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A sailboat charter business offering scenic and historic tours.  

Explore the beauty of Maine from the sea. Sail past lighthouses, picturesque islands, lobster boats, and historic Fort Gorges. 

A sailboat out on the water at sunset with mountains in the background

Discover Portland’s coast through our sailboat adventures.

A house on Peaks Island in Casco Bay

Relax and enjoy scenic Portland as you sail aboard Endurance.

Book a private charter for up to six people, or share one of our charters with others. No matter what you choose, we know you’ll have fun!

Our Adventures

  • Sailboats out on the water in New England

    Day Sail

    EVERY DAY, MID-MAY THROUGH OCTOBER
    MORNING 10AM-12PM

    $80 PER PERSON | $450 PRIVATE CHARTER

    Enjoy a fun nautical experience. Sail by the scenic islands of Casco Bay, the lighthouses and see the local wildlife.

  • Beautiful sunset over Casco Bay

    Sunset Sail

    EVERY DAY, MID-MAY THROUGH OCTOBER, 5:30PM -7:30PM

    $90 PER PERSON | $550 PRIVATE CHARTER

    Join us for a magical evening with Captain Alex as we near the end of the day over Casco Bay. Grab your picnic basket and your favorite beverage as we relax and enjoy the setting sun.

  • A lighthouse on the Maine coast at sunrise

    Custom Sail

    PRICES START AT $450 FOR A DAY SAIL AND $550 FOR A SUNSET SAIL. (Price varies depending on when and how long you would like to sail.)

    Whether it's a birthday party, corporate event, family gathering, bachelor or bachelorette party, or a romantic evening, a sailing voyage aboard the Endurance is a memorable experience. Private Charters can be 2, 4 or 6 hours. Up to six people.

Meet Captain Alex

I am certified by the USCG and am a registered Maine guide. I am excited to be your Captain for a Sailing Adventure.

Alex Johnston, Captain of the Endurance, Sailing on Casco Bay