Top Sunset Cruises in Portland Maine

Looking for the best Portland Maine sunset cruise? Take the helm and create your own. With Maine Bareboat Charters, you’ll captain your own boat — no tour guides, no crowds, just the freedom to chase golden hour your way.

From the iconic lighthouses of Casco Bay to the Portland skyline glowing in the distance, a private Portland Maine sunset cruise is one of the most unforgettable ways to experience the coast. Drop anchor near a quiet island, drift past seals on the ledges, or simply cruise until the sky turns orange and the water mirrors the light.

The only thing better than a Maine sunset… is choosing exactly where you watch it.

  • An aerial photo of Fort Gorges shows the sun setting behind the city of Portland Maine

    Cruise #1: Long Island to Fort Gorges

    Cruise past Long Island, through Hussey Sound, then between Peaks and Great Diamond before catching the sunset behind Fort Gorges and the Portland skyline.

  • A photo shows the sun setting behind Portland Head on a summer evening.

    Cruise #2: Fort Gorges, Fort Scammel, Portland Head

    Cruise to Portland Head Light, pass Fort Scammel, and watch the sunset as you enter Portland Harbor — where Maine’s coastal beauty meets city skyline.

  • A photo shows the Falmouth Town Harbor at sunset.

    Cruise #3: Falmouth Foreside to Portland Harbor

    Start at Falmouth Town Landing, cruise past coastal estates and mooring fields, then drift past Mackworth Island into Portland Harbor as the sun lights up the skyline.

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