About us

S/V Gypsy Soul

Gypsy Soul is a 1989 Catalina 36 Mk 1 sailboat.  She has two cabins, one head and is equipped with all the amenities of home.


Troy is a construction project manager, Mr. Fix It and jack of all trades.  He is a certified Coast Guard Captain (OUPV 6 pack) and ASA instructor (thru 105).  He has a passion for sailing and wishes to circumnavigate the Caribbean.


Lori is retired state government employee and mother of two girls.  One daughter graduated college in the spring of 2015 and the other entered college the same year.  Lori has limited sailing experience but excited to learn.


We started dating in 2011, combined households in 2012 and recently put the house up for sale to pursue our dream of living aboard a sailboat.  The house sold in September 2015.  We put our personal belongings in storage and sold the rest.  We set sail from Tennessee on September 20, 2015. We began our journey on the Tennessee River then traveled down the TennTomm waterway to the gulf of Mexico.  We spent some time exploring Florida then we crossed the Gulf Stream to explore the Bahamas.  After spending 3 months in the Bahamas, we returned to Florida where we bought a home in Punta Gorda, Florida in June 2016. 

2017 Plan

This sailing season we plan to extensively explore the Florida Keys.  If we feel we have completely explored the keys, we may head back to the Bahamas for a short visit.

We can not direct the wind, but we can adjust our sails