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Explore Casco Bay

Details

What’s Included

Itinerary

Reviews

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2025 Dates

Memorial Day to Columbus Day

7 Hours Approx
Difficulty Level

Easy/Moderate - I Own Bike Shorts

Explore Casco Bay Bike 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 Chebeague 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.

Highlights

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

Tour Price: $245 per person

2025 Dates

Daily Memorial Day to Columbus Day
(no Sunday trips)

Pickup/Drop Off
Tours depart at 9:00 am from the Portland Encyclepedia (located at 6 Commercial Street) and usually return around 3:00 pm.

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 affluent neighborhood of Falmouth and then on 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 boat 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.

What's Included

  • Bicycle and Helmet rental
  • Scenic Ferry Ride
  • Lunch
  • Experienced Guide(s)
  • Rear Bike Bag to hold your extra layer, water bottle, and essentials
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Lynne Voncanon
★★★★★

Views were amazing. Guides were friendly and personable. Lobster roll was delicious. I upgraded to the ebike (first time riding one) and 10/10 recommend it. I wasn’t looking for a workout. Just wanted to see the sights and enjoy myself. Portland was my favorite stop from a New England cruise.

Michael Brown
★★★★★

Five Stars to Rick (our guide) and the folks at Summer Feet Cycling. The ride was perfectly tailored to our group of nine middle aged individuals. The sights were terrific and the lobster role for lunch was the best I have ever eaten. Thanks for making our time in Maine a memorable experience.

Marsha Walton
★★★★★

Our Summer Feet cycle along the Maine coast was glorious. In early September, we had perfect weather. We cycled along breathtaking views. Then we caught our breath in quaint Maine towns and fishing villages. Each evening our luggage was waiting for us at a charming inn, where we were served breakfast before heading out the next morning. The Summer Feet staff were friendly and efficient. We will hope to plan another Summer Feet trip soon! Pedal The Coast

Lynne Voncanon
★★★★★

Views were amazing. Guides were friendly and personable. Lobster roll was delicious. I upgraded to the ebike (first time riding one) and 10/10 recommend it. I wasn’t looking for a workout. Just wanted to see the sights and enjoy myself. Portland was my favorite stop from a New England cruise.

Michael Brown
★★★★★

Five Stars to Rick (our guide) and the folks at Summer Feet Cycling. The ride was perfectly tailored to our group of nine middle aged individuals. The sights were terrific and the lobster role for lunch was the best I have ever eaten. Thanks for making our time in Maine a memorable experience.

Marsha Walton
★★★★★

Our Summer Feet cycle along the Maine coast was glorious. In early September, we had perfect weather. We cycled along breathtaking views. Then we caught our breath in quaint Maine towns and fishing villages. Each evening our luggage was waiting for us at a charming inn, where we were served breakfast before heading out the next morning. The Summer Feet staff were friendly and efficient. We will hope to plan another Summer Feet trip soon! Pedal The Coast

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