Best 169 things to do in Kennebunkport, ME

Pedal peaceful rail trails through Portsmouth’s woods and marshes

Pedal historic Portsmouth, waterfront parks and New Castle Island on a private guided ride

Ride at your own pace with a planned route plus gear for a 3-hour self-guided outing

Explore Peaks Island at your own pace by golf cart

Explore Peaks Island at your own pace by golf cart

Discover aquariums, touch tanks, and marine exhibits on New Hampshire’s coast

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

Private 4-hour whale watching cruise for up to 6

Fish the Saco River on a private fly-fishing charter for up to 2 guests

Watch Old Orchard Beach fireworks from a sailboat or powerboat—skip the shore crowds

Share local bites and stories with your dog on a short, guided walk in Dock Square

Walk Kennebunkport’s historic gardens with a local home gardener

Cruise Casco Bay, shuck fresh oysters, and finish at a local lobster shack

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting

Watch Old Orchard Beach fireworks from your private boat

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

Fish Maine's coastal waters and explore Saco Bay by private boat

Tailored one-on-one instruction for first sails, returning sailors, and J/22 certification prep

See Portland's coast during New England's fall color season

Sip local flavors and uncover Portland stories aboard a guided trolley

Craft drinks, waterfront views, and Prohibition stories by trolley

Taste Portland’s local flavors while sightseeing by trolley

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

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