We would depart Stuart, Florida, heading up the St. Lucie River to transit the Okeechobee Waterway across the lake to the Caloosahatchee River and Fort Myers, 115 nautical miles. We would head north into Pine Island Sound to Captiva, another 25 nautical miles. From Captiva we would head down the Gulf of Mexico to Key West, 125 nautical miles; Key West to Islamorada, 82 nautical miles; and from Islamorada back to Stuart, 160 nautical miles. The route crosses some of the finest cruising waters in the United States, and there are so many great destinations along the way that my crew began debating the possibilities. Aboard Anhinga "the Captain" (me) steers and "the Admiral" (wife Nelia) chooses the direction. My son Casey chose to follow (most of the time) in our 18-foot Hewes skiff.