Shared Day Sail on When And If Schooner

What your day looks like

Our day sails offer a great way to see Key West from the water! Experience the joy of setting sail and shutting off the engine as we sail you through the colorful waters that surround our beautiful Island. Sailing from the South side of Key West sends us on a beautiful sail into the Florida straights with sights of Key West's beaches and even the Southernmost point. Sailing through the National Marine Sanctuary so we can look at the Key West’s most fantastic National wildlife preserve. We always have a chance to see dolphins, turtles and a countless variety of sea birds. Sit back and relax or take a turn at sailing the boat, this truly is Your trip! With over 15 years experience sailing and living in the Keys our captains and crew provide you with the local knowledge of marine life, surrounding islands as well as stories of Key Wests rich and colorful history. Come sail with us in comfort and style.