Imagine cruising through Portland’s charming streets on an open-air trolley, with a friendly guide sharing stories about its history, culture, and hidden gems. For just $54 per person, this 1 hour 45-minute adventure offers a balanced mix of sightseeing, storytelling, and photo opportunities. Starting at Commercial Street, you’ll explore Portland’s most beloved landmarks, from the historic Portland Observatory to the famous Portland Head Light—Maine’s oldest lighthouse.
What we love most? The fully guided narration that makes history come alive, and the stunning views of Casco Bay from Fort Allen Park. Plus, the chance to hop off and spend dedicated time at Portland Head Light, a Maine icon. A minor consideration is that the lighthouse stop is only 30 minutes, which some might find a bit brief, especially if you’re a photography enthusiast or want to soak in every detail.
This tour is ideal for first-timers wanting a rundown without feeling rushed, or anyone interested in combining city sights with that legendary lighthouse. If you prefer in-depth visits or are traveling with kids, this tour offers an engaging, family-friendly way to get acquainted with Portland.
Key Points

- Balanced sightseeing of Portland’s highlights in one accessible tour
 - Engaging narration enhances your understanding of local history and stories
 - Excellent photo opportunities with unobstructed views from the trolley
 - Visit Maine’s oldest lighthouse, Portland Head Light, with a dedicated stop
 - Affordable price point offers incredible value for the duration and content
 - Guides are highly praised for knowledge, friendliness, and humor
 
Choosing a tour like this offers a time-efficient way to see Portland’s top sights without the hassle of private transportation or endless walking. The trolley’s open-air design means you’ll get great views and plenty of chances for photo-taking, a real plus if capturing memories is part of your trip. The fully guided narration, which reviewers describe as “knowledgeable,” ensures you’re not just passing by but actually learning something about Portland’s past and present.
The highlight? The Portland Head Light, commissioned by George Washington, which remains Maine’s oldest lighthouse and still functions today. You’ll spend about 30 minutes there, enough for photos and to appreciate its rugged beauty. Many reviews note that this stop is a favorite, with visitors saying it’s “an awesome sight” and “the best part of the tour.”
While the overall experience receives high marks, the lighthouse stop’s brevity does come up occasionally. If you’re a lighthouse aficionado or eager to explore beyond the brief stop, you might wish for more time. Still, for most, this brief visit strikes a good balance between sightseeing and leisure.
Starting Point: Commercial Street

The tour begins at 170 Commercial Street, a lively hub of Portland’s working waterfront. From here, the trolley departs, providing immediate views of the harbor and the bustling docks. This area is perfect for those interested in maritime activities, and you’ll pass by some of Portland’s most historic buildings.
For broader city exploration in Portland, we've covered these other tours
Portland Observatory and Historic Homes

The narrated ride takes you past the Portland Observatory, built in 1807. It’s the only known surviving maritime signal tower of its kind in the U.S., and it offers insight into Portland’s once-thriving shipping industry. Passersby often comment on how well-preserved and evocative it looks.
Next, you’ll see the Wadsworth-Longfellow House, the childhood home of poet Henry Wadsworth Longfellow. This is not just a house but a window into 19th-century life. The tour also stops at Victoria Mansion, an Italianate masterpiece built in 1860, recognized as one of the finest examples of its style in the U.S. and recognized by visitors as a highlight.
Art and Culture: Portland Museum of Art
A quick pass-by gives you a glimpse of Portland Museum of Art, Maine’s largest public art institution, housing over 18,000 works. While the tour won’t stop here, the guide’s narration enriches your understanding of Maine’s artistic heritage, from Monet to Warhol.
Fort Allen Park & Portland Head Light

