Our Crew

Alan Bossenger

Captain Alan Bossenger and his wife, Becky,  are owners of both St. Augustine Sailing and SailTime Northeast Florida. Alan was a member of the Atlantic Highlands Yacht Club in New Jersey while at Johnson & Johnson for 20 years. His brother owns the California Yacht Sales brokerage in San Diego. When Alan retired, he wanted to find a place to live that had character, which was close to boats and sailing, and had beautiful sailing waters with inlet access. When he found St. Augustine, Florida, he did not have to look any further! Alan is a USCG licensed Captain as well as a certified American Sailing Association Instructor.

Captain Chuck Points

Chuck has sailed Asia, Europe and a variety of different sailing environments from Lake Superior to the South China Sea. *In 2007, he was named an ASA Outstanding Instructor. Chuck is a licensed Captain as well as a certified American Sailing Association Instructor.

Captain Mihai Cosereanu

Mihai started sailing an Optimist and raced extensively on the Baltic, Black and Adriatic seas, holding an FD class junior national title in his native Romania. He is an ASA certified Instructor with us, and is also a USCG licensed Captain. *Mihai was named and ‘Outstanding Instructor’ by ASA.

Captain Kim Walther

Kim has sailed much of the Eastern Coast from Maine to the Bahamas and Virgin Islands. She holds a USCG Captains license with sailing and towing addendums and is an ASA certified Instructor.  She enjoys all types of sailing equally – whether teaching, racing, cruising, or deliveries. *Kim was named an ‘Outstanding Instructor’ by ASA in 2015.


Captain Chris DeHart



Captain Geoff Selhorst



Captain Trey Tuggle



Captain Jimmy Hill

Captain Rich Simcoe



Captain Dan Raynor



Captain Daniel Sampiero



Captain Tyson Bernthal



Captain Jack Feeney



Captain Rick Gardner

Captain Sarah Gardner

Sarah grew up sailing in the Puget Sound on the Pacific Coast, she began racing at the age of 10 with her father on a custom built 21 foot day sailor. From there, she broadened her horizons by racing on many different vessels ranging from 21 to 65 feet.  In 2012, Sarah was drawn to Florida to be close to her sister and began a career out of her passion of sailing. Sarah is a certified ASA instructor and an able crew member for our boat deliveries.

Captain Kurt VanDeventer

Kurt is originally from Winter Garden, Florida and was drawn to Northeast Florida by the beaches, river and waterways. After graduating from Jacksonville University he began sail boat racing in many one design classes including Lasers, JY-15, J-24, Melges 24 and Hobie 33. He has also competed in PHRF and IRC classes in offshore events. Other sailing experience includes many bareboat vacations with family and friends in the Florida Keys and Bahamas. Kurt is a certified ASA instructor and a USCG licensed captain. In this pic Kurt (on the left) is teaching student Gren Day ASA 101 on one of our Hunter 216s.

About Us

We are St. Augustine's Sailing Connection!

We've been teaching Sailing for decades from St. Augustine's premier marina and we're a certified American Sailing Association Training Facility.

Our well-maintained fleet of sailboats from 19 to 41 feet is here at the docks by our harbor-front office. Our Captains/Instructors are certified by the American Sailing Association and are USCG licensed... you'll find us to be a Friendly, Supportive Staff of Fellow Sailors!

Our Community