Things to do over Labor Day weekend in Maine (Updated 2026)

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged...

Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s...

Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts,...

This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the...

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring...

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring...

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay....

Uncover the mesmerizing beauty of Acadia National Park with our exhilarating small group tours! You will be immersed in the wonders of stunning coastal vistas,...

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and...

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline,...

Bar Harbor Coastal Tours provides Private Narrated Guided Tours of Acadia National Park & Bar Harbor. Come along with Woody, one of the most experienced...

- An amazing array of tastes will be accompanied by a generous serving of local history, fun facts and lore – making your visit to...

Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront...

Step back in time to the bustling 18th Century port, where shipbuilding, trade, and whispers of strange occurrences at sea filled the air. Known for...

Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine...

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest...

We offer robust fat tire e-bikes which are perfectly suited for the gravel terrain of Acadia's Carriage Roads, providing ample comfort and stability. These automobile-free...

Experience the stunning beauty of Acadia National Park with our immersive audio tour! Explore rocky coastlines, lush forests, and serene lakes while our guides share...

You will enjoy stunning ocean views as we ride along historic Boothbay byways that traverse the length of historic Spruce Point, where the Wawenock once...

- An amazing array of tastes will be accompanied by a generous serving of local history, fun facts and lore – making your visit to...