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Top Portland Boat, Cruises & Sailing Tours

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Portland Tall Ship Cruise on Casco Bay

clock 2 hours
  • What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the...Read more

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

clock 2 hours
  • Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter.  Leave the crowds behind as we tour the islands of Casco Bay and pass by 4 lighthouses, historic 19th century forts, and the scenic Maine Coast.  Book ONE TICKET for a group of up to 6 guests.

    Charters depart from Portland's Old...Read more

Private Sunset Charter on a Vintage Lobster Boat

clock 2 hours
  • Leave the crowds and join us aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter capped by a stunning Maine sunset.  We will wind our way through the islands of Casco Bay passing by Portland's best coastal sights, including historic 19th century forts, lighthouses, and the scenic Maine Coast....Read more

Sea Kayak Tour in Casco Bay

clock 3 hours
  • Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay!  Usually we paddle south to the end of Mere Point for a photo op and then on to visiting an island for a stretch break, snacks, and shoreline exploring. Then we paddle back by another island to our...Read more

Fall Foliage Private Sightseeing Cruise

clock 2 hours 30 minutes
  • Experience COLORFUL Maine on this 2.5-hour sightseeing tour featuring Maine's fall color and the best coastal sights in the Portland area. It doesn't get any more "New England" than this! Book ONE TICKET for a group of up to 6.

    MONHEGAN, our sturdy lobster boat, is fitted with a retractable enclosure over her aft deck to ensure your...Read more

Stand Up Paddleboard Tour in Casco Bay

clock 2 hours 30 minutes
  • Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2 hour morning tour of Northwest Casco Bay! We will wear face masks/coverings when on land.

    Stand-up paddle boarding is a great, fun way to sight see from the water. We are likely to see cormorants, sea gulls, osprey, great...Read more
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