Maine Bicycle Day Trips


See Portland  the fun and active way – on a bicycle! Our half-day guided bike tours are perfect for anyone with a sense of adventure.

Our Portland tours let you experience this wonderful city as the locals see it. Whether you choose our “5 Lighthouse Tour”, ” Bikes and Brews” or our “Explore Casco Bay” you are sure to have a wicked good time as you pedal the shores of Casco Bay. Our day trips are designed to be a fun and active exploration, not an athletic contest.


“The leaders were caring and most importantly knowledgable of the area and very concerned for our safety and proper bicycle handling. I would highly recommend the trip for a wonderful introduction to the Maine Coast and a wonderful day on a bicycle! ”
- Brian Baker - 5 Lighthouse Tour 2011 Learn More
““My boyfriend and I had such a GREAT day on the 5 Lighthouses Bike Tour this past weekend! Highly recommend if you are in Portland, ME.” ”
- Nicole B-5 Lighthouse Tour-Via TripAdvisor Learn More
““A lovely well organized day. Good humored and informative. A great way to see the area. And the lobster rolls were the best.” ”
- Guest via TripAdvisor Learn More

5 Lighthouse Tour

Our signature day trip. Enjoy gentle cycling along the shores of Casco Bay. See 5 lighthouses, wander the shore, get great views of Portland, Casco Bay, and the open ocean. Your friendly and knowledgeable guides will teach you all about Portland’s rich history and you will enjoy Portland’s Best Lobster Roll other choices available) overlooking the ocean.Offered daily from May through October.

Explore Casco Bay

Join us for a day of adventure on and around Casco Bay. We hop the morning mail boat to cruise among the islands of Casco Bay. We step off the ferry onto Chebeague Island, the largest of Portland’s islands where we enjoy easy cycling and experience island life. We stop for lunch at the Chebeague Island Inn before hopping another ferry to Cousins Island and the mainland. Choose to shuttle via van or bike back to Portland. Offered for Groups of 4 or more.

Bikes and Brews Tour

Voted one of the best beer cities in America, Portland is home to over 12 micro-breweries. Enjoy some easy cycling, learn Portland’s rich history (prohibition started here) while we taste some of our favorite local beers. Tours run Tuesday, Friday, and Saturday or any day for groups of 4 of more people.


The Lobster Roll

We begin by cycling out of Portland to the summer community of Prouts Neck. From here we cycle along the coast stopping twice for lobster rolls before pedaling back into Portland for a celebratory beer and another lobster roll.

Beaches, Boats, and Buoys

In the Kennebunk’s, Our Beaches, Boats, and Buoys shows you the famous beaches as well as some of the local’s favorite spots. You will cycle along the ocean, enjoy stunning ocean views, see the famous house, the sea captain’s home and discover the beauty of this area.  Available for groups of 4 or more.

Bailey Island

For those looking for a little more cycling, this 45-mile ride cannot be beat. We will hop on our bikes early in the morning and cycle up the coast passing through Freeport and Brunswick on our way to Bailey Island. We will enjoy some great cycling along the coast and end with lunch overlooking the water. After lunch, we will hop on the Casco Bay Ferry that will carry us back to Portland. Available for groups of 4 or more.

Custom Day Trips

We are happy to run custom day tours for any group of 4 or more.  Please call our office at 1.866.857.9544 to discuss the opportunities available.

Our Tours fill quickly!  Advance reservations are strongly recommended.