Water Activities in South Portland, ME

Sail into the evening with a small-group sunset cruise

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

Paddle Sebago Lake’s coves, islands, and shoreline at your own pace

Evening views and all-inclusive drinks aboard a 1950s wooden vessel

Learn about Maine lobsters while cruising Casco Bay's island waters

Paddle sheltered harbor waters and visit Goat Island's historic lighthouse

Private Casco Bay cruise with a guided Maine oyster tasting

Pair fresh oysters and prosecco with Portland coastal views

Sail Kennebunkport with options to relax or take the helm

Cruise Casco Bay at sunset past lighthouses, forts, and islands

Launch from Sebago Trails’ private site and paddle for up to 4 hours

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

Sail to Wood Island and tour inside the lighthouse and keeper’s house

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

Spot whales off Maine with 360-degree views and expert narration

Cruise Casco Bay with brunch, bottomless mimosas, and included drinks

Taste fresh oysters and lobster rolls on a Maquoit Bay cruise

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

Cruise Casco Bay, see oyster farming in action, and taste fresh oysters

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

Sail into the evening light along Kennebunkport’s rocky coast

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

Easy evening paddling with Maine guide stories

Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide