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There’s no better way to experience the timeless beauty and history of Penobscot Bay than from the water! The coves, islands, and harbors of Penobscot Bay are truly most enchanting when you sail among them. Guildive Cruises offers 2-hour sailing excursions departing from Castine and Searsport. Each trip is 2-hours and includes a combination of motoring and sailing, depending on the wind. Longer custom trips can be arranged. With a large, high pilothouse on a stable vessel, guests enjoy great views and comfort in all weather. Learn about the history of the region, see seals, porpoises, and osprey, take the helm, or just sit back and enjoy the scenery. Each trip includes refreshments and guests are welcome to bring their own picnic and their own beer or wine. Make Guildive part of your Maine experience!