stray cat sailing adventures

Sunset Sails

Come enjoy the beautiful Key West sunsets with us on our 38 foot catamaran, Stray Cat. Sunset sails are 2 hours long, leaving the dock approximately 2 hours before sunset. 

Daytime Sailing

Arrange a sailing day for your group. We will take you to the best areas to see marine life. We have snorkel gear and kayaks for you to use. We welcome beginners and experts alike.


We depart from Safe Harbor Marina, directly behind the peach colored Office and next to the Hogfish Bar and Grill on Stock Island. We have a refrigerator and ice machine onboard.  The boat has 2 bathrooms.

Captain Chester Ruder