensuring comfort throughout the long day. The tour is designed for most travelers, with most participants able to join, and offers a mobile ticket for easy access.
The full-day schedule balances travel time with sightseeing, making it suitable for those who prefer an organized, stress-free experience. Guides are experienced, friendly, and knowledgeable, providing insights and stories about each location, which enhances the overall value.

The tour’s first stop is Castle Hill on the Crane Estate, a 59-room mansion commanding spectacular views of the Atlantic Ocean. Inside, visitors admire the opulent interiors, period furnishings, and art, reflecting the grandeur typical of early 20th-century estates.
Outside, the landscaped gardens and the sweeping “Grande Allée” lawn create a picturesque setting. This estate’s architecture, inspired by Italian Renaissance villas, is a highlight, and the outdoor scenery offers excellent photo opportunities. The estate’s admission ticket is included, and visitors typically spend about one hour exploring this impressive site.

Next, the tour visits Ipswich, a coastal town known for its First Period homes, some dating back before 1725. The well-preserved architecture and scenic streets provide a window into early American life.
Ipswich also features serene beaches and vibrant marshlands, making it a peaceful stop for nature lovers and history buffs alike. Visitors can enjoy about 35 minutes exploring the town, with free entry, and take in the picturesque surroundings that enhance the town’s historic appeal.

A brief stop in Gloucester offers a chance to see the Fishermans Memorial, known as The Man at the Wheel, situated on Stacy Boulevard. This statue honors fishermen who lost their lives at sea, emphasizing Gloucester’s deep maritime roots.
From this vantage point, views of Ten Pound Island Light and Eastern Point Light lighthouse are visible. The Gloucester stop lasts about one hour, with the Fishermans Memorial as the main focus, and provides an authentic snapshot of the town’s fishing heritage.

The tour includes a seasonal stop at Hammond Castle Museum, although admission is not included. The visit lasts about one hour and offers a chance to explore the castle’s architecture and historic displays. Hours vary, so this stop is flexible depending on seasonal scheduling.
While not included in the price, many find Hammond Castle to be a worthwhile addition, especially for those interested in medieval-inspired architecture and historic stories.
Russell Orchards in Ipswich provides a relaxing farm experience on over 120 acres. Visitors can enjoy apple picking, explore the farm store, and taste fresh cider donuts, local wines, and hard ciders crafted from the orchard’s own fruit.
The stop lasts about 30 minutes, and the free admission allows for a leisurely exploration of the grounds, farm animals, and seasonal treats. It’s an authentic way to experience New England’s agricultural charm, especially appealing for those seeking a break from busy sightseeing.

The tour highlights filming locations from Disney’s Hocus Pocus, adding a fun element for fans of the film. These spots are incorporated into the overall route, giving visitors a chance to see familiar scenes from the beloved movie.
Throughout the day, travelers enjoy various photo opportunities, especially at the lighthouses and scenic coastal vistas. The combination of movie history and maritime scenery makes this tour engaging for a broad audience.
Being a private tour, this experience emphasizes personalized attention and customization. The guide’s knowledge of the area ensures tailored commentary, making each stop more meaningful.
The hassle-free transfers from your Portland hotel or Airbnb mean no worries about logistics, allowing full focus on the sights. This format suits those who prefer a relaxed, intimate exploration with fewer crowds and more interaction.
At $350 per person, this tour offers good value for a full day of sightseeing, especially considering the private transportation, admission tickets to key sites, snacks, and bottled water included. The duration of 8 to 10 hours allows a thorough visit of each location without feeling rushed.
The tour includes hotel or Airbnb pickup and drop-off, making logistics simple. However, lunch is not included, so travelers should plan accordingly for mealtime. The full refund policy offers peace of mind, with free cancellations possible up to 24 hours in advance.
“This was an awesome way to experience Salem and Kennebunk port without all the hassle! AJ arrived in a spacious SUV loaded with snacks drinks and e…”
This private day trip is ideal for those interested in history, coastal scenery, and a relaxed pace. It appeals to visitors who value personalized service, want to visit multiple landmarks in one day, and enjoy a mix of cultural, natural, and cinematic highlights.
Travelers who prefer an organized, all-inclusive experience with comfort and flexibility will find this tour particularly satisfying. It suits most mobility levels, though some walking at stops should be considered.
The Mysteries & Maritime private tour from Portland offers a comprehensive look at Salem’s witch trial sites, scenic estates, fishing heritage, and coastal charm. The personalized approach, with private transportation and guided commentary, makes it a convenient and engaging way to experience Massachusetts’ coast in one day.
While the $350 price reflects the luxurious and flexible nature of this tour, its full-day itinerary and exclusive private setting provide good value. It’s especially suited for those who enjoy a mix of history, film locations, and scenic stops without the hassle of independent travel.
Travelers seeking a comfortable, informative, and customizable day trip from Portland will find this tour an enriching choice, with enough variety to satisfy diverse interests.