In The Rum Diary, a recent Hollywood release, Johnny Depp worked with an unlikely costar—Schooner Heron’s 65-foot wooden schooner, which graced the screen in the role of Sanderson’s yacht. When not avoiding the relentless flash of paparazzi, the boat traverses Penobscot Bay’s pristine archipelago of islands during three styles of daily summer cruises. The cruises run the gamut from tours covering local history and wildlife to BYOB adventures, on which guests can watch the sun set and the fish turn on their night lights. US Coast Guard-certified captains helm these journeys, drawing on expertise from their days sailing the Gulf of Maine, the Caribbean, and the trans-Atlantic passages.