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5. Sail School Bahamas
At Sail School Bahamas you don’t just rent a boat, your entire family gets a four or six day sailing lesson in the Bahamas. Sounds like heaven to us. You can opt to sleep on board or spend the nights on dry land. Sailing trips start at $600 per person, which includes the boat, the instruction, onboard food (you have to prepare it yourself) and snorkeling equipment. You can plan your own itinerary and choose which places to dock along the way—this could be an amazing family bonding trip that creates lifelong memories.