Our Captains

ASA Certified
Captain Jennifer MacLean
As the owner and primary operator, Captain Jenn has been voted 4 times (2009-2010-2012-2016) Outstanding Sailing Instructor by the American Sailing Association. She's a certified ASA sailing instructor and currently holds a US Coast Guard 100-ton Near Coastal Master’s license with Sailing Endorsement. She has been working as a sailing educator and charter yacht captain since 1999. She specializes in women’s, couples and youth sailing programs. ...
Captain Jeff Riecks
Captain Jeff is a certified American Sailing Association Instructor and a recipient of the Outstanding Instructor Award. He also holds a 100-ton Near Coastal merchant mariner’s credential with sailing and towing endorsements. He is currently the Standards Coordinator for the American Sailing Association (ASA),
Captain Feather Lee
Hello from Key West, Let me introduce myself, I'm Captain Feather Lee. I am a youthful 40s and have come to find my peace of paradise in the Florida Keys! I'm ASA Sailing Instructor teaching couples, families and youth the teamworking skills to have a great sailing experience
Captain Jay Pisaro
When Captain Jay was just 7 years old, his father bought a MacGregor 22’ and they sailed on the Finger Lakes and Lake Ontario. He remembers what an awesome experience this was for him - learning together and having amazing adventures with his Dad. He went on to graduate from Rochester Institute of Technology, worked as a Mechanical Engineer and later went into designing and building homes.

Our Fleet

US Coast Guard Certified
Indian Summer II

Indian Summer II, is a 41 foot Morgan Out Island. Built in 1980, she has seen many wonderous voyages but has been maintained with such detail that she is still a beauty today. Indian Summer has a forward and aft captain’s cabin, with two bunks in the forward cabin. The spacious saloon is equipped to sleep up to three people. There is one head in the forward cabin and one in the aft captain’s quarters.

Celeste the Beauty

Celeste is a 19 foot O’Day. She is a pristine, classic beauty! With her sloop-rigged keelboat design, she is the perfect boat for new sailors to learn. When available, ASA101 – Basic Keelboat Sailing classes are taught on Celeste. Her smaller layout will make your first lessons easier to comprehend, making your transition to a larger rigged boat a little less over-whelming.

Bahamas Rogue
Bahamas Rogue is a 41 foot Morgan Out Island. Built in 1980, she has seen many wonderous voyages but has been maintained with such detail that she is still a beauty today. Indian Summer has a forward and aft captain’s cabin, with two bunks in the forward cabin. The spacious saloon is equipped to sleep up to three people. There is one head in the forward cabin and one in the aft captain’s quarters.