Trying to get a feel for Portland, Maine, without the hassle of big group tours or the expense of private guides? This self-guided driving and walking tour offers a flexible way to uncover the city’s charm, history, and coastal beauty at your own pace. It’s a budget-friendly option, priced at just $16.99 per person, and designed for those who enjoy a bit of independence mixed with a curated route of highlights.
What we love about this experience? First, the combination of driving and walking allows you to see both the city’s scenic neighborhoods and its historic landmarks. Second, offline maps and audio guidance ensure you stay on track even if your phone loses signal. That said, one potential consideration is that technical issues, like the one noted in a review where the app went silent halfway through, can happen—so a bit of patience and troubleshooting might be necessary.
This tour is best suited for independent travelers, those with a curiosity for history, and visitors who prefer exploring at their own speed without the constraints of scheduled group tours. It’s especially great if you’re planning multiple visits within a year, thanks to the one-year usage window.
Key Points

- Flexible self-guided experience combining driving and walking
- Affordable price point for a comprehensive city overview
- Offline maps and audio guides keep you on track without Wi-Fi
- Rich itinerary covering Portland’s landmarks, neighborhoods, and scenic spots
- Ideal for extended visits with a one-year use policy, perfect for repeat trips
- Not an entrance ticket—check opening hours for attractions
An Honest Look at Portland’s Self-Guided Tour

If you’re considering this Self-Guided Driving & Walking Bundle, you’re in for a relaxed and informative way to explore Portland. It’s not a guided tour with a bus full of strangers but rather a flexible, DIY approach that fits well with travelers who love to set their own pace. The tour provides a comprehensive route that covers about 10 miles of Portland’s highlights, blending historical sites, scenic vistas, and vibrant neighborhoods.
If you're drawn to exploring Portland on foot, we've looked into these other walking experiences
The Itinerary in Detail
The tour kicks off along Commercial Street, right near Portland’s harbor, which is a defining feature of the city. You’ll get a sense of the port’s importance and vibrant maritime activity. The description of the harbor’s tidal movements hints at the dynamic coastal environment that shapes Portland’s scenery and economy. This initial stop is straightforward—just a quick look and some fresh ocean air.
Next, you’ll visit Victoria Mansion, an elegant example of Victorian architecture built in 1858. It’s a perfect snapshot of the city’s affluent past, and from what we gather, it’s a must-see for architecture buffs. The Danforth neighborhood showcases colorful brick rowhouses, originally built for service staff but now upscale condos, illustrating the city’s growth and resilience after fires.
Moving on, the tour passes West Street, where the Maine Medical Center’s Barbara Bush Children’s Wing stands as a testament to the community’s charitable spirit. It’s more than just a medical facility; it’s a piece of history connected to national figures. The tour then touches on One Longfellow Square and the legacy of Neal Dow, a figure pivotal in Maine’s history of prohibition, giving a quirky local flavor to your experience.
The vibrant Arts District is next, with galleries, studios, and the Portland Art Museum—an excellent stop for art lovers. History and culture continue when you see the Wadsworth Longfellow House, where the famed poet grew up, and the Unitarian Church, the oldest in Portland. These stops highlight the city’s literary and religious heritage.
The tour then moves into Portland’s city center with visits to City Hall, which has a long-standing history, replaced after previous fires, and the Franklin Tower, Maine’s tallest building. The Eastern Cemetery offers a glimpse into Portland’s early days, with headstones dating back to 1768, even if many original markers were lost in fires.
One of the most iconic landmarks is the Portland Observatory, built in the 1800s, which provides a historical perspective on maritime navigation. The tour also includes neighborhoods like Waterville Street, known for triple-decker tenements, and scenic views of Portland Harbor from Munjoy Hill, giving you both historical context and panoramic sights.
The drive continues along the Eastern Promenade Trail, a favorite among locals for enjoying sea breezes and outdoor activities, and concludes with a visit to Fort Williams Park, home to the famous Portland Head Light lighthouse—one of the most photographed lighthouses in the U.S.
The Walking Segment
The walking portion, about three miles long, dives deeper into Portland’s downtown and historic districts. Highlights include Monument Square, with the statue of Our Lady of Victories, and the Portland Museum of Art—a cultural centerpiece. The Maine Historical Society and Wadsworth-Longfellow House bring literary and local history to life, while the Old Port offers lively streets, shops, and cafes.
What Travelers Say
A review from Leslie_K mentions that the app’s navigation was generally clear, and the tour covered important sights. Unfortunately, she experienced a technical glitch where the app went silent midway, which shows that relying solely on the app can sometimes be a gamble. This highlights the importance of downloading the guide beforehand and being prepared for possible hiccups.
Many appreciate the value for money, especially given the price—an entire city’s highlights accessible via smartphone. The self-paced nature allows for leisurely exploration, photography breaks, and detours to favorite spots. However, some note that technical issues or a lack of in-person guidance might leave certain visitors feeling a bit lost or unsure.
What’s Good and What’s Not

