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Two-hour sailing trips aboard either the Begheera or the Wendameen—with more than 180 years between them—show off the coastline around Portland and the islands of Casco Bay. Expect to see lighthouses, yes, but also seals, osprey, and various sea ducks. Pack a picnic and a bottle of wine.

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Portland Schooner Company

Two-hour sailing trips aboard either the Begheera or the Wendameen—with more than 180 years between them—show off the coastline around Portland and the islands of Casco Bay. Expect to see lighthouses, yes, but also seals, osprey, and various sea ducks. Pack a picnic and a bottle of wine.