About Southernmost Sailing
Southernmost Sailing has been a familiar face around Key West, Florida for over 20 years, providing both bareboat and crewed charters. We offer ASA (American Sailing Association) certification courses. Also specialize in day trips in diving, sight seeing, snorkeling, lobster & spear fishing, and romantic sunset trips. Just tell us what you would like to do and we will put a package together that works for you.
Meet John and Rebecca (the Red Head) they just moved to Key West, to start a new adventure together. John purchased SouthernMost Sailing in October 2009. John has been and continues to be a professional sailor moving product and hazardous chemicals around the world. “After having sailed the world there is no other place he would rather be than Key West.” It is John’s goal to provide the awesome Key West experience to all of our guests. Join us for the adventured of a lifetime.
Rebecca will be office manager/graphic artist for SouthernMost Sailing. She is a spitfire red head that stole John’s heart three years ago. She has vowed to keep John organized and coordinated while demanding superb customer service at all cost. Rebecca comes to us from the Finger Lakes Region of UpState New York, where she spent her spare time on the water boating and diving. Rebecca loves to dive, travel and has a black belt in shopping.
Our mission is to give you the best experience by land and sea down in the keys.
Come as a guest. Leave as a friend.
John and Rebecca


