Look no further than Sail Portland Maine for the best boat charters in Casco Bay! Whether you sail aboard our traditional Friendship sloop, the Eleanor Hawkes, or enjoy a cruise on our newest addition to the fleet, the Calista Ann, you are sure to enjoy the cruise of a lifetime! Get in touch with us at Sail Portland Maine and we’ll get back to you as soon as we can. We look forward to hearing from you!

Contact Captain Ian using the form below, give us a call at 207-200-6650 or stop by during the season at 1 Marina Way, Portland, ME 04101.


Boat Charters in Casco Bay

boat charters casco bay | maine sailing aboard the eleanor hawkes - yelp elite event

Here at Sail Portland Maine, we offer daily two-hour public or private chartered trips that will take you through the calm, glassy waters of Casco Bay. Our cruises have a maximum capacity of six guests on the Eleanor Hawkes and twelve on the Calista Ann, so you can guarantee an intimate, crowd-free excursion. To reserve your upcoming professionally-chartered cruise, book your ticket today!