Meet the Fleet
Experienced Boats from a Life on Casco BayOur fleet is small by design. Each vessel plays a specific role and is maintained to support the kind of experiences we offer—comfortable, personal, and grounded in time on the water.
From guided sailing tours to overnight stays aboard, every boat in our fleet is chosen for reliability, comfort, and its ability to deliver a great day (or night) on Casco Bay.
Built for Better Experiences
Each vessel in our fleet is dedicated to a specific purpose at any given time. Boats used for overnight stays are not used for charters on the same day, ensuring every experience receives our full attention.
Enchanted
Enchanted is a classic cruising sailboat designed for comfortable days under sail and quiet nights in Portland Harbor.
She’s well-suited for small groups and overnight stays, with a warm interior that makes it easy to settle in after a day on the water. Whether you’re joining us for a guided sail or spending the night aboard, Enchanted offers a relaxed, traditional sailing experience.
Onboard Features
- 1 bedroom single & double and a single in salon
- Modern Kitchenette
- 1 bathroom with toliet and shower
- Comfortable covered cockpit seating
- Interior cabin space for relaxing out of the weather
Sea Chase
Sea Chase is a capable, comfortable sailboat built for exploring Portland Harbor and Casco Bay with ease.
Sea Chase supports guided sailing experiences as a classic New England sailboat.
Onboard Features
- Enclosed bathroom
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Open cockpit for sightseeing and conversation
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Rustic interior cabin space classic sailboat experience
Sea Chase
Sea Chase is a capable, comfortable sailboat built for exploring Portland Harbor and Casco Bay with ease.
Sea Chase supports guided sailing experiences as a classic New England sailboat.
Onboard Features
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- Enclosed bathroom
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Open cockpit for sightseeing and conversation
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Rustic interior cabin space classic sailboat experience
Good to be Bad
Our Powerboat adds flexibility to the fleet and allows us to offer experiences that don’t rely on wind or tide.
She’s ideal for shorter trips, specialty outings, harbor transfers, and future custom experiences. While simpler than our sailboats, the powerboat is comfortable, efficient, and well-suited for exploring Casco Bay from a different perspective.
Onboard Features
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1 bedroom-Queen bed
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1 bathroom with toliet and shower
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Open layout for visibility and movement
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Reliable performance for a wide range of conditions
Experience Casco Bay by Boat
Whether you’re joining us for a sailing tour, booking a private charter, or staying aboard overnight, our fleet is designed to support a thoughtful, local way to experience Portland Harbor and Casco Bay.
If you have questions about which boat is right for your trip, we’re always happy to help.