Sam Holmes Sailing · video

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Sam Holmes and his guest, Annalene, attempt to sail from San Juan, Puerto Rico, to the U.S. Virgin Islands but abandon the passage after several hours of uncomfortable upwind beating.3:26 Before departing, the crew spends two days freeing a fouled anchor in San Juan, requiring multiple free-dives and a rented scuba tank to clear the anchor from a submerged chain and rope.0:41 Following the failed passage, the pair explores Puerto Rico by land, visiting Culebra Island via ferry, hiking to the Mt. Britton Tower in the El Yunque rainforest, and touring the Cueva Ventana caves.8:59 During their stay, they also inspect a 2003 Leopard 47 catamaran at Safe Harbor Marina in Fajardo.6:49 The trip concludes with the decision to sell the boat, Pickled Herring, in Fort Myers, Florida, as the crew transitions to a new vessel.15:05 Weather conditions and the constraints of a fixed schedule ultimately forced the cancellation of the planned offshore transit.14:44

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