Explore Casco Bay

Day Trip
Day Trip

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  • 7 Hours Approx
  • 2023 DatesMemorial Day to Columbus Day
  • Difficulty LevelEasy/Moderate - I Own Bike Shorts
Explore Casco Bay

Casco Bay Tour Overview

Discover Portland by boat and by bike. 

Pair a morning of exercise with a scenic afternoon ferry ride for the perfect day in Portland.

We’ll discover the charm of Littlejohn and Chebeague islands and the stunning scenery of Casco Bay. During this relaxed day of cycling, we’ll also stop for a delicious lunch.  

What's Included

  • Bicycle and helmet rental
  • Scenic Ferry Ride
  • Lunch
  • Guides

Pick Up/Drop Off

Tours depart at 9.00 am from the Portland Encyclepedia and usually return around 3:00 pm.


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

2023 Dates

Daily Memorial Day to Columbus Day (Except Sunday)


$225.00 per person


Casco Bay Tour Itinerary

Daily Tour

Leaders will meet you at the Portland Encyclepedia at 9:00  am to fit you for your bike.  The morning ride will take you through the wealthy neighborhood of Falmouth and to Littlejohn Island, a local favorite.

A short ferry ride carries you to Chebeague Island, the largest island in Casco Bay.  Chebeague’s quiet roads, quaint homes, and ocean views offer a wonderful experience of island life.  We have time to explore the island’s quiet roads and many beaches.  In the afternoon, we return to Portland via the mail boats as it cruises through Casco Bay.

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


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