things to do in Kittery, ME

Sail Kennebunkport at midday with a local captain, public or private

Spot whales and dolphins with expert narration on the Atlantic Ocean

Spend 4 hours striped bass fishing with extra time on the water

Cruise the Gulf of Maine with small-group whale watching and 360° views

Sail into the evening with a small-group sunset cruise

Lounge on deck or lend a hand with the sails

Explore Portsmouth’s historic downtown and waterfront on a guided 2-hour walk with an expert local guide

Paddle sheltered harbor waters and visit Goat Island's historic lighthouse

Feel the sea breeze and spot coastal wildlife on a 1.5-hour private cruise

Savor Maine flavors on a guided lunch walk, offered June–October at 10:30am

Master Sue’s marinade and enjoy bulgogi with Korean sides

Fish for mackerel and bass on a captain’s choice half-day trip

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

Explore seasonal farm pop-ups, classes, and community events

Cruise Hampton Beach on a 4-hour whale watching trip with bar and food galley onboard

See Kennebunkport’s coastline fast on a narrated 1-hour boat tour

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

Stroll blooming sunflower fields with local crafts, food vendors, and weekend music

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

Fish Jeffrey's Ledge for haddock, pollock, and other bottom feeders

Paddle coastal waters with naturalists and learn responsible wildlife viewing

Walk Kennebunkport’s historic gardens with a local home gardener

Fish for striped bass on a 2.5-hour trip near the Merrimack River mouth

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