Explore Casco Bay

Day Trip
Day Trip

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  • 7 Hours Approx
  • 2022 DatesMemorial Day to Columbus Day
  • Difficulty LevelEasy/Moderate - I Own Bike Shorts
Explore Casco Bay

Tour Overview

Discover Portland by boat and by bike.  The trip begins with a scenic ferry ride on Casco Bay to Chebeague Island. After exploring the island by bike you enjoy lunch overlooking the ocean at the award winning Chebeague Island Inn. After lunch, another ferry carries you to Cousin’s Island for the ride back to Portland.

What's Included

  • Bicycle and helmet rental
  • Two Ferry Rides
  • Lunch on Chebeague Island
  • Guides

Pick Up/Drop Off

Tours depart at 9.30am from the Portland Encyclepedia and return usually around 4:30 pm.


  • Cruise among the islands of Casco Bay
  • Cycle a charming island
  • Enjoy lunch overlooking the ocean

2022 Dates

Daily Memorial Day to Columbus Day (Except Sunday)


$205.00 per person



Daily Tour

Leaders will meet you at the Portland Encyclepedia at 9:30  am to fit you to your bike before a very short ride to the ferry terminal. We begin our day aboard the mail boat as it cruises the islands of Casco Bay delivering mail and passengers to the island communities. This wonderful ride offers great views of Portland and the chance to discover the beauty of Casco Bay.

We hop off the mail boat on Chebeague Island, the largest island in Casco Bay.  Chebeague’s quiet roads, quaint homes, and ocean views offer a wonderful experience of island life. Up island, we stop at the Chebeague Island Inn where we enjoy lunch overlooking Casco Bay.

After lunch, we catch a ferry to Cousins Island where we cycle across the island and over the causeway to the mainland. We return to Portland around 4:30 pm

Participants should be comfortable cycling 25 miles. Please wear athletic clothing and close-toed shoes.


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