Explore Casco Bay

Day Trip
Day Trip

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  • 7 Hours Approx
  • 2024 DatesMemorial Day to Columbus Day
  • Difficulty LevelEasy/Moderate - I Own Bike Shorts
Explore Casco Bay

Casco Bay by Bike and Boat

Discover Portland’s charm by traversing its picturesque terrain both by boat and bike.

Meld the invigorating morning exercise of a cycle with the tranquility of a scenic ferry ride in the afternoon for an unparalleled Portland experience.

We’ll set out to unearth the quaint allure of Littlejohn and Chebeague Islands, each boasting their unique splendors and tucked away in the captivating beauty of Casco Bay.

During this leisurely day of cycling, we’ll explore the stunning natural landscapes and indulge in a delicious mid-day meal.

This relaxed expedition is an appetizing blend of exercise, exploration, and gastronomic delight.

What's Included

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


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

Pick Up/Drop Off

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

2024 Dates

Daily Memorial Day to Columbus Day (Except Sunday)


$245.00 per person


Casco Bay Cycling 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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