Around the Portland Peninsula Bike Tour

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Day Trip
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  • 2.5 Hours Approx
  • 2023 & 2024 DatesApr - Oct
  • Difficulty LevelEasy - Sounds Like Fun

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.

What's Included

  • Use of bicycle and helmet
  • Guide


  • Cycle along the Ocean
  • Discover both the East and West Ends
  • Learn Portland’s Colorful History
  • Visit Some of the Local’s Favorite Spots

Pick Up/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.

2024 Dates

Daily from mid-April through October 


$79.00 per person

E-bike $50.00

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.



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