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

Discover coastal charm and historic sites on this private day tour from Portland, visiting York, Portsmouth, Kennebunkport, and Ogunquit with expert guides.


This private day tour departs from Portland at 7:30 am and offers a full 7 to 8 hours of exploration. The cost is $345 per person, with all fees and taxes included, plus snacks and bottled water for the journey. The tour is designed to be flexible and intimate, with only your group participating, making it ideal for those seeking a personalized coastal adventure.
The tour begins with a visit to the Stonewall Kitchen flagship store in York, Maine. Here, guests can enjoy breakfast, browse artisanal products, and take in the inviting grounds. This stop serves as a gentle start before heading out to explore the scenic coastline.
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After breakfast, the tour proceeds to Nubble Light in York, Maine. This lighthouse is one of the most photographed on the East Coast, sitting on a small rocky island just off Cape Neddick. With a 30-minute visit included, you’ll get a chance to take photos, admire the lighthouse, and enjoy the dramatic ocean views.
Access to Nubble Light is included in the tour, making it a highlight for photography enthusiasts and anyone who appreciates classic New England maritime scenery. The location tends to be busy, so a short stop here maximizes your experience without feeling rushed.

Next, the Old York Historical Society welcomes you for a 1-hour exploration of the town’s colonial past. Exhibits feature artifacts from early settlers, maritime history, and local lore, providing a well-rounded glimpse into the area’s heritage.
Just nearby, the Wiggly Bridge offers a fun and quirky experience. This pedestrian bridge is famous for its gentle wobble, adding a bit of charm to your stroll. A quick 25-minute stop allows you to enjoy the natural beauty and snap photos of this unique crossing.

The tour continues with a visit to Wentworth by the Sea, a grand historic hotel showcasing Gilded Age architecture. Guests spend approximately 1 hour here, taking in the elegant surroundings and learning about its storied past, from hosting high society to its restoration as a luxury hotel.
This stop combines history and architectural beauty, offering a glimpse into late 19th-century leisure and hospitality. It’s a great chance to appreciate classic New England resort charm.

A short 15-minute drive brings you to Portsmouth Harbor Lighthouse. This lighthouse, dating back to 1771, features a white cast-iron tower with a green lantern roof. While the stop is brief, it provides excellent views of the Atlantic and insight into maritime navigation.
The main highlight of the day is the 2-hour visit to Strawbery Banke Museum in Portsmouth. This outdoor museum showcases over 300 years of history, with historic homes, gardens, and period exhibits. It offers a lively and detailed look into life in colonial and post-colonial New England.

Following Portsmouth, the tour reaches the picturesque town of Kennebunkport. Here, guests have approximately 1 hour to explore. The downtown area features quaint shops, galleries, and cafes, all set against a vibrant coastal backdrop.
This stop provides time for leisurely browsing and soaking in the lively atmosphere. Kennebunkport’s scenic streets and harbor views make it a favorite for those wanting a relaxed, coastal town experience.

Before returning, the tour makes a scenic detour to Marginal Way in Ogunquit. The coastal walkway offers stunning vistas of the Atlantic, rocky cliffs, and crashing waves. The paved path allows for a leisurely walk, with ample opportunities for photos and enjoying the fresh sea air.
This part of the trip is ideal for nature lovers and those wanting to see Maine’s dramatic coastline from an accessible trail.

The day concludes at York Beach, where Nubble Light overlooks the rocky shore. This iconic lighthouse is one of the final stops, offering a peaceful and scenic atmosphere to reflect on the day’s adventures. The proximity of the beach and lighthouse makes this a picturesque finale to the tour.
Transportation is in an air-conditioned vehicle, ensuring comfort throughout the long day. The tour includes snacks and bottled water, with pickup offered at a convenient location in Portland. The private nature of the tour means your group has the guide’s full attention, with the flexibility to make adjustments.
The tour is accessible for most travelers, with service animals allowed and near public transportation options. The full refund policy applies for cancellations made at least 24 hours in advance, providing peace of mind.
Reviewers consistently praise the guide, describing them as knowledgeable and accommodating. In particular, reviews highlight the guide’s ability to tailor the day and recommend good local lunch spots, enhancing the overall experience.
While the itinerary is packed with highlights, the pacing allows for breaks and photos. The tour balances historical insights, scenic views, and leisure time effectively, making it suitable for those who want an in-depth yet relaxed exploration of Maine’s southern coast.
This private tour suits travelers looking for a comprehensive day of sightseeing with personalized attention. It’s perfect for groups who value history, coastal scenery, and charming towns, all within a well-paced schedule. The inclusion of scenic walks, historic sites, and iconic lighthouses makes it ideal for photography enthusiasts and history buffs alike.
With a 5-star rating based on three reviews, this tour offers excellent value for a full day of exploration across Maine and New Hampshire’s coast. The combination of iconic landmarks, historic sites, and coastal scenery provides a well-rounded experience.
The tour’s flexibility, comfortable transport, and knowledgeable guide make it a reliable choice for those wanting a tailored, scenic, and educational day trip. The only potential limitation is the full-day schedule, which requires some physical mobility and an appreciation for sightseeing.
“AJ is a local who knew the lay of the land and made adjustments as we requested them. He took us to a great local restaurant for lunch.”
Is this tour suitable for children?
The tour is generally suitable for most travelers, including children, as long as they are comfortable with a full day of sightseeing and walking.
What is included in the price?
The $345 per person fee includes all fees and taxes, snacks, bottled water, and the guided private tour. Lunch is not included, but the guide can suggest local options.
Can I cancel this tour?
Yes, free cancellation is available if canceled at least 24 hours before the scheduled start time.
Are there any physical requirements?
Most stops involve walking, including scenic walks like Marginal Way and exploring historic sites. The tour is accessible for most travelers but requires some mobility.
What highlights are most recommended?
The Nubble Light, Strawbery Banke Museum, and Kennebunkport downtown are among the top highlights, offering stunning views, historic insights, and charming town atmospheres.
Is lunch included?
No, lunch is not included, but the guide can recommend local restaurants for a convenient meal during the day.
How long is each stop?
Stops range from 15 minutes at Portsmouth Harbor Lighthouse to 2 hours at Strawbery Banke Museum, allowing a good balance of exploration and travel time.
How flexible is the itinerary?
The guide has the ability to make adjustments, providing a personalized experience based on your preferences and pace.
What makes this tour stand out?
The private, customizable nature, combined with visits to iconic landmarks and scenic coastal walks, offers a comprehensive yet relaxed exploration of Maine and New Hampshire’s coast.