Top Portland Half-day Tours

Explore the lighthouses of the South Portland Greenbelt Pathway by bicycle with this guided tour. You'll visit Bug Light, Point Ledge Light, and Portland Head Light with a local guide. You'll also have the chance to stop at a local food truck for a lunch of lobster rolls before returning to your starting point.

Explore the Portland Peninsula by bike with this guided tour. Start at the Eastern Promenade, making your way along the waterfront bike path until you reach the Back Cove Trail. Your guide takes you to the Old Port to see some of Portland's prettiest old brick buildings, and you learn the significance of local food, history and culture of this area.

Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, and Portland’s history. We have made some modifications to the 5 Lighthouse tour in response to COVID-19. We have modified the tour to allow us not to have guests in our vehicles. As a result of this change, guests will begin biking from the Ocean Gateway and return to the Ocean Gateway by bicycle.  Groups will generally see only 4 lighthouses (Bug Light, Spring Point, Portland Head Light, and Ram Island Ledge). Lunch will be provided by the award-winning "Bite into Maine" Food Truck

Get to know Peaks Island on this cycling day trip from Portland. Traveling via bicycle means you're not trapped behind bus or car windows and you can really experienced the island air. Pedal around the island, stopping for lunch, with a small group; this group size ensures personalized attention from your guide and plenty of chances to ask questions.

Spend three hours kayaking through Casco Bay with this small-group tour led by a professional guide. You'll launch from Mere Point in Brunswick and paddle over to a couple of different islands, with the opportunity to see all sorts of marine birds, and maybe even a seal or two, along the way.

Come bicycle along the Maine cost with us, visiting lighthouses, the rocky shores and other vistas that inspired artists throughout time.We ride a 20 mile route at a leisurely 8 miles an hour, stopping for a picnic lunch and now and again to discuss the many artists that have been drawn to this area throughout history. All participants will go home with the postcard book "Maine Artists" from the Portland Museum of Art.