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This week we discuss big heavy sailboats for sailing the Bahamas and Caribbean, living on a sailboat, and why while they hold their value and can sail oceans and big waves, they might not be the right choice to retire on a sailboat or sail from Bimini Bahamas to Grenada. We look at the Island Packet 420 and Island Packet 440 compared to Beneteau, Jeanneau, Catalina, and Hunter Legend including the Cataina 32 MKII, Hunter Legend 40.5, Beneteau 423, and Jeanneau Sun Odyssey 42 DS.