Dates are flexible. This day-by-day plan is provisional until you choose exact travel dates.
Dock Square — Kennebunkport village; begin with a waterfront stroll through the town center and browse its independent shops. Suggested timing: morning, ~45 minutes.
The Clam Shack — Kennebunkport waterfront; enjoy a classic lobster roll or fried seafood lunch at this iconic casual stop. Suggested timing: late morning, ~1 hour; approximately $20–35 per person.
Kennebunkport Harbor — Downtown waterfront; take in working lobster boats and harbor views, with optional short walks along the nearby riverfront. Suggested timing: midday, ~45 minutes.
St. Ann’s Episcopal Church — Ocean Avenue; visit the distinctive stone chapel and grounds overlooking the Atlantic. Suggested timing: early afternoon, ~30 minutes; access may depend on seasonal opening and services.
Ocean Avenue scenic drive — Ocean Avenue and Cape Arundel; follow the coastal road past rocky shoreline, beaches, and notable summer residences, stopping only where legally permitted. Suggested timing: afternoon, ~1.5 hours.
Goose Rocks Beach — Cape Porpoise area; finish with a relaxed shoreline walk and sunset views, allowing for seasonal parking restrictions. Suggested timing: late afternoon, ~1 hour.
Start in Dock Square, the compact heart of Kennebunkport, with about 45 minutes to wander the waterfront, browse independent shops, and take photos along the Kennebunk River. This is easiest by car early in the day: downtown parking is limited and can fill quickly, while paid lots and metered spaces are generally more practical than trying to find curb parking. Plan roughly $2–$5 per hour where fees apply, and check posted seasonal restrictions. Walk over to The Clam Shack for a late-morning lunch—its lobster roll and fried seafood are the classic order, with most meals running about $20–$35 per person. Lines can be substantial in summer, so arriving before the main noon rush is worthwhile; hours are seasonal and should be checked before setting out.
After lunch, spend about 45 minutes around Kennebunkport Harbor, watching lobster boats and exploring the short riverfront walks near the village. The harbor is more enjoyable at an unhurried pace than as a formal attraction, and the working-waterfront character is part of the appeal. From downtown, drive roughly 10–15 minutes along Ocean Avenue to St. Ann’s Episcopal Church, the atmospheric stone chapel overlooking the water. Allow 30 minutes for the grounds and views, but treat entry as conditional: seasonal visiting hours and worship services can limit access, and you should not assume the interior will be open.
Continue along Ocean Avenue toward Cape Arundel, allowing about 1½ hours for the scenic drive and occasional stops. The road passes rocky shoreline, coves, and grand summer residences; use only signed public pull-offs and never stop in narrow lanes or private driveways. From St. Ann’s, the drive toward Goose Rocks Beach is roughly 20–30 minutes, depending on traffic and stops. Finish with an easy shoreline walk at Goose Rocks Beach, ideally arriving before sunset so you have time to find legal parking and settle in. Parking rules and fees are seasonal, and beach access may be restricted or permit-controlled in peak periods—check the signs carefully. Bring a light layer even on a warm day, since the coast cools quickly, and allow extra time afterward for the return drive through Cape Porpoise and the village.
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