Best results for Water Activities in South Portland, ME

Enjoy a private sail aboard Endurance with views of Casco Bay’s islands and lighthouses

Celebrate or unwind aboard Endurance on a custom sail

See Portland's coast during New England's fall color season

Cruise Casco Bay at sunset aboard a Maine-built lobster yacht

Watch Maine's colorful sky from a lobster boat while passing lighthouses and Portland's scenic coastline.

Handle lobsters and help reset traps in Casco Bay

Relax on a slow cruise for great views of Portland from the water

Relax on a 1.5-hour Casco Bay happy hour cruise for up to 12 guests

1.5-hour Casco Bay mimosa cruise for up to 12 guests

See Casco Bay lighthouses, working boats, and coastal wildlife with live narration

Sail Casco Bay at dusk with lighthouse views and live narration

See Portland Harbor lighthouses, forts, and Diamond Pass from the water

Ride an amphibious duck boat through Portland streets and into Casco Bay

Cruise Portland’s coast for islands, lighthouses, and waterfront views

A private early-morning escape among Casco Bay islands

Cruise Casco Bay with waterfront narration and a local drink included

Sail into dusk with Casco Bay views, landmark narration, and a local drink

Cruise Maine's coast aboard the classic Calista Ann

Sail Portland Harbor with your own snacks and drinks

Cruise Casco Bay’s fall-colored islands and visit an oyster farm

Paddle Casco Bay to explore a Civil War-era fort

Island-hop by sea kayak in Casco Bay with a beach break

Paddle Casco Bay at sunset with a relaxed, beginner-friendly guided tour

Rent a kayak or SUP at East End Beach for an easy 1-hour waterfront paddle