
easy
6 hours
Light walking ability; comfortable sitting in a vehicle for several hours and able to manage short shoreline strolls
Cruise Casco Bay and the rocky Maine shore on a private six-hour tour that pairs Portland’s maritime icons—Munjoy Hill and Portland Head Light—with Kennebunkport’s coastal charm. Ideal for travelers who want lighthouse views, local history, and a customizable pace.
The van eases out of downtown Portland before the city wakes fully—bricks and cupolas shrinking behind you, Casco Bay widening ahead like an invitation. Salt wind leans into the vehicle windows, bringing gull cry and the metallic scrape of buoys. Your local driver-guide points out a spine of islands and, minutes later, the white cone of Portland Head Light sitting stubbornly on Cape Elizabeth’s granite lip. It doesn’t so much sit as keep watch: waves slap the rocks below and the lighthouse’s paint seems to glow against a sky that changes mood by the mile.

Bring a lightweight, windproof jacket—even sunny days at the headlands can be raw with sea spray and gusts.
Stretches of coastline require stable footwear—expect uneven granite and brief beach or path walking.
A telephoto or decent zoom helps capture island stacks, distant lighthouses, and wildlife from the roadside stops.
Tell your guide if you want a longer food stop—local lobster shacks and cafes are popular and can add 30–45 minutes.
Portland Head Light was commissioned in 1791 by George Washington; Portland’s maritime economy and the Observatory (1807) shaped the city’s role as a 19th-century shipping hub.
Fort Williams Park and surrounding coastal areas are managed to balance public access with protection of fragile intertidal zones—stay on marked paths and avoid disturbing nesting birds.
Protects against cold gusts and sea spray on exposed headlands.
spring specific
Grippy shoes make short walks on rocky or uneven coastal terrain safer.
Helps you scout seabirds, seals, and distant islands from viewpoints.
Keep hydrated during the drive and brief walks—refill options are available in town.
summer specific