Schooner Eastwind · Day Sail
Trade the village streets for a two-hour sailing outing from Boothbay Harbor.
2 hoursSchooner Applejack · Day Sail
Choose a smaller schooner outing on the waters around Boothbay Harbor.
- Allow
- 2 hours
- Good for
- On the water · Coast & views · Photography
- Format
- Tour or experience
How we would fit it into your day
Plan from Boothbay Harbor. Boothbay and Southport are separate towns; Southport is reached by bridge. Confirm the exact boarding point on your ticket. Seasonal tours and the botanical gardens remain available to browse until dates are verified. Gardens Aglow uses separate advance timed tickets. No island landing or wildlife sighting is guaranteed.
Before you go
Listing directs check-in at 20 Commercial Street before staff escort passengers to Pier 1. Confirm instructions on your ticket; not wheelchair accessible. Confirm operating dates and your selected departure. Browse only until the schedule is verified; no live availability is claimed.
Prices, departures, age limits, accessibility and inclusions are confirmed on the booking page. Compare the exact option before reserving.
Listing information reviewed October 14, 2026. Check current details before traveling.
More to consider
Schooner Eastwind · Sunset Sail
Reserve a late-day sail for coastal views as the light softens.
2 hoursSchooner Applejack · Sunset Sail
Make time for a two-hour evening schooner sail from the harbor.
2 hours