The positives include the comprehensive route that ensures you don’t miss key landmarks, offline maps that are invaluable in areas with spotty service, and the flexibility to start the tour whenever you like. For those who love history, architecture, and coastal views, this tour covers all the bases.
On the downside, the reliance on a smartphone app means that if there is a glitch, it can disrupt your experience. One reviewer noted that their app went silent partway through, which could be frustrating if you’re not prepared. Plus, since this isn’t an entrance ticket, you’ll need to verify the operating hours of attractions yourself.
Appreciate having local insight? Here are other guided experiences in Portland we've examined
- Portland, Maine: Hidden Histories Guided Walking Tour
- Audio Guided Walking Tour from Old Port of Portland, Maine
- Ultimate Portland Self-Guided Driving GPS Audio Tour
- Full-Day Guided Oregon Coast Tour from Portland
- Guided Downtown Portland Walking Tour
- Portland (Downtown) Scavenger Hunt & Self-Guided Tour
Is it Worth the Cost?
For just $16.99, this tour offers a lot. You’re essentially paying for the convenience of a curated route, audio storytelling, and the ability to explore at your own pace. If you plan to revisit or want to spend multiple days exploring Portland, the fact that you can use it over a full year makes it even better value.
Who Should Consider This Tour?
This experience is ideal for independent adventurers, anyone comfortable with using a smartphone for navigation, and those who enjoy a flexible schedule. If you’re traveling with tech-savvy friends or family who don’t mind troubleshooting a minor app glitch, you’ll find this a budget-friendly way to see Portland.
Final Thoughts

If you’re looking for an inexpensive, flexible way to get to know Portland, Maine, this self-guided driving and walking tour checks many boxes. It combines scenic drives with cultural and historic highlights, offering an immersive experience without the price tag of guided tours.
The mixture of narrated stops and self-paced exploration makes it suited to travelers who want to steer their own adventure. While technical issues are possible, most travelers will appreciate the convenience and breadth of sights covered. It’s especially good if you’re in Portland for an extended stay or planning multiple visits, thanks to the one-year access.
For those who enjoy learning about local history, architecture, and scenic views without being tied to a schedule, this could be a great fit. Just remember to download the app beforehand and keep a little patience if technical glitches occur. It’s a smart way to explore Portland on your terms.
Self-Guided Driving & Walking Bundle of Portland Maine Tours
“The app knew where we were. it gave us directions with clear indications and visual specifics to look for. Halfway through the driving tour, th…”
FAQ

Is this tour suitable for families or children?
It’s not specifically marketed as family-friendly, but older children and teenagers interested in history and sightseeing may enjoy it. The tour is self-guided, so you can adjust the pace to suit your family’s needs.
Do I need to purchase tickets for attractions?
No, this tour does not include entrance tickets. You’ll want to check the operating hours of individual sites like Victoria Mansion or the Portland Museum of Art to plan your visit.
How long does the driving part take?
The driving segment covers about 10 miles of Portland and can take around 2-3 hours, depending on stops and pacing.
Can I use this tour more than once?
Yes, you can buy it once and use it for a full year, making it great for multiple trips or revisiting key sights.
Is the tour available all day?
The tour is available daily from 6:00AM to 9:00PM, so you can start it whenever suits your schedule.
What do I need to use this tour?
A smartphone with internet for initial setup, the Actions Tour Guide App, and your unique password. A pair of headphones is recommended for better audio clarity.
Does the tour include entrance fees?
No, it only guides you through public sights and landmarks; entrance fees are not included.
What happens if I experience technical issues?
You can contact the support team for assistance, but some glitches like the app going silent, as reported, are possible. Preparing by downloading everything in strong Wi-Fi is a good idea.
Can I start the tour at any point?
Yes, you can start it at any designated point on the route, and it’s entirely self-guided.
To sum it up, this self-guided tour offers a practical, budget-friendly way to explore Portland, Maine, on your own terms. It’s especially suited for travelers who appreciate independence, scenic drives, and historic sites, all wrapped into one flexible package. While technical hiccups can occur, most will find it a worthwhile, insightful way to experience this lively coastal city.
More Walking Tours in Portland
More Tours in Portland
- Central Coastal Maine Private Day Tour
- Forest Park Urban Hiking Tour, Portland
- Portland’s Old Port Historical Walking Tour
- Wine Maker Hosted Wine Tasting Private Tour with Artisan Lunch
- Private – Mt Hood & Columbia River Gorge Waterfalls Tour From Portland
- Private Multnomah Falls, Train Ride, & Wine Tour
More Tour Reviews in Portland
More Portland experiences we've covered
- Central Coastal Maine Private Day Tour
- Forest Park Urban Hiking Tour, Portland
- Self-Guided Driving & Walking Bundle of Portland Maine Tours
- Portland’s Old Port Historical Walking Tour
- Tasting the Gorge by Ebike
- Wine Maker Hosted Wine Tasting Private Tour with Artisan Lunch
- Private – Mt Hood & Columbia River Gorge Waterfalls Tour From Portland
- Portland City Scavenger Hunt by Zombie Scavengers
- Private Multnomah Falls, Train Ride, & Wine Tour
- Portland (Along the Waterfront) Scavenger Hunt & Self-Guided Tour
- Downtown Portland Air Tour by Envi Adventures
- Columbia River Gorge Full Day Small Group Tour & Hike
