
easy
2 hours
Suitable for all fitness levels; mobility to step on and off a small ramp is required.
Set off from Portland’s Old Port on a private wooden boat charter that threads past Bug Light, Fort Gorges, and the iconic Portland Head Light. This two‑hour, 15‑person cruise blends local history, wildlife sightings, and easygoing maritime comfort—perfect for celebrations or small groups.
The bow slices through cold, glassy water and the city’s last brick warehouses fall away. Salted wind tugs jackets closed and gulls wheel overhead as a classic wooden hull creaks with old‑boat confidence—your private two‑hour ride across Casco Bay has begun.

Parking in the Old Port fills fast—arrive 20–30 minutes early and use public lots on Commercial Street to avoid last‑minute stress.
Even summer afternoons get chilly on deck; bring a windproof layer and a hat to retain heat on exposed stretches.
If anyone is prone to motion sickness, take medication or use a pressure band before boarding; the bay can feel choppy when the wind picks up.
Bring small binoculars and a camera with a mid‑range zoom to pick out seals, birdlife, and lighthouse details from the water.
Casco Bay’s lighthouses and granite forts grew from Maine’s maritime economy and military strategy; many structures date to the 19th century when Portland was a critical Atlantic port.
Operators use practices like onboard composting toilets and request that guests pack out trash to protect fragile intertidal zones and seabird colonies.
Blocks spray and wind on exposed stretches of the bay.
summer specific
Staying hydrated on deck is important, especially on sunny days.
Helpful for guests who are sensitive to boat motion.
Ideal for spotting seals, birds, and distant lighthouse details.