Exploring Portland, Maine, offers an authentic glimpse into a city that embraces its maritime roots while offering lively neighborhoods and scenic coastlines. Its compact size makes it ideal for guided city tours, whether you prefer a relaxed trolley ride or an energetic e-bike adventure. Portland’s blend of historic lighthouses, waterfront parks, and vibrant districts provides ample opportunities for memorable experiences. Taking a guided tour not only saves you from getting lost but also enriches your visit with local stories and insider tips. For those interested in exploring Portland’s lighthouse history, the Portland Head Light Stop is an unmissable highlight.
If you want to see the city’s highlights with ease, a trolley tour offers a rundown. For a more active day, the Portland, Maine City and Lighthouse E Bike Tour combines scenic riding with sightseeing. Below, you’ll find detailed reviews of each, helping you decide which best fits your travel style.
Quick Overview
This guide features two top-rated Portland city tours: a 2-hour trolley tour that covers major sights and hidden corners, and a 5-hour electric bike tour that explores neighborhoods, parks, and lighthouses with a lunch break. Both provide unique ways to experience Portland’s coastal charm and lively districts, but they cater to different energy levels and interests.
1. Portland: Trolley City Tour with Portland Head Light Stop

At number 1, this fully narrated trolley tour provides a relaxed, engaging way to see Portland’s best sights in just two hours. For $54 per person, you get a 2-hour journey through the city’s diverse neighborhoods, with stops at key landmarks such as the iconic Portland Head Light in Fort Williams Park. The tour covers Portland’s historic downtown, scenic spots like the Eastern Promenade, and includes fascinating stories about the city’s past and present.
The trolley format is ideal for travelers who prefer sitting back while a knowledgeable guide shares stories and insights. The guides are praised for their local expertise and wit, making the experience both informative and fun. One review highlights: “Brian was a wealth of local knowledge and had a subtle and dry sense of humor! Great guide!” The tour’s small-group size and comprehensive narration make it a good choice for first-time visitors or those short on time.
Bottom Line: This tour offers a well-rounded, comfortable introduction to Portland, especially if you enjoy storytelling and scenic views without much physical exertion.
2. Portland, Maine City and Lighthouse E Bike Tour

Ranking at number 2, this 5-hour e-bike tour is perfect for active travelers who want to see more in a scenic way. For $245 per person, you’ll cycle around Portland’s most photogenic areas, including the Eastern Promenade, Back Cove, and the Western Promenade. The tour includes visits to several lighthouses like Spring Point Ledge and Bug Light, with plenty of opportunities for photos along the way.
What sets this tour apart is the electric bikes, which make covering more ground easier. It starts at 6 Commercial St and includes multiple stops for sightseeing, photos, and a lobster roll lunch at the Portland Head Light—the tour’s culinary highlight. The itinerary balances active riding with scenic breaks, making it suitable for those comfortable on a bike. One rider remarked that the tour let them experience “the best views of Casco Bay and Portland neighborhoods” with ease.
This tour is best suited for visitors who want an immersive experience and enjoy cycling, especially in good weather. The combination of sightseeing, fresh air, and local lunch makes for a memorable day.
Bottom Line: For those who enjoy an active day and want to see Portland from a different perspective, this e-bike tour offers a full, scenic adventure with excellent photo opportunities.
How to Choose Between These Tours
Choosing the right tour depends on your interests, fitness level, and how much time you want to spend exploring. If you prefer a relaxed overview with plenty of storytelling and less physical activity, the Portland: Trolley City Tour with Portland Head Light Stop is your best bet. It provides a quick, comprehensive look at the city’s highlights and is perfect for a first visit.
On the other hand, if you’re active, enjoy cycling, and want a deep dive into Portland’s neighborhoods and coastlines, the Portland, Maine City and Lighthouse E Bike Tour offers a longer, more in-depth experience. It includes a lobster lunch, scenic stops, and the chance to cover more ground.
Consider your budget and time constraints: the trolley is shorter and more economical, while the e-bike tour offers a richer, more immersive experience but at a higher price. Booking early is recommended, especially for the popular bike tour.
Final Thoughts
Portland, Maine, is a city best explored with a bit of guidance. Whether you prefer relaxing rides filled with stories or energetic cycling through historic neighborhoods and along the coast, these tours deliver the essentials. For a quick, scenic overview, the trolley tour hits the mark. For active explorers wanting a full day of sights, the e-bike adventure is hard to beat.
No matter what you choose, booking in advance will ensure you get the date and time that work best for your schedule. Both tours offer a fantastic way to experience Portland’s maritime charm and lively neighborhoods—so get ready to discover this coastal gem from multiple angles.