Around the Portland Peninsula Bike Tour

Peninsula Tour of Portland, Maine

Explore the intriguing history and beautiful architecture of Maine’s Portland Peninsula. Despite its modest size of merely 3.5 miles in length and 3/4 miles in width, the Portland Peninsula offers culinary delights, historical richness, and cultural vibrancy. Join us on a captivating 2.5-hour tour that offers some of the peninsula’s finest experiences. We’ll traverse the scenic bike paths of the Eastern Promenade, explore the serene waters of Casco Bay, and delve into the hidden beauty of Black Cove.

If you have any questions about this tour, please get in touch.

Looking for a long cycling experience in Maine? Explore our Multi-Day Bike Tours in Maine.

Highlights

Pricing

$85.00 per person

E-bike $50.00

2025 Dates

Daily from mid-April through October at 10:30 am and 2:00 pm

Pickup/Drop Off

Tours depart at 10.30am from the Portland Encyclepedia located on the corner of Commercial and India Streets and return usually around 1 pm.

Portland Peninsula Itinerary

Daily Tour

Your guide will meet you at our rental shop, The Portland Encyclepedia located on the corner of Commercial and India Streets, for your tour.

The trip begins with an easy ride along the Eastern Promenade bike path. We will stop along the path to learn the history of Casco Bay and the Calander Islands and the life story of George Cleeve, Portland’s lawsuit-happy co-founder.

The next stop is Back Cove and Portland’s Deering neighborhood. Created in the 19 Century by wealthy residents angry about Portland’s rising property taxes.

From Back Cove, you cycle into Portland’s West End. Historically, the swanky part of town, the West End features broad tree-lined streets and beautiful homes from Victorian to Shingle Style.

Your last stop is the Old Port, where your guide will share some of their favorite eating and drinking spots with you.

If you are looking to enhance your experience, consider upgrading to a Pedal-Assist E-Bike.

Participants must be 12 or older (16 to ride an e-bike) and comfortable cycling 8 to 10 miles on mostly flat terrain.

Please wear athletic clothing. Please Ask a Question or give us a call at 1.866-857-9544 if you have any questions.

What's Included

Views were amazing. Guides were friendly and personable. Lobster roll was delicious. I upgraded to the ebike (first time riding one) and 10/10 recommend it. I wasn't looking for a workout. Just wanted to see the sights and enjoy myself. Portland was my favorite stop from a New England cruise.

Five Stars to Rick (our guide) and the folks at Summer Feet Cycling. The ride was perfectly tailored to our group of nine middle aged individuals. The sights were terrific and the lobster role for lunch was the best I have ever eaten. Thanks for making our time in Maine a memorable experience.

It was a rainy day for our ride, but Lauren and Edna made it enjoyable. They went out of their way to make sure we enjoyed our time and got to see all the lighthouses. We really enjoyed the lunch, and they did a great job of tailoring the experience to the group. I can not recommend this tour enough and would do it again in better weather.

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