Discover Portland City and Lighthouse Tour

Explore Portland with this engaging trolley and lighthouse tour. Enjoy scenic views, insightful guides, and iconic sights for a memorable experience.

If you’re planning a trip to Portland, Maine, and looking for a way to see the highlights without the hassle of planning every detail yourself, a guided trolley tour combined with a lighthouse visit might be just what you need. This particular tour, offered by Portland Discovery Land & Sea Tours, earns a solid 4.5 out of 5 stars from hundreds of reviews. It’s a favorite among travelers for its convenience, informative narration, and iconic sights—all packed into under two hours.

What really stands out for us are the expert guides who know their stuff and the ability to get great photos from the open-air trolley. Plus, the visit to Portland Head Light, Maine’s oldest lighthouse, feels like the cherry on top. The only thing to keep in mind is that the tour’s timing at some stops, especially the lighthouse, can be a bit limited, so if you’re a slow photographer or want to explore in depth, you might want to plan extra time on your own afterward.

This tour is perfect for anyone wanting a laid-back, well-rounded introduction to Portland—whether you’re a first-timer, a family, or someone who just prefers not to navigate on your own. It’s also a good match if you’re keen to combine sightseeing with a touch of local history and scenery, all in one affordable package. Now, let’s get into the details so you can decide if this is the right tour to add to your Portland trip.

Key Points

Discover Portland City and Lighthouse Tour - Key Points

  • Comfortable and engaging open-air trolley ride through Portland’s most-loved sights.
  • Expert narration enriches your understanding of the city’s history and culture.
  • Iconic lighthouse visit at Portland Head Light, Maine’s oldest and most photographed lighthouse.
  • Affordable at $54 per person, offering a good value for a 1 hour 45-minute tour.
  • Limited at stops, especially at the lighthouse, so plan accordingly if you want more time for photos or exploration.
  • Great for first-time visitors wanting a quick, rundown without the stress of self-guided touring.

What to Expect from the Tour

Discover Portland City and Lighthouse Tour - What to Expect from the Tour

This tour offers a neat blend of sightseeing, history, and scenic beauty. Starting at 170 Commercial St, the tour begins with a narrated trolley ride around Portland’s most beloved landmarks. You’ll cruise along the Portland peninsula, catching sights like the Wadsworth-Longfellow House, Victoria Mansion, and the Eastern Promenade.

The open-air trolley design means you won’t miss out on photos—whether it’s the charming cobblestone streets or panoramic views of Casco Bay. The guides, according to many reviews, are not just knowledgeable but also personable, adding pleasant anecdotes and local insights that make the experience more engaging.

The first major highlight is the Portland Observatory, built in 1807, which is the only surviving maritime signal tower of its kind in the U.S. It’s a fascinating glimpse into Portland’s maritime past. Then, the tour stops at the Wadsworth-Longfellow House, the childhood home of the famous poet Henry Wadsworth Longfellow, giving a personal touch to the city’s literary heritage.

A significant part of the tour is the visit to Portland Head Light, commissioned by George Washington in 1791, and still operational today. Here, you get about 30 minutes to take photos and enjoy the stunning views of Casco Bay. Some reviews note that this brief stop is a highlight but wish for more time to explore or grab a bite from nearby food trucks, though the tour itself doesn’t include that.

The last part of the tour takes you through the downtown shopping district, full of independent boutiques and cozy cafes, making it a nice wrap-up before returning to the starting point.

The Stops in Detail

Discover Portland City and Lighthouse Tour - The Stops in Detail

Portland Observatory

Constructed in 1807, this maritime signal tower is unique in the U.S. and offers a glimpse into Portland’s seafaring legacy. It’s a quick stop but offers a lot of history packed into a tiny structure.

Wadsworth-Longfellow House

This house, recognized for its Italianate brownstone architecture, is the childhood home of Longfellow. Many visitors appreciate the chance to connect Portland’s literary past with its physical surroundings.

Victoria Mansion

Built in 1860, this is regarded as one of the finest examples of large Italianate brownstone architecture in the U.S. It’s a photo-worthy sight and offers a sense of Portland’s historical grandeur.

Portland Museum of Art

With over 18,000 artworks spanning from Andy Warhol to Monet, the museum is a major cultural highlight of the city. While the tour doesn’t include an interior visit, the exterior and collection are worth noting.

