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Chandler, Just watch for the cold fronts this time of year. As far as the mast height is concerned the 50 ft(minimum) ICW fixed bridges are St Georges Island near Appalachicola, Du Pont, and Hathaway bridges near Panama City, Brooks Bridge at Fort Walton, and Navarre bridge at Navarre Beach between Fort Walton and Pensacola. Coming in from the Gulf at Destin might be problem as the Destin bridge is about 49 ft. All other fixed bridges are 65 ft. The close ones are Brooks and Navarre. There is actually more clearance two spans to the south on the Navarre bridge if you hug the north support. Complicated to explain but will be more apparent when you get there. I have made the trip many times with a 49 ft mast, The VHF catches hell and the Windex is long gone but the mast always clears on any resonable tide. This time of year with all the north wind low tides are more the norm. Good luck and stop to smell the roses. Suggestions Tarpon Springs, Appalachicola, Panama City, Pensacola, Pirates Cove on the Fla/Ala Border, Biloxi and Gulfport. I assume that you are going into Lake Ponchatrain through the Rigolets. Just a lot of motoring. Don't try Government cut coming into Appalach but use the Dog Island entrance near Carrabell.