Board a 53-foot John Alden-designed schooner for a two-hour morning sail in Casco Bay. This private charter mixes hands-on seamanship with quiet island scenery—ideal for celebrations or a clear-eyed introduction to Maine’s coastline.
Board a 53-foot John Alden-designed schooner for a two-hour morning sail in Casco Bay. This private charter mixes hands-on seamanship with quiet island scenery—ideal for celebrations or a clear-eyed introduction to Maine’s coastline.
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Dawn lifts off Portland Harbor and the 53-foot Heart's Desire slips away from the pier with the hush of rigging and the clack of wooden rails. The sea in Casco Bay pushes lightly at the hull, and islands—rocky and green—pass like pages in a slow book. On a two-hour morning charter, the wind is the clock; minutes are measured in the tilt of sails and the slow surf against shoals.
easy.
2 hours.
Minimal fitness required—able to step on/off a dock and move about the deck; crew handles heavy work.
Yes—this listing is for a private two-hour morning charter aboard Heart's Desire for your group only.
No—no prior sailing experience is required; the crew manages navigation and can include visitors in light tasks if desired.
Policies vary by operator; this listing typically offers free cancellation up to a specified time—check the booking link for exact terms.
Small snacks and non-glass containers are usually allowed; confirm with the operator ahead of time for specifics on events and catering.
Heart's Desire was built in 1925 by T.S. Soule and reflects John Alden’s classic schooner lines; Casco Bay itself carries centuries of maritime trade and island communities.
Respect fragile island ecosystems by avoiding beaching on sensitive shorelines, packing out trash, and following crew guidance to reduce wake and wildlife disturbance.

Book with Operator
Book directly with the operator for the best rates and real-time scheduling.
Reserve Now