things to do in Portland, ME

Sail for 4 hours at sunset with room to spread out

Ride Kennebunk’s coastal roads with electric assist and local route tips

Taste Portland’s food scene from a trolley, with lunch, drinks, and neighborhood views

Private 4-hour whale watching cruise for up to 6

Paddle with a morning group on Tuesdays or Thursdays

Trace Portland's harbor defenses and shipbuilding history at three lighthouse stops

Walk forest, river, and historic trails in Kennebunkport’s Emmons Preserve

Choose your craft and explore Casco Bay from Portland’s waterfront

Sip Maine craft drinks while uncovering Portland’s Prohibition-era stories

Taste Portland’s local flavors while sightseeing by trolley

Ride by boat to Nubble Light and Boon Island Lighthouse in 2 hours

Ride a 14-passenger RIB through Casco Bay’s forts, lighthouses, and islands

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

Work lobster traps and cruise Saco Bay at sunset on a private boat for up to 6

Explore Meadow Woods Preserve as birds and butterflies greet the morning

Take a private Maine sunset cruise for up to 6 guests

Explore Portland’s East End waterfront with gear included

Build confidence on the water with a lesson shaped around your goals

Paddle Portland’s East End waterfront by kayak or stand-up paddleboard

Build core strength with a paddleboard workout on the water

Trace the Batson River through forest trails and local history

Skip the shop stop with bikes delivered to your property

Discover Kennebunkport's darker past with eerie tales and a dose of local humor

Sail Saco Bay and tour Wood Island Lighthouse from tower to Keeper's House