Casco Bay by Bike and Boat

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 Tour

Experience the best of Portland through a unique combination of biking and boating.

Kick off your day with an energizing bike ride, followed by a peaceful ferry journey in the afternoon, offering a complete Portland adventure.

Explore Littlejohn and Chebague Islands

Our journey takes us to the charming Littlejohn and Chebeague Islands, nestled in the picturesque Casco Bay, each island presenting its own distinct beauty.

Spend the day cycling through breathtaking scenery, with a break for a delectable lunch. This tour perfectly combines physical activity, scenic exploration, and the enjoyment of local cuisine.

Any questions about this tour? Please get in touch

And if you’re looking for a longer adventure, explore our Multi-Day Cycling Tours in Maine

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.

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


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