Best 83 things to do in Portland, ME

Paddle a winding stream to Jordan Bay on a guided Sebago Lake tour

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

Rent a kayak, canoe, or paddleboard for up to 24 hours

Taste Maine oysters with rooftop wine pairings and coast stories

Savor oysters, a lobster roll, and a golden hour cruise in an intimate 6-guest experience

Haul a lobster trap, shuck oysters, and enjoy a lobster roll in Casco Bay

Relaxing Casco Bay sunset cruise with lighthouse passes and seal spotting

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

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

Relax on a Casco Bay sunset cruise with Portland views

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

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

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

Build Part I skills and practice an open-water crossing in Casco Bay

Paddle Portland’s waterfront on a slow-paced, family-friendly sea kayak tour

Learn capsize recovery skills in a 3-hour sea kayak lesson

Build sea kayaking skills in a small-group lesson on Casco Bay

Join a Monday evening kayak or paddleboard race at East End Beach

Paddle with a morning group on Tuesdays or Thursdays

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