The tour’s pièce de résistance is the Portland Head Light. This iconic lighthouse, commissioned by George Washington, is still operational and perched dramatically on rugged cliffs overlooking Casco Bay. During the 30-minute stop, visitors often comment that it’s “an awesome sight,” and many take advantage of time to snap photos, walk around, or just soak in the scenery.
From Fort Allen Park, you’ll get sweeping views of Casco Bay, with plenty of opportunity to appreciate Maine’s natural beauty and maritime history. Many reviews note the short duration but agree the visit is well worth it.
Downtown Portland & Shopping District
The final stretch takes you through the Old Port, known for cobblestone streets, independent boutiques, and cozy cafes. It’s a lively area that’s perfect for those who want to explore more at their own pace after the tour ends.
Multiple reviewers have lauded the guides for their knowledge, humor, and engaging storytelling. Kelly describes the tour as “great for a first-timer,” while Tama appreciated how the “driver was funny and very informative,” especially in rainy weather, making the experience enjoyable despite the weather.
Many find the lighthouse stop a true highlight, with comments like “Port Head Light was the best,” and “a person should stay there about two hours.” Others appreciate the affordable price for such a rundown, especially considering the highly praised narration and scenic stops.
One reviewer notes that the “tour made the trip” for someone who had visited Portland before, showing its value for both newcomers and those revisiting the city.
The tour uses a mobile ticket system, and the group size is limited to 30 travelers, which keeps the experience intimate enough for everyone to hear and ask questions. The duration of approximately 1 hour 45 minutes makes it manageable even for those on tight schedules.
Most travelers should find it accessible—service animals are allowed, and the tour is near public transportation. The departure point is central, making it easy to access from cruise ships or hotels.
At $54, this tour offers a solid value—combining city sights, historical insights, and a visit to Maine’s oldest lighthouse. The reviews consistently praise the knowledgeable guides and scenic stops. For the price, you get a well-rounded introduction to Portland, especially if you’re interested in history, maritime culture, and photography.
While some may wish for more time at the lighthouse, most agree that the introductory overview is perfect for a first visit. The combination of narration, scenic views, and short walking segments makes it suitable for a wide range of travelers, including families, first-timers, or those wanting a relaxed but informative overview.
This experience is best suited for first-time visitors wanting a quick but comprehensive introduction to Portland. It’s also ideal for those who enjoy guided storytelling and scenic photography without the hassle of navigating on their own. If you’re interested in Maine’s historic lighthouses, or simply want a relaxed, informative tour that offers good value, this tour will serve you well.
However, if you’re a lighthouse enthusiast eager to spend hours exploring the site, or if you prefer more personalized, in-depth tours, you might want to consider other options or plan for extra time at Portland Head Light.
How long is the tour?
The tour lasts approximately 1 hour 45 minutes, including the stop at Portland Head Light.
What is included in the ticket price?
Your ticket covers the narrated trolley ride, visiting Portland’s iconic sights, and a 30-minute stop at Portland Head Light—admission to the lighthouse itself is free.
Is the tour suitable in bad weather?
Yes, the tour is run rain or shine. However, since it’s an outdoor trolley, rain might influence comfort, but most reviewers found the experience enjoyable even in poor weather.
Where does the tour start and end?
It begins at 170 Commercial Street and finishes back there, making it easy to connect with other activities or transportation options.
Are there options for people with mobility issues?
Most travelers can participate, but since the tour involves some walking, especially at the lighthouse, those with mobility concerns should plan accordingly.
Is the tour family friendly?
Yes, it’s suitable for most ages and family groups, with engaging narration and scenic sights that appeal to both kids and adults.
Can I cancel or reschedule?
Yes, you can cancel for free up to 24 hours in advance. Cancellations less than 24 hours before the start are not refunded.
In sum, the Discover Portland City and Lighthouse Tour balances entertaining storytelling, scenic beauty, and historical insights. It offers fantastic value for travelers wanting a relaxed yet comprehensive introduction to Portland, Maine. Whether you’re a first-time visitor or returning for a quick overview, this tour makes exploring Portland both easy and memorable.
- Hopscotch Portland Immersive Art Experience
 - Portland, Maine East End Bakery Crawl – Ladies only!
 - Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
 - Portland Walking Tour Craft Beverages, Local Lore and Donuts
 - PortlandLobsterRollWalkingFoodTour WaterfrontStories
 - Private Mount St. Helen’s Volcano Tour
 
More City Tours in Portland
More Tours in Portland
More Tour Reviews in Portland
More Portland experiences we've covered
- 2 Hours Sunset Private Charter on Heart’s Desire in Casco Bay
 - Portland Pizza Tour
 - Sail Portland Maine’s Lighthouse Cruise
 - Ultimate Portland Self-Guided Driving GPS Audio Tour
 - Bike Around Portland Oregon: Art, Culture, Bridges, Poetry
 - Alberta Arts District Food Tour
 - Portlands Downtown Scavenger Hunt Adventure
 - Willamette Valley Wine Tour from Portland
 - Explore Columbia River Gorge Half-Day Small-Group Tour
 - Oregon Coast Tour from Portland
 - Old Port Working Waterfront Walking Tour and Seafood Tasting
 - Forest Park Carbon Gravel Bike and E-Bike Tour
 