Portland Head Light

No trip to Portland would be complete without seeing this lighthouse. Commissioned by George Washington, it’s Maine’s oldest lighthouse and still operates today. Many reviews emphasize how iconic and photogenic it is, with a suggested 2-hour visit being ideal to fully enjoy the scenery.

Fort Allen Park & Casco Bay Views

This area offers sweeping views of the bay and is a favorite for pictures and relaxing moments.

Downtown Portland

The tour ends in the heart of the city, with cobblestone streets, boutique shops, and cafes that invite further exploration.

Group Size and Duration

Discover Portland City and Lighthouse Tour - Group Size and Duration

The tour is capped at 30 travelers, which keeps things intimate, friendly, and easy to follow. The entire experience lasts about 1 hour 45 minutes, making it a perfect morning or early afternoon activity, especially if you’re on a cruise or tight schedule. Many reviews highlight the comfort and friendliness of the guides, like Wendy, Steve, and Barry, who are praised for their knowledge and humor.

Pricing and Value

At $54 per person, the tour is quite reasonable, considering it covers a good chunk of Portland’s highlights and includes a scenic lighthouse visit. Many travelers feel this is a fair price for the convenience and insight provided, especially since the narration adds context and depth to each stop. The tour also uses a mobile ticket, making it easy to join.

Keep in mind, the visit to Portland Head Light is about 30 minutes, which some reviewers find too brief; if you’re passionate about photography or exploring in depth, you might want to plan extra time afterward.

What the Reviews Say

Discover Portland City and Lighthouse Tour - What the Reviews Say

This tour scores highly, with an impressive 4.7 out of 5 from over 540 reviews. People love guides like Wendy, Steve, and Barry for their knowledge and friendly demeanor. Many say it’s a great way to discover Portland’s history and its most iconic lighthouse.

Reviewers also appreciate the comfortable ride, the informative narration, and the beautiful views. One reviewer noted that the lighthouse stop was the highlight but wished they could stay longer—an opinion worth considering if photography or exploring is your priority.

On the flip side, some mention that the lighthouse stop could be longer, and the walk from the cruise ship dock to the meeting point is about a quarter mile, which is easy for most but worth noting if mobility is a concern.

Is It Worth Your Time?

If you’re after a relaxed, informative glimpse of Portland, this tour checks many boxes. It offers a blend of scenic views, history, and iconic sights at a reasonable price. The open-air trolley makes for great photos, and the knowledgeable guides keep the experience lively and engaging. It’s especially good if you prefer not to wander aimlessly and want a curated overview.

However, if you’re a hardcore lighthouse enthusiast or want to spend more time exploring each stop, you might find the brief visits a bit limiting. Yet, for a quick introduction or a family-friendly outing (the tour is accessible to most travelers), it’s a solid choice.

✨ Book This Experience

Discover Portland City and Lighthouse Tour



4.5

(539 reviews)

83% 5-star

“It was a great tour of Portland for a first timer. Rid was comfortable and tour guide was knowledgeable and pleasant. Would highly recommend.”

— Kelly M, May 2025

FAQs

Discover Portland City and Lighthouse Tour - FAQs

Is this tour suitable for families?
Yes, generally most travelers can participate, and the open-air trolley is a comfortable way to see the city. It’s also casual enough for families with kids, but keep in mind the stops are brief.

How long is the tour?
Approximately 1 hour 45 minutes, including the lighthouse stop.

What is the price per person?
It costs $54, which many find fair considering the sights and narration included.

Where does the tour start and end?
It begins at 170 Commercial St and returns there at the end of the tour.

Are the guides knowledgeable?
Yes, reviews consistently praise the guides for their friendly demeanor and wealth of local knowledge.

Is there parking nearby?
The tour meeting point is near public transportation, and parking options are likely available, but it’s best to check locally.

Can I cancel if my plans change?
Yes, free cancellations are allowed up to 24 hours before the tour. Cancellations within 24 hours are not refunded.

Does the tour operate in bad weather?
The experience requires good weather. If canceled due to poor conditions, you’ll be offered a different date or a full refund.

To sum it up, the Portland City and Lighthouse Tour offers a practical, enjoyable way to see the city’s highlights in a short time. It’s especially suited for first-time visitors or anyone wanting a relaxing overview without the hassle of self-guided wandering. While the lighthouse stop could be longer, the overall value, friendly guides, and scenic views make it a worthwhile addition to your Portland itinerary. If you love good storytelling, beautiful coastal scenery, and hassle-free sightseeing, this tour might just be your perfect daytime activity.