Best results for South Portland Maine

A private evening on Casco Bay beneath the setting sun

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

A private early-morning escape among Casco Bay islands

Cruise Portland’s coastline aboard a classic wooden vessel with all-inclusive drinks

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

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

Pedal Maine’s coast past lighthouses, forts, and harbor views

Cruise paved coastal paths to two historic lighthouses

Pedal South Portland’s coast and Portland’s Old Port on an easy-riding cruiser

Explore South Portland with a comfortable, easy-to-ride 7-speed city bike

A responsive 7-speed bike for comfortable rides around town

Cruise coastal trails and Portland streets on a comfortable 7-speed bike

Cruise beach and bike trails on an easy-riding 7-speed bike

Cruise beach and bike trails on an easy-riding 7-speed Jamis bike

Ride farther with an easy-to-handle Jamis Citizen city bike

Choose a 7-speed city bike for easy, longer rides

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

Sip local beer and wine and savor fresh Maine oysters during a scenic two-hour harbor cruise.

Sail Casco Bay at sunset with live music and a BYOB vibe

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

Cruise Casco Bay on the Joseph S. Kennedy with optional lobster roll add-ons

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

Relax on a 1.5-hour Casco Bay cruise with views of Portland