Best 176 things to do in Portland, ME

Sail into the evening light along Kennebunkport’s rocky coast

Ride a performance RIB to see all seven Portland-area lighthouses in 2 hours

Ride a 14-passenger RIB for lighthouses, forts, and wildlife in Casco Bay

Cruise Casco Bay to Mere Point Oyster Farm, with 6 oyster samples

Explore Maine’s coastal towns, lighthouses, and harbor views privately

Private White Mountains Day Trip for Scenery, History, and Mountain Views

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

Tour Bar Harbor and Acadia in a private vehicle from Portland

Private chef dining and drinks aboard a restored Maine lobster boat

Follow seasonal migration with an expert guide, local tastings, and comfortable transportation

Pair fresh oysters and prosecco with Portland coastal views

Taste local flavors while exploring Maine’s historic coastal lighthouses

Craft drinks, waterfront views, and Prohibition stories by trolley

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

Sip local flavors and uncover Portland stories aboard a guided trolley

Taste Portland’s local flavors while sightseeing by trolley

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 1.5-hour Casco Bay cruise with views of Portland

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

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