Sail Aboard the Eleanor Hawkes!
Treat yourself to the best views the city of Portland has to offer. You can relax and unwind aboard our sailing vessel as we slip through tranquil waters. Bring along beverages and snacks. Come enjoy the sights and sounds of our lovely Casco Bay and the Portland skyline.
Create Memories That Will Last Forever
Whether you are visiting Portland for the first time with friends, on vacation with the family, or looking to surprise your significant other with a proposal or anniversary gift. We here at Sail Portland Maine will show you the best sailing trip on the water. Your experience and enjoyment is of the utmost importance to us and we will do everything to make your time in Portland a memory you’ll talk about for years to come.
We Offer Unique Trips
Enjoy craft beer, oysters, and rosé? We offer sunset sails throughout the week where we will serve oysters and partner them with local beers and rosé. Also we can host elopements where the captain can act as the officiant, or bring your own and a photographer and a few friends to create a small memorable wedding. We also will be happy to take you sailing longer than two hours and can suggest places to grab food for the long trip.