Captains - Kristie & Richard Weiss
Kristie & Rich met in flight school in the early 90's. After receiving their commercial licenses and flight instructors certification they started their own Flight School and taught over 200 people how to fly.
Rich grew up in Ft. Lauderdale and was always around boats. Kristie and Rich started vacationing in The Virgin Islands in 2000, when they rented a power bareboat for a week-long charter. They were immediately hooked on island hopping!
In 2015, they sold everything, bought a sailboat and have sailed the entire Caribbean Sea from Trinidad to Mexico, but never found another area that felt more like home than the Virgin Islands.
Captain - Sean Livie
Sean grew up in beautiful sunny Southern California. With a family rich nautical and shipbuilding traditions, it was only natural for him to gravitate to the sea. Prior to discovering his love for the Virgin Islands, he gained valuable experience cruising and fishing the Pacific Ocean and Sea of Cortez in Mexico.
Sean has a USCG 100 gross ton license and has worked dinner cruises, sightseeing tours, and towboats. He is a veteran of the US Marine Corps and served during Operation Desert Storm.
Sean typically spends his days off playing in the water, diving for lobster and conch, fishing, or spending time with his wife, family, and island dog.
Captain - Adam Wilson
Before moving to the Virgin Islands in 2016, Adam was
entertaining guests on much larger boats as an Entertainment Host for Carnival Cruise Lines. He traveled extensively all over the Bahamas and Caribbean.
Since moving to St Thomas, he has become a PADI Master SCUBA Instructor, as well as a US Coast Guard licensed Master Captain. Adam lived on St Thomas for both hurricanes Irma and Maria, and went from being underwater every day as a dive instructor, to above water life again as a full-time Captain.
Adam enjoys sharing his love for the Virgin Islands with our guest, but on his days off you will still find him underwater either playing with his shark friends or snagging some lobster for dinner.
Captains Susannah & Kenny
Kenny is a true Georgia boy. He graduated from University of Georgia, enjoyed the mountains of Asheville, NC for a few years and made the move to St. Thomas in 2012.
Susannah is a Louisiana girl who first visited the islands on a semester exchange during college at Louisiana State University and lived in St. Thomas and on for the past 15 years.
The two met in 2014, while crewing on a snorkel tour boat. At that time, they were each working on obtaining experience for their Masters Coast Guard Licenses. After driving separate boats for a few years, they decided to join forces on the water and in life; they are engaged to be married in November 2019. Together, they enjoy taking visitors and locals alike on excursions throughout the Virgin Islands. They love what they do and have lots of experience taking guests to everyone’s favorite spots, as well as introducing them to new adventures and some secret locations.
They are both travelers at heart and when they’re not working on the water, they enjoy snorkeling, diving, lobster hunting, art, building furniture, games, and hosting family and friends so often that they could be considered owners of a bed and breakfast.
First Mate - Kelly Hudson
Kelly fell in love with the Virgin Islands on a visit shortly after the Hurricanes. She returned home to Alabama and decided it was time to leave her job as a Labor & Delivery Nurse, Volunteer Firefighter and First Responder to start a new adventure.
Growing up in "The Hit Recording Capital of the World ", Muscle Shoals Alabama, music has always been a huge influence in her life and she began her music journalist/ photographer career in 2015 working for an online magazine which she continues.
Kelly is also an avid animal lover. She personally funded and operated a ferret rescue for special needs and un-adoptable ferrets from 2010-2018 and continued their full-time care until all of their passings.
She has 2 sons aged 21 & 23 years old and her sidekick Lucy "the island" Kitty. On her days off you’ll find her exploring, hiking, snorkeling, kayaking, painting, or creating beautiful wood carvings.
She loves learning Virgin Island history & culture and enjoys sharing it with others. We promise you will hear plenty of Pirates tales when she is on your trip.
First Mate - Captain Kaitlyn
Kaitlyn has saltwater running through her veins and is continueing her family's nautical traditions. She is a native of Las Vegas and grew up sailing, fishing and cruising the coasts of Southern California and Lake Mead.
After graduating High School, Kaitlyn served as a first mate on a commercial tow boat and knew that working on the water is where she belongs. She's earned her USCG OUPV Captain's License and is working towards gaining experience for her USCG Master Creditials.
Kaitlyn loves keeping guests entertianed with islands stories, history and folklore. Kaitlyn is 1/2 of our dynamic duo Father/Daughter team. Her proud dad, is Captain Sean.