Meet Our Boat
Discover our growing fleet of vessels, each tailored for a unique sailing experience. Whether you're looking for an intimate gathering or a larger group adventure, we have the perfect boat ride in Portland, Maine for you to choose from.
Choose Your Vessel
Join Sail Portland Maine for a more intimate trip around the waters of Casco Bay aboard our 12-passenger Classic Motor Yacht Picnic Boat, the Calista Ann. These are truly the best boat rides Portland, Maine has to offer!
Due to rising costs and labor shortages, we will not be offering sails on the Eleanor Hawkes this season. However, we invite you to experience the beauty of Casco Bay aboard our other vessel, Calista Ann, available for private charters. Book your adventure today and enjoy an unforgettable time on the water!
Read on for more details and photos of this magnificent vessel.
Calista Ann
The Calista Ann is our newest addition to the Sail Portland Maine fleet! This motor vessel, also sometimes referred to as a picnic boat or cocktail cruiser, has slightly more seating and space to move about, so if you’re looking for a private cruise for a larger party, Calista Ann is the boat for you!
We offer cruises for up to 12 guests on public and private charters to keep the intimate feel for your group. We provide multiple trip options to ensure that your Portland, Maine boat cruise fits into your schedule. You can see all our available charter times here!
Book Your Sailing Tour in Portland, Maine
Come enjoy a trip of a lifetime on the most unique boat rides in Portland, Maine. Book your charter with Sail Portland Maine today!