Kennebunkport Bike Tour

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2026 Dates

Daily May through October

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Day Tour
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Difficulty Level

Easy - Sounds Like Fun

Kennebunkport Cycling Tour

History buffs, maritime enthusiasts, and scenic cyclists, our half-day bike tour is designed just for you. Explore The Kennebunks – Kennebunkport, Kennebunk, Arundel, and Cape Porpoise – towns with a deep maritime legacy. Here, you’ll discover stories of sea captains and the area’s prolific shipbuilding era, which saw up to 100 ships launched yearly. Learn about generations of fishermen who have thrived on the area’s rich marine bounty. Today, these towns blend the old with the new. The sea captains’ grand homes are now cozy bed and breakfasts, and the tradition of boat building lives on, with a school just four miles away and locals continuing as lobstermen and fishermen. Join us to dive into the rich, lively coastal culture of southern Maine. 

Any questions? Get in touch.

And remember, if you’re looking for a longer tour experience in Maine, we have an eclectic selection of Multi-Day Cycling Tours in Maine.

 

Highlights

Pricing

Tour Price: $245 per person

2026 Dates

Daily May through October

Pickup/Drop Off
Tours depart across the street from the Chamber of Commerce office (16 Water Street in Kennebunk) at 10:00 am

Kennebunkport Cycling Tour Itinerary

Daily Tour

Our tour begins in downtown Kennebunk. We start cycling the historic Bridal Path as it follows the Mousam River to the sea. Once back on the roads, it’s time to saunter along Kennebunk’s many beaches. Take your time, watch the surfers, enjoy the waves, get off your bike, and put your feet in the sand – so luxurious.

Pass back to the “other side of the bridge” and take your time through Kennebunkport’s Dock Square. From Dock Square, we cycle along Ocean Avenue, pausing to see St Ann’s Church and Walker’s Point.

Our ride continues to the a quaint lobstering village of Cape Porpoise, and you’ll see the views that make people fall in love with Maine – a quiet cove, beautiful homes, a safe harbor full of working lobster boats, and the magical islands of Cape Porpoise Harbor and the Goat Island Lighthouse.

After enjoying lunch overlooking the harbor, we continue cycling. Be prepared to have your cycling socks knocked off as we ride past some of Kennebunk’s stateliest homes, including the “Wedding Cake House” on our way back to Kennebunk.

Please Ask a Question or give us a call at 1.866.857.9544 if you have any questions.

What's Included

- Laura S

Rick did an absolutely amazing job with our tour; he was very knowledgeable, personable, and funny. I enjoyed all his extra fun facts and trivia… and he kept us safe (as I am not a seasoned bicyclist). This was a 10/10 on my vacation meter. Thank you Rick! 

- Jeff R

Bikes were solid and easy to ride; the tour was beautiful and informative. Rick was our guide and was exceptional – friendly, competent, attentive and informative. Highly recommended! 

- Leea B

We booked a private tour for our large family with Edna and enjoyed our time with her immensely! Edna was so kind, knowledgeable and flexible with our group. This company is solid on their tours. Highly recommend! 

- Sandy K

This was an amazing experience! Norman, Kim and Lauren are the absolute best! Kind, knowledgeable of the area, safety conscious, and so fun! We loved this trip and would do it again and again! Worth every cent! We requested several special photo ops and they were more than happy to accommodate! Seriously, highly recommend. 

Frequently asked questions

Is the Kennebunkport Bike Tour right for me?

Yes — if you want to experience one of Maine’s most iconic coastal towns beyond the shops and traffic. This tour is perfect for travelers who enjoy scenic riding, historic neighborhoods, and classic seaside views.

This is an easy-to-moderate ride featuring 20 miles of cycling at a relaxed pace. The route includes some gentle rolling terrain, balanced with frequent stops and quieter roads. E-bikes are available if you’d like extra ease.

You’ll ride through Kennebunkport, Kennebunk, and surrounding coastal areas, passing historic homes, river views, beaches, and classic Maine neighborhoods. The focus is on scenery, stories, and a sense of place.

Your tour includes a professionally fitted bike, helmet, friendly local guide, lunch, and all route planning. Just arrive ready to ride — we take care of the details.

Biking lets you move easily between villages, coastlines, and quiet back roads that are hard to enjoy by car. With a local guide leading the way, you’ll experience Kennebunkport as more than a destination — it becomes a story you ride through.

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