Boat Charters

Boat Charters

You haven’t experienced Maine until you view the coast from the sea! Tour the islands and lighthouses from a sailboat or powerboat with an experienced captain.

Portland Schooner

Portland Schooner


Sail with us on an authentic sailing vessel steeped in history – and have the experience of a lifetime. Bagheera and Wendameen provide the perfect vantage point to enjoy some of Maine`s most beautiful sights and sounds – from the deck of a storied wooden schooner built in the early 20th century. For an afternoon, a day, or an overnight windjammer adventure, from Portland Harbor through the pristine waters of Casco Bay and beyond, refresh your spirit and excite your soul with an unforgettable sail reminiscent of a simpler time.


Location: 56 Commercial St, Portland, ME 04101


Phone: (207) 766-2500


Miss Madison Boat Charters

Miss Madison Boat Charters


We offer full day and half day charters. You can choose from tuna, shark, and ground fishing charters. New this year, we are providing Lobster demonstrations. Captain James can take up to 6 people.


Location: Camp Ellis Pier


Phone: 207-468-6939


Sail Maine

Sail Maine


“Had the best two hour sail! Our skipper and his mate were fun, energetic and did a great job explaining why we were doing each come about.”


Location: 58 Fore St, Portland, ME 04101


Phone: (207) 772-7245


Conroy Charters

Conroy Charters


Conroy Charters is a small family-owned business in Southern Maine. Join us by experiencing the beauty of Maine from with water with family and friends at an affordable rate!


Location: 72 Commercial St, Portland, ME 04101


Phone: (207) 808-0830


Old Port Charters

Old Port Charters


Private boat charters for groups of 1-4 people. See Portland Maine lighthouses and other scenic sights in Casco Bay by private boat tour.


Location: 72 Commercial St, Portland, ME 04101


Phone: (207) 450-2966


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